Orde Wingate

Major-General Orde Charles Wingate DSO & Two Bars (26 February 1903 – 24 March 1944) was a senior British Army officer, known for his creation of the Chindit deep-penetration missions in Japanese-held territory during the Burma Campaign of World War II.
Wingate was an exponent of unconventional military thinking and the value of surprise tactics. Assigned to Mandatory Palestine, he became a supporter of Zionism, and set up a joint British-Jewish counter-insurgency unit. Under the patronage of the area commander Archibald Wavell, Wingate was given increasing latitude to put his ideas into practice during World War II. He created units in Abyssinia and Burma. At a time when Britain was in need of morale-boosting generalship, Wingate attracted British Prime Minister Winston Churchill's attention with a self-reliant aggressive philosophy of war, and was given resources to stage a large-scale operation. The last Chindit campaign may have determined the outcome of the Battle of Kohima, although the offensive into India by the Japanese may have occurred because Wingate's first operation had demonstrated the possibility of moving through the jungle. In practice both Japanese and British forces suffered severe supply problems and malnutrition.
Wingate was killed in an aircraft accident late in the war. A continuing controversy over the Chindits has centred around the casualty rate the force suffered, especially from disease. Wingate believed that resistance to infection could be improved by inculcating a tough mental attitude, but medical officers considered his methods unsuited to a tropical environment.

Wingate was born on 26 February 1903, in Naini Tal, near Almora, in Kumaon, India, to a military family. His father had become a committed member of the Plymouth Brethren early in his army career in India, and at the age of 46 married the oldest daughter of a family who were also Plymouth Brethren, after wooing her for 20 years. His father retired from the army two years after Wingate was born.

Most of Wingate's childhood was spent in England. For the first twelve years of his life, he socialised primarily with his siblings. The seven Wingate children received a typical Christian education for the era. Time was set aside each day for studying and memorising the Scriptures.

In 1916, his family moved to Godalming, where Wingate attended Charterhouse School as a day boy. He did not board at the school nor did he participate in the activities of a public school education. Instead, Wingate was kept busy at home by his parents, who encouraged their children to tackle challenging projects which fostered independent thought, initiative and self-reliance.

After four years Wingate left Charterhouse and in 1921 he was accepted at the Royal Military Academy at Woolwich, the Royal Artillery's officers' training school. For committing a minor offence against the rules, a first-year student would be subjected to a ragging ritual named "running". This ritual consisted of the first-year being stripped and forced to run a gauntlet of senior students, all of whom wielded a knotted towel which was used to hit the accused on his journey along the line. On reaching the end, the first-year would then be thrown into an icy-cold cistern of water. When it came time for Wingate to run the gauntlet, for allegedly having returned a horse to the stables too late, he walked up to the senior student at the head of the gauntlet, stared at him and dared him to strike. The senior refused. Wingate moved to the next senior and did the same; he too refused. In turn, each senior declined to strike; coming to the end of the line, Wingate walked to the cistern and dived straight into the icy-cold water.

In 1923, Wingate received his Royal Artillery officer's commission and was posted to the 5th Medium Brigade at Larkhill on Salisbury Plain. During this period he was able to exercise his great interest in horse riding, gaining a reputation for his skill (and great success) in point-to-point races and fox hunting, particularly for finding suitable places to cross rivers, which earned him the nickname "Otter". It was difficult for a 1920s army officer to live on his pay, and Wingate, living life to the full, also gained a reputation as a late payer of his bills. He was promoted lieutenant on 29 August 1925. In 1926, because of his prowess in riding, Wingate was posted to the Military School of Equitation where he excelled, much to the chagrin of the majority of the cavalry officers at the centre who found him insufferable; he frequently challenged the instructors as a demonstration of his rebellious nature.

Wingate's father's "Cousin Rex", Sir Reginald Wingate, a retired army general who had been governor-general of the Sudan between 1899 and 1916 and high commissioner of Egypt from 1917 to 1919, had a considerable influence on Wingate's career. He gave him a positive interest in Middle East affairs and in Arabic. As a result, Wingate applied to take a course in Arabic at the School of Oriental Studies in London and passed out of the course, which lasted from October 1926 to March 1927, with a mark of 85/100.

In June 1927, with Cousin Rex's encouragement, Wingate obtained six months' leave in order to mount an expedition in the Sudan. Rex had suggested that he travel via Cairo and then try to obtain secondment to the Sudan Defence Force. Sending his luggage ahead of him, Wingate set off in September 1927 by bicycle, travelling first through France and Germany before making his way to Genoa via Czechoslovakia, Austria and Yugoslavia. From Genoa he took a boat to Egypt. From Cairo he travelled to Khartoum.

In April 1928 his application to transfer to the Sudan Defence Force came through and he was posted to the East Arab Corps, serving in the area of Roseires and Gallabat on the borders of Ethiopia, where the SDF patrolled to catch slave traders and ivory poachers. He changed the method of regular patrolling to ambushes.

In March 1930 Wingate was given command of a company of 300 soldiers with the local rank of bimbashi (major). He was never happier than when in the bush with his unit, but when at HQ in Khartoum he antagonised the other officers with his aggressive and argumentative personality. He was granted the local rank of captain in the regular army on 16 April 1930.

At the end of his tour, Wingate mounted a short expedition into the Libyan desert to investigate the lost army of Cambyses, mentioned in the writings of Herodotus, and to search for the lost oasis of Zerzura. Supported by equipment from the Royal Geographical Society (the findings of the expedition were published in the Royal Geographical Magazine in April 1934) and the Sudan Survey Department, the expedition set off in January 1933. Although they did not find the oasis, Wingate saw the expedition as an opportunity to test his endurance in a very harsh physical environment, and also his organisational and leadership abilities. He concluded his service in the Sudan on 2 April 1933.

On his return to the UK in 1933, Wingate was posted to Bulford on Salisbury Plain and was heavily involved in retraining, as British artillery units were being mechanised. On the sea voyage from Egypt he met Lorna Moncrieff Patterson, who was 16 years old and travelling with her mother. They were married two years later, on 24 January 1935. From 13 January 1935, Wingate was seconded to the Territorial Army as the adjutant of the 71st (West Riding) Field Brigade, a Territorial Army unit of the Royal Artillery, with the temporary rank of captain. He was promoted to the substantive rank of captain on 16 May 1936, and vacated his appointment as adjutant on 8 September.

In September 1936, Wingate was assigned to a staff officer position in the British Mandate of Palestine, and became an intelligence officer. From his arrival he saw the creation of a Jewish State in Palestine as being a religious duty, and immediately put himself into absolute alliance with Jewish political leaders. Palestinian Arab guerrillas had at the time of his arrival begun a campaign of attacks against both British mandate officials and Jewish communities.

Wingate became politically involved with a number of Zionist leaders, and became an ardent Zionist himself. He always returned to Kibbutz En Harod — because he felt familiar with the biblical judge Gideon, who fought in this area, and used it himself as a military base. He formulated the idea of raising small assault units of British-led Jewish commandos armed with grenades and light infantry small arms to combat the Arab revolt. Wingate took his idea personally to Wavell, who was then the commander of British forces in Palestine. After Wavell gave his permission, Wingate convinced the Zionist Jewish Agency and the leadership of Haganah, the Jewish armed group. In June 1938 the new British commander, General Haining, gave his permission to create the Special Night Squads, armed groups formed of British and Haganah volunteers. The Jewish Agency helped pay salaries and other costs of the Haganah personnel.

Wingate trained, commanded and accompanied them on their patrols. The units frequently ambushed Arab saboteurs who attacked oil pipelines of the Iraq Petroleum Company, raiding border villages the attackers had used as bases. In these raids Wingate's men sometimes imposed severe collective punishments on the villagers which were criticised by Zionist leaders as well as Wingate's British superiors. Wingate disliked Arabs, once shouting at Haganah fighters after a June 1938 attack on a village on the border between Mandatory Palestine and Lebanon, "I think you are all totally ignorant in your Ramat Yochanan [the training base for the Haganah] since you do not even know the elementary use of bayonets when attacking dirty Arabs: how can you put your left foot in front?" But the brutal tactics proved effective in quelling the uprising, and Wingate was awarded the DSO in 1938.

However, his deepening direct political involvement with the Zionist cause and an incident where he spoke publicly in favour of the formation of a Jewish state during his leave in Britain, caused his superiors in Palestine to remove him from command. He was so deeply associated with political causes in Palestine that his superiors considered him compromised as an intelligence officer in the country. He was promoting his own agenda rather than that of the army or the government. In May 1939 he was transferred to Britain. Wingate became a hero of the Yishuv (the Jewish Community), and was loved by leaders such as Zvi Brenner and Moshe Dayan who had trained under him, and who claimed that Wingate had "taught us everything we know." Wingate's political attitudes toward Zionism were heavily influenced by his Plymouth Brethren religious views and belief in certain eschatological doctrines.

Orde Wingate enters Addis Ababa on horseback.

At the outbreak of World War II, Wingate was the commander of an anti-aircraft unit in Britain. He repeatedly made proposals to the army and government for the creation of a Jewish army in Palestine which would rule over the area and its Arab population in the name of the British. Eventually his friend Wavell, by this time commander-in-chief of Middle East Command which was based in Cairo, invited him to Sudan to begin operations against Italian occupation forces in Ethiopia. Under William Platt, the British commander in Sudan, he created the Gideon Force, an SOE force composed of British, Sudanese and Ethiopian soldiers. At Khartoum, Wingate and Tony Simonds joined Mission 101 controlled by London and Cairo.

Daniel Sandford, Haile Selassie and Wingate in Dambacha Fort

Gideon force was named after the biblical judge, who defeated a large force with a tiny band. Wingate invited a number of veterans of the Haganah SNS to join him. With the blessing of the Emperor of Ethiopia, Haile Selassie, the group began to operate in February 1941. During the Italian occupation of Ethiopia between 1936-41, the Italians waged operations to "pacify" Ethiopia that killed about 7% of the Ethiopian population. Given this background, there was huge reservoir of hatred for the Italians, and many Ethiopians were more than willing to assist Gideon Force. Temporarily promoted lieutenant colonel, Wingate was and put in command. He again insisted on leading from the front, accompanied his troops in the reconquest of Abyssinia. Gideon Force, with the aid of local resistance fighters, harassed Italian forts and their supply lines while regular army units took on the main Italian army. A small force of no more than 1,700 men took the surrender of about 20,000 Italians toward the end of the campaign. At the end of the fighting, Wingate and the men of the Gideon Force linked with the force of Lt. Gen. Alan Cunningham which had advanced from Kenya in the south and accompanied the emperor in his triumphant return to Addis Ababa that May. Wingate was mentioned in dispatches in April 1941 and was awarded a second DSO in December.

With the end of the East African Campaign on 4 June 1941, Wingate was removed from command of the now-dismantled Gideon Force and his rank reduced to that of major. During the campaign he was irritated that British authorities ignored a request for decorations for his men. They also obstructed his efforts to obtain back pay and other compensation. He left for Cairo and wrote an official report which was extremely critical of his commanders, fellow officers, government officials and many others. Wingate was also angry that his efforts had not been praised by authorities, and that he had been forced to leave Abyssinia without having said farewell to Emperor Selassie. He was most concerned about British attempts to stifle Ethiopian freedom, writing that attempts to raise future rebellions amongst populations must be honest ones and should appeal to justice.

Soon after, he contracted malaria. He sought treatment from a local doctor instead of army medical staff because he was afraid that the illness would give his detractors a further excuse to undermine him. This doctor gave him a large supply of the drug Atabrine, which can produce depression as a side-effect if taken in high dosages. Already depressed by the official response to his Abyssinian command, and sick with malaria, Wingate attempted suicide by stabbing himself in the neck. Only prompt action by another officer saved him.

Wingate was sent to Britain to recuperate. A highly edited version of his report was passed through Wingate's political supporters in London to Winston Churchill. Consequent to this, Leo Amery, the Secretary of State for India contacted Wavell, now Commander-in-Chief in India commanding the South-East Asian Theatre to enquire if there were any chance of employing Wingate in the Far East. On 27 February 1942, Wingate, far from pleased with his posting as a "supernumary major without staff grading", left Britain for Rangoon.

Chindits and the first long-range jungle penetration mission

Wingate after his return from operations in Japanese-occupied Burma in 1943.

On Wingate's arrival in March 1942 in the Far East, he was appointed colonel once more by General Wavell, and was ordered to organise guerrilla units to fight behind Japanese lines. However, the precipitous collapse of Allied defences in Burma forestalled further planning, and Wingate flew back to India in April, where he began to promote his ideas for jungle long-range penetration units. "Never ask favours," he recalled from his long association with Wavell, "but tell people if they care to help they can come along, that you yourself are going anyway."

Intrigued by Wingate's theories, Wavell gave his old friend a brigade of troops, the (Indian 77th Infantry Brigade), from which he created a jungle long-range penetration unit. 77 Brigade was eventually named the Chindits, a corrupted version of the name of a mythical Burmese lion, the chinthe. By August 1942 he had set up a training centre at Dhana near Saugor district in Madhya Pradesh and attempted to toughen up the men by having them camp in the Indian jungle during the rainy season. This proved disastrous, as the result was a very high sick rate among the men. In one battalion 70% of the men went absent from duty due to illness, while a Gurkha battalion was reduced from 750 men to 500. Many of the men were replaced in September 1942 by new drafts of personnel from elsewhere in the army.

Meanwhile, his direct manner of dealing with fellow officers and superiors, along with eccentric personal habits, won him few friends among the officer corps; he would consume raw onions because he thought they were healthy, scrub himself with a rubber brush instead of bathing and greet visitors to his tent while completely naked. Wavell's political connections in Britain and patronage (he admired Wingate's work in the Abyssinian campaign) protected Wingate from closer scrutiny. And yet he remained the regimental gadfly always ready to flout King's Regulations. In the jungle he grew a beard, and allowed his men to do the same, but by his outstanding courage and leadership in the face of the enemy won plaudits.

The original 1943 Chindit operation was supposed to be a coordinated plan with the field army. When the offensive into Burma by the rest of the army was cancelled, Wingate persuaded Wavell to be allowed to proceed into Burma anyway, arguing the need to disrupt any Japanese attack on Sumprabum as well as to gauge the utility of long-range jungle penetration operations. Wavell eventually gave his consent to Operation Longcloth.

Wingate set out from Imphal on 12 February 1943, with the Chindits organised into eight separate columns to cross the Chindwin river. The force met with initial success in putting one of the main railways in Burma out of action. But afterwards, Wingate led his force deep into Burma and then over the Irrawaddy river. Once the Chindits had crossed, they found conditions very different from that suggested by the intelligence they had received. The area was dry and inhospitable, criss-crossed by motor roads which the Japanese were able to use to good effect, particularly in interdicting supply drops to the Chindits who soon began to suffer severely from exhaustion and shortages of water and food.

On 22 March Eastern Army HQ ordered Wingate to withdraw his units back to India. Wingate and his senior commanders considered a number of options to achieve this but all were threatened by the fact that with no major army offensive in progress, the Japanese would be able to focus their attention on destroying the Chindit force. Eventually they agreed to retrace their steps to the Irrawaddy, since the Japanese would not expect this, and then disperse to make attacks on the enemy as they returned to the Chindwin. By mid-March the Japanese had three infantry divisions chasing the Chindits, who were eventually trapped inside the bend of the Shweli River by Japanese forces. Unable to cross the river intact and still reach British lines, the Chindits was forced to split into small groups to evade enemy forces. The Japanese paid great attention to preventing air resupply of Chindit columns, as well as hindering their mobility by removing boats from the Irrawaddy, Chindwin and Mu rivers and actively patrolling the river banks. Continually harassed by the Japanese, the force returned to India by various routes during the spring of 1943 in groups ranging from single individuals to whole columns: some directly, others via a roundabout route from China. Casualties were high; the force lost approximately one-third of its total strength.

After-battle analysis

With the losses incurred during the first long-range jungle penetration operation, many officers in the British and Indian army questioned the overall value of the Chindits. The campaign had the unintended effect of convincing the Japanese that certain sections of the Burma/India Frontier were not as impassable as they previously believed, thus altering their strategic plans. As one consequence, the overall Japanese Army commander in Burma, Gen. Masakazu Kawabe, began planning a 1944 offensive into India to capture the Imphal Plain and Kohima, in order better to defend Burma from future Allied offensives.

In London the Chindits and their exploits were viewed as a success after the long string of Allied disasters in the Far East theatre. Winston Churchill, an ardent proponent of commando operations, was in particular, complimentary toward the Chindits and their accomplishments. The Japanese subsequently admitted that the Chindits had disrupted their plans for the first half of 1943.

As a propaganda tool, the Chindit operation was used to prove to the army and those at home that the Japanese could be beaten and that British/Indian troops could successfully operate in the jungle against experienced Japanese forces. On his return, Wingate wrote an operations report, in which he again was highly critical of the army and even some of his own officers and men. He also promoted more unorthodox ideas, for example that British soldiers had become weak by having too easy access to doctors in civilian life. The report was again passed through back channels by Wingate's political friends in London directly to Churchill. The Prime Minister then invited Wingate to London for talks.

Soon after Wingate arrived, Churchill decided to take him and his wife along to the Quebec Conference. There, Wingate explained his ideas of deep penetration warfare to the Combined Chiefs of Staff meeting on 17 August. Air power and radio, recent developments in warfare, would allow units to establish bases deep in enemy territory, breaching the outer defences and extend the range of conventional forces. The leaders were impressed, and larger scale deep-penetration attacks were approved. By now a war-substantive lieutenant-colonel and temporary brigadier, Wingate was promoted to the acting rank of major-general on 18 September 1943.

Second long-range jungle penetration mission

Wingate with Chindit leaders.

After his meeting with Allied leaders, Wingate contracted typhoid by drinking bad water on his way back to India. His illness prevented him from taking a more active role in training of the new long-range jungle forces.

While Wingate was still in Burma, Wavell had ordered the formation of 111 Brigade, known as the "Leopards", along the lines of the 77 Brigade. He selected Brigadier Joe Lentaigne as the new commander. Wavell intended that the two brigades would operate with one engaged on operations while the other trained and prepared for the next operation. However, once back in India, Wingate was promoted to acting major general and was given six brigades. This involved breaking up the experienced 70th Division, which other commanders felt could be better used as a standard "line" division. At first Wingate proposed to convert the entire front into one giant Chindit mission by breaking up the whole of the Fourteenth Army into Long-Range Penetration units, presumably in the expectation that the Japanese would follow them around the Burmese jungle in an effort to wipe them out. This plan was hurriedly dropped after other commanders pointed out that the Japanese Army would simply advance and seize the air bases from which Chindit forces were supplied, requiring a defensive battle and substantial troops that the Indian Army would be unable to provide.

In the end, a new long-range jungle penetration operation was planned, this time using all six of the brigades recently allocated to Wingate. The second long-range penetration mission was originally intended as a coordinated effort with a planned regular army offensive against northern Burma, but events on the ground resulted in cancellation of the army offensive, leaving the long-range penetration groups without a means of transporting all six brigades into Burma. Upon Wingate's return to India, he found that his mission had also been cancelled for lack of air transport. Wingate took the news bitterly, voicing disappointment to all who would listen, including Allied commanders such as Colonel Philip Cochran of the 1st Air Commando Group, which proved to be a blessing in disguise. Cochran told Wingate that cancelling the long-range mission was unnecessary; only a limited amount of aerial transport would be needed since, in addition to the light planes and C-47 Dakotas Wingate had counted on, Cochran explained that 1st Air Commando had 150 gliders to haul supplies: Wingate’s dark eyes widened as Phil explained that the gliders could also move a sizable force of troops. The general immediately spread a map on the floor and planned how his Chindits, airlifted deep into the jungle, could fan out from there and fight the Japanese.

With his new glider landing option, Wingate decided to proceed into Burma anyway. The character of the 1944 operations differed from those of 1943 in that they aimed to establish fortified bases in Burma out of which the Chindits would conduct offensive patrol and blocking operations. A similar strategy would be used by the French in Indochina years later at Dien Bien Phu.

Operation Thursday

Wingate planned that part of 77 Brigade would land by glider in Burma and prepare airstrips into which 111 Brigade and the remainder of 77 Brigade would be flown by C-47 transport aircraft. Three landing sites, codenamed "Piccadilly", "Broadway" and "Chowringhee" were selected. On the evening of 5 March as Wingate, Lieutenant General Slim (the commander of Fourteenth Army), Brigadier Michael Calvert (the commander of 77 Brigade) and Cochrane waited at an airfield in India for 77 Brigade to fly into "Piccadilly", an incident occurred which Wingate's critics later claimed to show his lack of firmness or balance.

Wingate had forbidden continuous reconnaissance of the landing sites to avoid compromising the security of the operation, but Cochrane ordered a last-minute reconnaissance flight which showed "Piccadilly" to be completely obstructed with logs. By Slim's account, Wingate became highly emotional and insisted that the operation had been betrayed, and that the Japanese would have set up ambushes on the other two landing sites. He passed the responsibility for ordering the operation to proceed or to be cancelled to Slim.

Slim ordered that the operation was to go ahead. Wingate then ordered that 77 Brigade would fly into "Chowringhee". Both Cochrane and Calvert objected, as "Chowringhee" was on the wrong side of the Irrawaddy and Cochrane's pilots were not familiar with the layout. Eventually, "Broadway" was selected instead. The landings were initially a failure, as many gliders crashed en route or on "Broadway", but Calvert's brigade soon made the landing ground fit to take aircraft, and sent the success signal. It was later found that the logs on "Piccadilly" had been laid there to dry by Burmese teak loggers.

Once all the Chindit brigades (less one which remained in India) had marched or flown into Burma, they established base areas and drop zones behind Japanese lines. By fortunate timing, the Japanese launched an invasion of India around the same time. By forcing several pitched battles along their line of march, the Chindit columns were able to disrupt the Japanese offensive, diverting troops from the battles in India.

The value of Wingate's Chindits has been disputed. Field Marshal William Slim argued that special forces in general had an overall negative effect on the prosecution of war by separating the best-trained and most committed troops from the main army. However Sir Robert Thompson, a Chindit who went on to become one of "world's leading expert on countering the Mao Tse-tung technique of rural guerrilla insurgency", wrote in his autobiography that "Every time I look at the picture of General Slim and his Corps Commanders being knighted by Lord Wavell as Viceroy on the field of battle after Imphal, I see the ghost of Wingate present. He was unquestionably one of the great men of [the 20th] century".

Regarding Operation Thursday, historian Raymond Callahan, author of Churchill and His Generals argues that "Wingate’s ideas were flawed in many respects. For one thing, the Imperial Japanese Army did not have Western-style supply lines to disrupt, and tended to ignore logistics generally. When Special Force launched itself into Burma in March 1944, Wingate’s ideas, so enchantingly laid out for Churchill, rapidly proved unworkable." However the Japanese commander, Mutaguchi Renya, later stated that Operation Thursday had a significant effect on the campaign, saying "The Chindit invasion ... had a decisive effect on these operations ... they drew off the whole of 53 Division and parts of 15 Division, one regiment of which would have turned the scales at Kohima."

On 24 March 1944, Wingate flew to assess the situations in three Chindit-held bases in Burma. On his return, flying from Imphal to Lalaghat, the USAAF B-25 Mitchell bomber of the 1st Air Commando Group in which he was flying crashed into jungle-covered hills in the present-day state of Manipur in northeast India, where he died along with nine others. In place of Wingate, Brigadier (later Lt.-Gen.) Walter Lentaigne was appointed to overall command of LRP forces in the rank of acting Major-General; he flew out of Burma to assume command as Japanese forces began their assault on Imphal. Command of Lentaigne's 111 Brigade in Burma was assigned to Lt. Col. 'Jumbo' Morris.

Wingate and the nine other crash victims were initially buried in a common grave close to the crash site near the village of Bishnupur in the present-day state of Manipur in India. The bodies were charred beyond recognition, hence individuals could not be identified under medical practices of the day, as identification from dental records was not possible. Since seven of the ten crash victims, including both pilots, were Americans, all ten bodies were exhumed in 1947 and reburied in Imphal, India and yet again exhumed in 1950 and flown to Arlington National Cemetery in Virginia for reburial. The exhumation was possible courtesy of an amicable three-way agreement among the governments of India, Britain and the United States, and in accordance with the families' wishes.

Wingate was known for various eccentricities. For instance, he often wore an alarm clock around his wrist, which would go off at times, and had raw onions and garlic on a string around his neck, which he would occasionally bite into as a snack (the reason he used to give for this was to ward off mosquitoes). He often went about without clothing. In Palestine, recruits were used to having him come out of the shower to give them orders, wearing nothing but a shower cap, and continuing to scrub himself with a shower brush. Lord Moran, Winston Churchill's personal physician, wrote in his diaries that "[Wingate] seemed to me hardly sane—in medical jargon a borderline case." Likewise, referring to Churchill's meeting with Wingate in Quebec, Max Hastings wrote that, "Wingate proved a short-lived protegé: closer acquaintance caused Churchill to realise that he was too mad for high command."

Orde Wingate Square in Jerusalem's Talbiya neighbourhood.

In a tribute to Wingate, Churchill called him "one of the most brilliant and courageous figures of the second world war ... a man of genius who might well have become also a man of destiny."

A memorial to Orde Wingate and the Chindits stands on the north side of the Victoria Embankment, near Ministry of Defence headquarters in London. The facade commemorates the Chindits and the four men awarded the Victoria Cross. The battalions that took part are listed on the sides, with non-infantry units mentioned by their parent formations. The rear of the monument is dedicated to Orde Wingate, and also mentions his contributions to the state of Israel.

To commemorate Wingate's great assistance to the Zionist cause, Israel's National Centre for Physical Education and Sport, the Wingate Institute (Machon Wingate) was named after him. A square in the Talbiya neighbourhood of Jerusalem, Wingate Square (Kikar Wingate), also bears his name, as does the Yemin Orde youth village near Haifa. A Jewish football club formed in London in 1946, Wingate F.C. was also named in his honour.

The prestigious General Wingate School, on the western city limit of Addis Ababa, Ethiopia, commemorates Orde Wingate's contribution (along with the Gideon Force and the Ethiopian Patriots) to the liberation of Ethiopia in 1941, following the defeat of the Italian forces in that country. A memorial stone in his honour stands in Charlton Cemetery, London SE7, where other members of the Orde Browne family are buried. There is a memorial in Charterhouse School Chapel.

The New Charterhouse School Chapel DSC 2161

Wingate's eccentric and strong-willed personality, his reputation for being difficult, advocacy of irregular warfare and his Zionism has led to sharply opposed assessments by historians. The British historian Simon Anglim called Wingate the most controversial British general of World War II as no other British general from that war produced such starkly polarized interpretations. The Chindit operations have been presented as either costly operations that achieved nothing or inspired operations that tied down Japanese troops that could have been used in the invasion of India. In Britain, the two opposing tendencies has been for historians to portray him either as a mentally unstable, delusional figure operating well beyond his level of competence as in works by I.S.O. Playfair and Woodburn Kirby or alternatively as a visionary, a leader of men noted for his audacity, courage and toughness as in works by Charles Rolo, Bernard Fergusson, Wilfred Burchett, and Leonard Mosley. Attempts to achieve a balance between the opposing views of Wingate were Orde Wingate and the Historians by Peter Mead, Wingate and the Chindits by David Rooney and Orde Wingate by Christopher Sykes. In Ethiopia, Wingate is remembered as liberator from the Italian occupation. In Israel, Wingate's role with creating and leading the SNS, which become the prototype of the Israeli Defense Forces has made him a national hero, a man celebrated for his Zionism and courage, in the words of the Israeli historian Michael Oren a "heroic, larger-than-life figure to whom the Jewish people owed a deep and enduring debt". The two most popular Israeli books about Wingate, both written by SNS veterans were In the Path of Fighters by Israel Carmi and Orde Wingate: His Life and Works by Avraham Akavia. By contrast, Palestinian historians portrayed Wingate very negatively as a thuggish fanatic who terrorized Palestinian villages during the Arab Revolt. In recent years, the Israeli New Historians have taken a critical picture of Wingate with Tom Segev calling him "quite mad, and perhaps a sadist, too” and a war criminal. Oren has accused Segev of maligning Wingate, arguing that Segev has "edited" accounts by contemporaries to imply that Wingate was present at incidents in Palestine when he was in London at the time.

Orde Wingate's son, Orde Jonathan Wingate, joined the Honourable Artillery Company after a regular Army career in the Royal Artillery and became the regiment's commanding officer and later regimental colonel. He died in 2000 at the age of 56, and was survived by his wife and two daughters.

He was also related to Reginald Wingate and Ronald Wingate. The Governor of Malta, Sir William Dobbie was his uncle.

• In 1976 the BBC produced a three-part drama called Orde Wingate, based on his life, in which he was played by Barry Foster. The programme was made on a limited budget with reduced or stylized settings. It did not attempt to tell the complete story of his life, but presented key episodes in a non-linear way, mainly his time in Palestine but including Burma. Foster reprised his role as Wingate in a 1982 TV movie A Woman Called Golda.
• A fictionalised version of Wingate called "P.P. Malcolm" appears in Leon Uris's novel Exodus, while he also appears in another Leon Uris novel, The Haj. Additionally, in James Michener's The Source, a reference is made to the "Orde Wingate Forest", which is located in Israel at Mount Gilboa.
• "Wingate and Chindits" is an episode of the documentary TV series Narrow Escapes of World War II first presented in the United States on the Military Channel in 2012.
• An episode of The Real Adventures of Jonny Quest titled "AMOK" features a highly fictional take on Wingate's legacy in which his death was "a bit of a charade ... and a devilishly clever one at that". While exploring in Borneo, the Quest clan come across a mysterious valley and native village headed by Orde Wingate II, a fictionalized son of the true man. It is explained that during the course of World War II, Wingate had come across the valley and befriended the people indigenous to it. Finished with the war and knowing that the Allied Powers were close to winning in the Pacific, Wingate decided to lie low and live out the rest of his life peacefully in the valley, and so faked the plane crash leading to his apparent demise. In order to protect the valley from intruders, he created the identity of the Amok, a savage sloth-like, Bigfoot creature based on an Indonesian guardian spirit.

• http://www.imdb.com/title/tt0074037/ IMDB entry