user: Stephen Gray, 32, also known as Mustafa, was jailed for five years at Woolwich Crown Court.
The RAF veteran served in the Iraq War and attempted to reach Syria on two separate occasions in July 2014.
Abdalraouf Abdallah, 23, was jailed for up to five-and-a-half years with further supervision for trying to help Gray join jihadis in Syria.
British-Libyan Abdallah, left paralysed after he took part in the 2011 Libyan uprising, was convicted in May of two counts of preparing acts of terrorism and funding terrorism.
During the trial, the court was told he played a key role in arranging the journey to Syria for Gray, Abdallah's own brother Mohammed and two other men. He had also tried to arrange firearms for three of them and sent Â£2,000 to his brother for terrorist purposes.
Abdallah vehemently denied having anything to do with the so-called Islamic State during his defence but prosecutor Max Hill QC accused him of being "at the centre of a jihadist network facilitating foreign fighters".
Gray pleaded guilty to preparing to commit acts of terrorism, assisting another in committing acts of terrorism and funding terrorism.
He had served two tours of duty in Iraq as a gunner in No 2 Squadron of the RAF Regiment and later converted to Islam after returning home disillusioned by the war.
The pair, both of Moss Side in Manchester, had known each other for seven or eight years and had exchanged messages online about Gray's planned trip to Syria.
Abdallah's brother Mohammed went to Syria in June 2014 and planned to meet Gray there, the court was told.
Gray then left for Barcelona in July 2014 and went on to Turkey but was turned back and never made it to Syria.
Another convert he was travelling with, Raymond Matimba, also known as Abu Qaqa Britani Afro, succeeded in joining Mohammed and another man inside the war zone.
Abdallah was sentenced to five-and-a-half years, plus an extended sentence of four years for preparing acts of terrorism, and two years, to run concurrently for being concerned in a funding arrangement of terrorism.
Gray was jailed on two counts of preparing acts of terrorism - for five years plus an extended licence of four years as well as one count of being concerned in a funding arrangement of terrorism for which he received three years. His sentences will run concurrently.
In addition to his sentence, he will be added to the terrorism register for 15 years.

Sum: A former RAF gunner who converted to Islam and a paraplegic man have been jailed for terrorism offences.


The yellow 'be aware' warning is in place from 15:00 on Tuesday until 10:00 on Wednesday, slightly later times than previously forecast.
The update also extends to more parts of England and Wales.
Most of Scotland is likely to be affected, with the exception of Orkney and Shetland, with upland areas expected to have snowfalls.
Hilly areas over 300m can expect up to 15cm of snow, while lower levels could potentially see snowfall later on Tuesday.
Temperatures of 3-4C are forecast across the central belt, with milder weather in the North East.
As the snow moves east on Tuesday evening, it is possible that higher parts of the M8, A9 and M74 could face disruption.
The Met Office said the snow was likely to peter out across Scotland on Wednesday morning.

Sum: The Met Office has updated an earlier weather warning for snow across Scotland.


She gained notoriety for slapping a cameraman in 2005 when she stormed the offices of a private media group in anger at the way a story about her had been reported.
In a tribute to Mrs Kibaki, President Uhuru Kenyatta praised her for her role in fighting HIV/Aids in Kenya.
Mr Kenyatta succeeded her husband Mwai Kibaki, who governed from 2002 to 2013.
Mrs Kibaki, who was born in 1940, had withdrawn from public life during the latter part of her husband's rule.
She was last seen at a public function in August  2010, when she seemed excited about the adoption of a new constitution, dancing to a famous gospel song, Kenya's Daily Nation newspaper reports.
Mr Kenyatta said she had been unwell for the last month, receiving treatment in both Kenya and the UK.
Mrs Kibaki trained as a teacher, leaving her job not long after her marriage in 1962 to raise her four children.
"Her Excellency will be remembered for her immense contribution in the development of country," Mr Kenyatta said in a statement.
According to the Daily Nation, she organised the First International Aids Run in 2003.
But correspondents say she also provoked condemnation when she said unmarried young people had "no business" using condoms, calling on students to abstain from sex in order to avoid infection with HIV.
Mrs Kibaki was the most controversial of Kenya's first ladies, crossing swords with politicians, diplomats, journalists and policemen she believed had not treated her with sufficient respect.
Just months after her husband became president, she is reported to have shut down a bar inside State House that was a watering hole for ministers and close allies of Mr Kibaki.
In 2005, she stormed into the house of her neighbour, the World Bank's then-country director Makhtar Diop, in a tracksuit at midnight and demanded he turn his music down at a private party to mark the end of his posting in Kenya.
She also went to the local police station in shorts to demand that Mr Diop and his guests be arrested for disturbing the peace.
Later, she burst into the offices of the influential Nation Media Group with her bodyguards and demanded that the reporter who had written about her confrontation with Mr Diop be arrested.
She slapped cameraman Clifford Derrick who was filming her and refused to leave the offices until 0530 the next day.
He tried to sue for assault, but the case was thrown out of court.
In 2007, Mrs Kibaki was filmed by Nation TV slapping an official during an independence day celebration at State House.
Security officials seized the video images and erased the slapping incident, before returning them.

Sum:

assistant: Kenya's controversial former first lady, Lucy Kibaki, has died in a London hospital of an undisclosed illness.