Jack Letts, 20, from Oxford, who has been dubbed "Jihadi Jack" by some newspapers, is said to have left for Iraq aged 18.
John Letts and Sally Lane, denied providing money for suspected terrorism at Westminster Magistrates' Court.
They are due to appear at the Old Bailey on 23 June.
Mr Letts, 55, and Ms Lane, 54, spoke only to confirm their names and address.
They are both charged with three counts of arranging the availability of property or money to another person knowing or having reasonable cause to suspect it could be used for the purpose of terrorism.
It is alleged the couple, both of Chilswell Road, Oxford, transferred £223 on 2 September last year, £1,000 on 31 December 2015 and £500 on 4 January 2016.
Ms Lane is charged with two further counts of attempting to provide money or property knowing or having reasonable cause to suspect it could be used for the purpose of terrorism.
The court heard she allegedly attempted to send two payments of £500 to her son on January 4 2016.
They pleaded not guilty to the charges.
The 20-year-old was suspected of being the first white Briton to join the terror group after he left his Oxford home and travelled to Syria last year.

The approval depends on Shell getting a nod from other US regulators, the Bureau of Ocean Energy Management said.
Shell stopped Arctic exploration more than two years ago after problems including an oil rig fire and safety failures.
Environmental campaigners oppose the move.
Shell has spent about $6bn (Â£3.85bn) on exploration in the Arctic - a region estimated to have about 20% of the world's undiscovered oil and gas.
The Anglo-Dutch company wants to drill up to six wells in water about 40 metres deep, using two vessels that can serve as backups in the event of an emergency.
"We have taken a thoughtful approach to carefully considering potential exploration in the Chukchi Sea," said Abigail Ross Harper, director of the Bureau of Ocean Energy Management, in a statement.
This conditional approval means Shell must obtain permits from the federal government and the state of Alaska to begin drilling this summer.
Susan Murray, an official at Oceana, a group against Arctic drilling, said: "Our government has rushed to approve risky and ill-conceived exploration in one of the most remote and important places on Earth."
Among Shell's woes the last time it tried to drill in the area were its failure to have a spill-response barge on site before the drills reached oil-bearing zones, as it had promised, and the outbreak of fire on the Noble Discoverer rig that Shell had hired.
The Kulluk, a circular drilling barge, broke away from its towing vessel and ran aground on its way to a shipyard in Washington state.
"The approval of our Revised Chukchi Sea Exploration Plan is an important milestone and signals the confidence regulators have in our plan," said Shell spokesman Curtis Smith.

The charity is campaigning to help protect ancient or old trees, that have grown in the UK for hundreds of years.
They say that having more trees is good for our health as well as the environment.
Currently around 2% of the UK is listed as ancient woodland.
The UK has seen around 45 rare species of trees disappear in the last 100 years.
Some people are calling for lots more homes to be built in the UK and the Woodland Trust say they are worried that building new houses would mean that old trees would be chopped down to clear space.
The Government have been talking about the issue in a new White Paper, which presents ideas for changes to the law.
It could mean that some trees in England would be protected like historic buildings.
The parents of a man alleged to have joined so-called Islamic State group have been remanded in custody after being charged with terrorism offences.
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Oil firm Royal Dutch Shell has won approval from the US Department of Interior to explore for oil in the Arctic.
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The Woodland Trust have said that some trees should have the same rights as old buildings.