2013: two-year-old season

Free Eagle made his racecourse debut in a one-mile maiden race at Leopardstown Racecourse on 15 August 2013. He started the 11/4 favourite against nine opponents and won "very easily" by five and a half lengths from Orchestra, a colt who went on to win the Chester Vase.^[4] After the race Smullen commented "I don't get too bullish about them normally because that's not my style but this lad has been exciting us all year. He's a lovely horse... We are very excited about his future".^[5] Despite race's modest status, Free Eagle was made 8/1 favourite for the following year's Epsom Derby. Three weeks later the colt was moved up in class to contest the Group Three Breeders' Cup Juvenile Turf Trial over the same course and distance. Starting the 2/5 favourite, he took the lead in the straight but proved no match for the Aidan O'Brien-trained Australia, and finished second, six lengths behind the winner.

2014: three-year-old season

In April 2014 it was announced that Free Eagle had had a "training setback" and would miss both the Epsom Derby and the Irish Derby. Weld said that the colt would be reserved for an autumn campaign.^[6] After an absence of more than a year, Free Eagle returned in the Group Three Enterprise Stakes over ten furlongs at Leopardstown on 13 September 2014 in which he was opposed by the Solonaway Stakes winner Brendan Brackan and the Royal Whip Stakes winner Hall of Mirrors. Starting the 9/10 favourite, he took the lead inside the last quarter mile and accelerated clear of his rivals in the closing stages to win by seven lengths from Elleval.^[7] On his only other run of the season, Free Eagle was sent to England to contest the Champion Stakes at Ascot Racecourse on 18 October. Starting the 5/2 second favourite, he stayed on strongly in the straight to finish third behind Noble Mission and Al Kazeem, with the unplaced horses including Cirrus des Aigles and Ruler of the World.

2015: four-year-old season

Free Eagle was expected to make his 2015 debut in the Tattersalls Gold Cup but was ruled out of the race with what was described as a "head cold".^[8] He did not appear as a four-year-old until June, when he started 5/2 favourite for the Prince of Wales's Stakes over ten furlongs at Royal Ascot. The race attracted a strong international field including The Grey Gatsby from England, Ectot from France, Spielberg (Tenno Sho) from Japan and Criterion (Queen Elizabeth Stakes) from Australia. Smullen tracked the leaders before sending the colt into the lead in the straight and held off a strong late challenge from The Grey Gatsby to win by a short head.^[9] Weld commented "When you’ve got a good horse it makes the training easy, but it hasn’t been easy with him. He got a heavy head cold a few weeks ago and I thought today was very much in doubt, but we got him right on the day that mattered".^[10]

Free Eagle was off the course for almost three months before returning for the Irish Champion Stakes at Leopardstown in September and started 100/30 second favourite behind the Epsom Derby winner Golden Horn. Pat Smullen settled the colt in fourth before moving up to challenge Golden Horn in the straight. He moved alongside the Derby winner but was badly hampered a furlong out when Golden Horn jinked sharply to the right. He dropped back as a result and finished third behind Golden Horn and Found. Free Eagle was sent to France in October and was moved up in distance for the Prix de l'Arc de Triomphe over 2400 metres at Longchamp Racecourse. Starting the 16.8/1 fourth choice in the betting he stayed on in the straight despite being slightly hampered and finished sixth, just over four lengths behind the winner Golden Horn.