Leon Bailey

Leon Bailey contract and transfer fees

Leon Bailey's contract with Olympiacos F.C. runs until 30 June 2029 (31 months left). The final six months open on 1 January 2029, when FIFA rules let him agree a pre-contract elsewhere.

Leon Bailey has moved for €54m in disclosed transfer fees since 2015 (3 paid transfers). The biggest: €32m, Bayer 04 Leverkusen to Aston Villa, Aug 2021.

Olympiacos F.C. paid €5m for Leon Bailey in September 2026. His value is now €11m, €6m above the fee.

Leon Bailey transfer history and what each club made

• Genk · sold to Bayer 04 Leverkusen for €17m (Jan 2017)
• Bayer 04 Leverkusen · signed from Genk for €17m (Jan 2017) · sold to Aston Villa for €32m (Aug 2021) · profit for Bayer 04 Leverkusen €15m
• Aston Villa · signed from Bayer 04 Leverkusen for €32m (Aug 2021) · sold to Olympiacos F.C. for €5m (Sep 2026) · loss for Aston Villa €27m
• Olympiacos F.C. · signed from Aston Villa for €5m (Sep 2026) · current club

Leon Bailey injury record and availability

Leon Bailey has no injury or suspension on record as of 10 Nov 2026.

In the 2026/27 league season Leon Bailey has played 30 of a possible 720 minutes since he joined (4%): 0 starts and 2 appearances in 8 games, average rating 6.77.

Since 2017, Leon Bailey has had 28 injury spells: 607 days out and 71 games missed. Most frequent: hamstring injury (5 times). Longest: thigh problems, 67 days (Dec 2021).

• 2026/27: 3 spells, 58 days out, 10 games missed
• 2025/26: 4 spells, 109 days out, 8 games missed
• 2024/25: 4 spells, 42 days out, 5 games missed

Olympiacos F.C. injury list

Leon Bailey international career: Jamaica caps

Leon Bailey has 41 senior caps for Jamaica and 7 international goals.

Last 12 months: 2 caps, 1 start, 142 minutes in 2 matchday squads. Last in the squad on 3 Apr 2026.