Head-to-head record
Previous meetings: 3
Qarabag FK wins: 0
Draws: 1
Chelsea wins: 2
Few may remember it, but Chelsea's journey to Qarabag in the 2025-26 Champions League was not be their first encounter in Europe; instead, Wednesday will mark their third meeting in Europe's premier club competition.
Both clubs clashed eight years ago in the group stage of the 2017-18 season, with the Horsemen travelling to Stamford Bridge in matchday one before the Blues visited Azerbaijan for the reverse fixture in the penultimate match of the group.
The Premier League side, then managed by Antonio Conte, unsurprisingly won both Group C encounters, netting 10 goals and conceding none, demonstrating their dominance and the gap in quality between the two clubs.
Chelsea scored six in the London fixture, with Pedro, Davide Zappacosta, Cesar Azpilicueta, Tiemoue Bakayoko and Michy Batshuayi putting the Blues 5-0 up before Maksim Medvedev scored at the wrong end.
In the reverse fixture at the Baku Olympic Stadium, Conte's team benefitted from Rashad Sadiqov's 19th-minute red card to cruise to a comfortable 4-0 victory, with Eden Hazard and Cesc Fabregas converting penalties while Willian scored a brace.
Given the ease of those previous results, the London club will travel to Baku aiming to maintain their dominance against an opponent that have suffered dismal results against English teams, losing seven consecutive matches.
Interestingly, Gurban Gurbanov has remained in charge of the Horsemen since taking over in 2008, though the long-serving boss will have wait until a fourth meeting to claim victory against the Blues.
When the two clubs met in November 2025 in the Champions League, hosts Qarabag managed to come back from a goal scored by Estevao to lead at the half-time interval.
The second half saw the Londoners quickly equalise through Alejandro Garnacho, but the Blues can have no complaints about the 2-2 scoreline.
Last three meetings
Nov 5, 2025: Qarabag 2-2 Chelsea (Champions League)
Nov 22, 2017: Qarabag 0-4 Chelsea (Champions League)
Sep 12, 2017: Chelsea 6-0 (Champions League)