The hosts' pursuit of Champions League football suffered another damaging blow on Saturday evening, as a Marco Asensio double cancelled out an opening Enzo Fernandez strike in a 2-1 win for Aston Villa, who had quite the helping hand from Chelsea goalkeeper Filip Jorgensen.
Down on the South Coast, Southampton's plight continued with an eighth straight home defeat in the Premier League, this time to Brighton & Hove Albion as Joao Pedro, Georginio Rutter, Kaoru Mitoma and Jack Hinshelwood contributed to a 4-0 slaughter.
While the Blues are still firmly in top-four contention, Ivan Juric's men remain cut adrift at the foot of the Premier League table, a whopping 13 points behind Wolverhampton Wanderers in the safety of 17th place.
Ahead of Tuesday's showdown, Sports Mole takes a closer look at the head-to-head record and previous meetings between the two clubs.
Head-to-head record
Previous meetings: 96
Southampton wins: 26
Draws: 25
Chelsea wins: 45
Before the Premier League era, there was virtually nothing to separate the two sides in the head-to-head record, with 11 wins apiece and 10 draws in 32 encounters.
The first 15 of those meetings were often goal-laden, with 64 scored, but even though meetings are now slightly more cagey in comparison, it has still been an intriguing fixture.
Despite Chelsea becoming a huge force in English football post-1992, and more specifically after the Roman Abramovich takeover, Southampton have been no pushovers.
Chelsea have won 27 of the 49 meetings between the sides in the Premier League, but since a long-awaited return to the top flight in 2012, Chelsea have only managed four home wins in 11 matches.
At The Dell, and now St Mary's, Chelsea have enjoyed much more success, losing just two of their 16 trips since 2001, and winning seven of their last nine at the new venue, including a 6-0 drubbing in 2022, and a 5-1 success in 2024.
In Southampton's relegation season in 2004-05, Chelsea also won their first Premier League title under Jose Mourinho, notably conceding just 15 across the entire campaign, but despite losing both meetings, the Saints still managed to score in both matches, breaching one of the most stubborn rearguards in the league's history.
In 2022-23, Southampton were relegated again, but once more had some of their finest moments against Chelsea, completing a remarkable league double, with current Blues midfielder Romeo Lavia netting in a win at St Mary's, while James Ward-Prowse scored the solitary goal in a victory at Stamford Bridge.
While there is a lengthy league history between the clubs, they have also met in some important cup games over the years, proving especially crucial for Chelsea.
Southampton were one of the teams Chelsea beat in the 1997-98 League Cup, with Jody Morris's 118th-minute winner sending them through on their way to glory in that competition, and one of the first big successes they achieved before the unprecedented amount of honours they would go on to win during the Abramovich era.
Olivier Giroud and Alvaro Morata scored the two goals when Chelsea beat Southampton in the FA Cup semi-finals in 2018 - another competition the Blues would go on to win, defeating Manchester United in the subsequent final.
Last 20 meetings
Dec 04, 2024: Southampton 1-5 Chelsea (Premier League)
Feb 18, 2023: Chelsea 0-1 Southampton (Premier League)
Aug 30, 2022: Southampton 2-1 Chelsea (Premier League)
Apr 09, 2022: Southampton 0-6 Chelsea (Premier League)
Oct 26, 2021: Chelsea 1-1 Southampton (EFL Cup Last 16)
Oct 02, 2021: Chelsea 3-1 Southampton (Premier League)
Feb 20, 2021: Southampton 1-1 Chelsea (Premier League)
Oct 17, 2020: Chelsea 3-3 Southampton (Premier League)
Dec 26, 2019: Chelsea 0-2 Southampton (Premier League)
Oct 06, 2019: Southampton 1-4 Chelsea (Premier League)
Jan 02, 2019: Chelsea 0-0 Southampton (Premier League)
Oct 07, 2018: Southampton 0-3 Chelsea (Premier League)
Apr 22, 2018: Chelsea 2-0 Southampton (FA Cup Semi-Finals)
Apr 14, 2018: Southampton 2-3 Chelsea (Premier League)
Dec 16, 2017: Chelsea 1-0 Southampton (Premier League)
Apr 25, 2017: Chelsea 4-2 Southampton (Premier League)
Oct 30, 2016: Southampton 0-2 Chelsea (Premier League)
Feb 27, 2016: Southampton 1-2 Chelsea (Premier League)
Oct 03, 2015: Chelsea 1-3 Southampton (Premier League)
Mar 15, 2015: Chelsea 1-1 Southampton (Premier League)
Last 10 Premier League meetings
Dec 04, 2024: Southampton 1-5 Chelsea (Premier League)
Feb 18, 2023: Chelsea 0-1 Southampton (Premier League)
Aug 30, 2022: Southampton 2-1 Chelsea (Premier League)
Apr 09, 2022: Southampton 0-6 Chelsea (Premier League)
Oct 02, 2021: Chelsea 3-1 Southampton (Premier League)
Feb 20, 2021: Southampton 1-1 Chelsea (Premier League)
Oct 17, 2020: Chelsea 3-3 Southampton (Premier League)
Dec 26, 2019: Chelsea 0-2 Southampton (Premier League)
Oct 06, 2019: Southampton 1-4 Chelsea (Premier League)
Jan 02, 2019: Chelsea 0-0 Southampton (Premier League)
Written by
Andrew Delaney