A total of 11 Premier League sides entered the draw for the second round of the 2026–27 Carabao Cup on Monday, with Chelsea and Tottenham Hotspur among the biggest names.Chelsea landed a tie with League One’s Luton Town, led by former Arsenal midfielder Jack Wilshere, in what will be Xabi Alonso’s first competitive home match as Blues boss. As for Tottenham, an all-London affair against Charlton Athletic is on the cards for Roberto De Zerbi’s side.2026–27 Carabao Cup Second Round Draw in FullNorth DrawStoke City vs. Hull CityNewcastle vs. West BromBlackburn vs. Sheffield UtdNottingham Forest vs. LeedsDoncaster vs. MiddlesbroughBarnsley vs. CrewePreston vs. EvertonBlackpool vs. LincolnSheffield Wednesday vs. WolvesBradford vs. BurnleyFleetwood vs. ShrewsburySouth DrawWalsall vs. Leyton OrientIpswich vs. LeicesterCardiff vs. NorwichStevenage vs. ReadingCambridge vs. MillwallBirmingham City vs. BrentfordSouthampton vs. West HamWatford vs. PeterboroughFulham vs. AFC WimbledonPlymouth vs. CoventryChelsea vs. LutonTottenham vs. CharltonWhen Is the Second Round of the 2026–27 Carabao Cup?Chelsea and Tottenham are both in action. | Steve Christo - Corbis/Getty ImagesThe specific dates for the Carabao Cup second round fixtures have not yet been finalized, but all have been scheduled for the week beginning Aug. 24. With the Premier League starting just days earlier, the games will occupy a midweek spot.That poses a possible complication for Chelsea, whose Premier League opener away at Fulham is already scheduled for Monday, Aug. 24. The Blues’ battle with Luton will, therefore, be pushed to Thursday, when Fulham’s own tie against AFC Wimbledon will have to be held for the same reason.However, policing regulations usually block both Chelsea and Fulham from playing at home on the same day, given how close the two sides are geographically. Organizers will have to find a way to make the schedule work around the Premier League’s hectic calendar.When Do the Remaining Premier League Teams Join the Carabao Cup?Arsenal are among those who will join later. | Michael Regan/Getty Images for Premier LeagueBeing part of the Carabao Cup at this early stage is far from a compliment for either Chelsea or Tottenham.Indeed, the only Premier League teams that join in the second round are those that failed to qualify for any form of European competition for this season.A total of nine English sides made it into either the Champions League, Europa League or Conference League, with those teams kept out of the Carabao Cup until the third round.English Clubs in Europe This SeasonTeamCompetitionArsenalChampions LeagueMan CityChampions LeagueMan UtdChampions LeagueLiverpoolChampions LeagueAston VillaChampions LeagueBournemouthEuropa LeagueSunderlandEuropa LeagueCrystal PalaceEuropa LeagueBrightonConference LeagueAdd us as a preferred source on GoogleFollow