This includes an Aston Villa team who have lost both their opening Premier League games who face an in-form Tranmere Rovers side with nothing to lose from their trip to Villa Park.
Paolo Di Canio takes his Swindon side to the Britannia Stadium looking to cause a potential shock, while Crewe will look to do the same when playing a West Ham team who were spanked at Swansea on Saturday.
Aston Villa v Tranmere 19:45
Older Tranmere fans will remember the titanic semi-final clashes of 1994, where Rovers beat Aston Villa 3-1 in the first leg to stand on the verge of reaching the League Cup final only for Villa to win by an identical scoreline before edging the contest on penalties.
Eighteen years later and Ronnie Moore returns to Villa Park hoping to cause an upset against a Premier League side currently in the doldrums. Tranmere have made a sprightly start to their campaign and can be backed at 6/1 (Sky Bet free bets) to claim victory here.
Paul Lambert will field a strong team and hope this match serves as a confidence booster, with odds of 1/2 (bet365 £200 free bets) on offer about the Midlands side and Darren Bent is 7/2 to score the first goal of the game.
Nottingham Forest v Wigan Athletic 19:45
While some will regard Forest beating the Latics as a shock, the simple matter is that the Tricky Trees are favourites to win tonight’s tie against their Premier League opponents, with Sean O’Driscoll’s side a best price 6/4 (Betfred) to claim a place in the third round of the competition.
Nottingham Forest have started the season pretty well, with five points on the board and that includes getting a draw at Bolton last Friday after matching the Lancashire team. O’Driscoll has the team playing well although promotion is the priority for the club’s new owners.
Wigan are not renowned for doing well in recent cup competitions, having lost at League Two Swindon last season although they claimed a 2-0 win at Southampton on Saturday and can be backed at 19/10 to do the same at the City Ground.
Stoke City v Swindon Town 19:45
There’s an outside chance these two teams could be meeting in the Championship next season, although for now there is a gulf between the quality of Stoke and Swindon’s teams, with the Potters holding Arsenal to a goalless draw last weekend while Di Canio’s men were squeezing past ten-man MK Dons.
Stoke are the 4/7 favourites (bet365) to win tonight’s League Cup encounter at the Brit, although Tony Pulis is likely to rest several players including Peter Crouch, Jonathan Walters and Matthew Etherington for this contest.
Swindon have not only enjoyed an unbeaten start to the season but they are yet to concede a goal and they claimed a memorable scalp by beating Brighton 3-0 in the previous round of the competition. Perhaps at 5/1 they are worth a bet to continue their League Cup adventure.
West Ham v Crewe Alexandra 19:45
The Hammers will not be regarding the League Cup as a competition to take seriously this season considering Premier League survival is the name of the game and there have been several lower league teams who have claimed a surprise result at Upton Park in seasons gone by.
Crewe are scoring plenty of goals as usual and are an 8/1 chance to claim victory in east London tonight, with Sam Allardyce likely to play a team unrecognisable from the one that beat Aston Villa 1-0 before losing 3-0 to Swansea City.
The Hammers are a 4/11 chance to book their place in the next round of the competition and perhaps the manager will be looking for a reaction after that meek surrender to the Swans last weekend.