Rhys Williams is nearing a return to fitness but remains sidelined alongside fellow long-term absentees Julio Arca, Muzzy Carayol and Curtis Main.
Mainstay Josh McEachran is ineligible to play due to an agreement in his loan contract from Chelsea so Smallwood and Bailey will be in competition to replace him.
Elsewhere Jonathan Woodgate may not be risked due to fitness concerns having played at the weekend, while match-winner against Peterborough Ishmael Miller will hope to start ahead of Marvin Emnes.
Swansea will fancy their chances in this competition after both of the favourites in last night's games (albeit very slight favourites on Norwich's part) exited the competition, with Arsenal beaten by Bradford on penalties.
Tony Mowbray's side will make the trip to Swansea in what is a record 12th successive away draw in the competition and they will be keen to stop Boro old boy Danny Graham, who has netted three times in his last 2 appearances against them.
The visitors have won just once in their last 7 encounters with Swansea, however, and Laudrup's side's defeat to Norwich at the weekend was only their second loss at the Liberty all season, with the Premier League outfit likely to dominate possession.
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