Boro have are in negotiations over several transfer targets but have so far only brought in defender Grant Hall.
Yet plenty of players are still without a club after seeing their contracts expire. We’ve picked out nine wingers who are currently free agents – scroll down and flick through our gallery to see them:
5. Jordon Ibe
Wages may prove a stumbling block, yet the 24-year-old will surely be keen to play first-team football again after a frustrating campaign at Bournemouth. Ibe made just two Premier League appearances for the Cherries during the 2019/20 season but the former Liverpool man clearly has ability. Photo: Shaun Botterill
6. Duncan Watmore
Clearly a talented player and a grounded individual, Watmore didn't have much luck with injuries during his time at Sunderland. The 26-year-old has finally ended his seven-year association with the Black Cats and may be worth a punt. Photo: JPI Media
7. Aaron Lennon
The former England international, 33, was still highly thought of at Burnley before leaving Turf Moor in June. He will provide some valuable experience for the club who signs him next. Photo: Nigel Roddis
8. Callum McManaman
Wasn't a consistent starter for Luton in the Championship last season but regularly made an impact off the bench. The 29-year-old still has pace to run at defenders and can operate in different positions. Photo: Harriet Lander