Perhaps unsurprisingly for Blues fans, outgoings are expected to dominate the day, with the likes of Callum Hudson-Odoi, Victor Moses and Ruben Loftus-Cheek all linked with loan moves away from Stamford Bridge.
The most likely of which is a switch to neighbouring Fulham for Ruben Loftus-Cheek.
The 24-year-old midfielder is expected to move to Craven Cottage on loan for the rest of the season after struggling to break in to Frank Lampard’s squad following his comeback from injury.
Fulham could do with the resources, too, with the Cottagers currently pointless from their opening 3 Premier League games and rooted to the bottom of the table.
Full-back Victor Moses is another who is expected to spend the rest of the campaign out on loan, with Inter Milan said to be keen.
The Nigeria international spent the first half of last season on loan at Turkish side Fenerbahce, before heading to Serie A with Inter from January.
The Serie A side are managed by former Blues boss Antonio Conte, who is keen to once again bring Moses back to the San Siro.
If the move goes through it would be the 29-year-old’s 5th spell on loan since joining Chelsea in 2012.
Callum Hudson-Odoi is perhaps the move that most Blues fans have their eyes on though, with Bayern Munich publicly stating their interest in the England winger.
Chelsea gaffer Frank Lampard has admitted he is keen to retain Hudson-Odoi, though, who was the subject of significant speculation regarding a switch to Bayern last summer.
With upwards of £200m spent on new recruits this transfer window, it seems unlikely that Frank Lampard will move for any more fresh faces on Deadline Day.
However, the requirement for an additional centre back may encourage the Blues to make a loan move of their own before Monday’s deadline.