Following Sunday’s controversial 1-1 draw against Newcastle United, Jose Mourinho’s men return to action on Tuesday with a Carabao Cup clash against Chelsea at Tottenham Hotspur Stadium.
Maccabi Haifa then follow in the Europa League on Thursday with the winner advancing to the group stage of the competition, before Spurs travel to Manchester United three days later for a crucial league game.
However, all eyes will be also on what happens away from the pitch as the transfer window slams shut until the turn of the year on Monday, October 5.
It has been a very good summer for the club so far in terms of incomings with five new faces arriving in north London.
Bringing Joe Hart, Matt Doherty and Pierre-Emile Hojbjerg to the club ahead of the new season, Spurs have since re-signed Gareth Bale on a season-long loan deal from Real Madrid and also brought in Sergio Reguilon from Los Blancos on a five-year deal.
Spurs aren’t done in the transfer market just yet, however, and Mourinho will be intent on adding a new striker and centre-back before the deadline.
The club can still deal with EFL clubs until Friday, October 16 after the summer market closes, although it is only expected to be youngsters heading out in the bonus window either on permanent or loan deals.
So how do things stand with one week to go until the transfer window shuts? football.london takes a look.
While, unsurprisingly, everyone will be keeping tabs on incomings at the club given Mourinho’s need to strengthen in a couple of areas, there should be a bit of movement in terms of outgoings.
A number of players are on the periphery of the head coach’s team and need to be moved on to play regularly elsewhere.
Having already sold Kyle Walker-Peters and Luke Amos this summer to raise some funds, Spurs really could do with selling a few more players in order to bring in money to boost the kitty for new signings.
Danny Rose, who has been linked with a summer move to Italian side Genoa, is one man the club need to get off the books due to his contract situation.
Unlikely to bring in big bucks anyway as he is now in the final year of his deal in N17, any potential fee will only decrease if he fails to find a move and subsequently remains with Spurs until January.
Given Euro 2020 is on the horizon next summer, as well as the fact he is not in Mourinho’s plans, the England international needs to move on for the sake of his career.
Fellow defenders Juan Foyth and Cameron Carter-Vickers could also be potentially on the move over the coming days.
Linked with an exit in January so he could play regular football elsewhere, Foyth needs a move as opportunities are going to be extremely hard to come by, especially with Mourinho omitting the Argentina international from his squad for the Europa League play-off rounds.
The decision Spurs have to make is whether to let him go permanently to bring money in or allow him to move on loan to allow him the chance to develop as a player.
Carter-Vickers, who has spent the past three seasons on loan at five different clubs, is also expected to depart by the end of one of the two upcoming windows.
Ryan Sessegnon could also be heading for the exit door on a temporary basis after a tough year at the club.
Making a huge name for himself at Fulham after breaking into the team as a 16-year-old, the versatile player has had limited opportunities in the first team at Spurs, with the addition of Reguilon pushing him even further down the pecking order.
football.london understands the 20-year-old has been made available for loan and that a number of Premier League clubs and European sides have shown an interest in him, thus meaning Tottenham could bring in a decent loan fee for their player.
Two more players who could be in the headlines over the next week are Serge Aurier and Paulo Gazzaniga.
Mourinho has previously stated that he wants to keep the Ivorian at the club this season despite the arrival of Doherty from Wolves, yet it may all depend on the player and the market in the final week.
The club could also potentially consider any offers for Gazzaniga if they come in after Hart leapfrogged him in the goalkeeping department to become Hugo Lloris’ deputy.
Spurs aren’t short of cover between the sticks and they do have one of Alfie Whiteman or Brandon Austin who can be promoted to third choice if the Argentine does indeed move on.
One player who is not expected to leave Tottenham Hotspur Stadium is Dele Alli despite recent speculation regarding his future.
The attacking midfielder, who has been linked with Paris Saint-Germain, was again left out of Mourinho’s squad at the weekend to raise even more question marks ahead of the final week of the window.
The likes of Kazaiah Sterling, George Marsh and Anthony Georgiou could be the development squad players who head out on loan to get more experience in a first-team environment, with Jack Clarke also requiring another loan spell to build his confidence back up after a frustrating time at both Leeds United and QPR last campaign.
Having added Gedson Fernandes and Steven Bergwijn to his squad in January, as well as clinching the permanent signing of Giovani Lo Celso, Mourinho has been busy in the market this summer with five new faces coming in.
However, that shouldn’t be the end of his business as he is intent on adding to a couple of his positions in his squad as he looks to get the Lilywhites challenging at the top once again.
A new striker is the obvious priority as Spurs have failed to strengthen there in the past two windows.
The club were made to pay for their transfer failings back in January when Harry Kane limped off at Southampton with a hamstring injury and they must ensure they do not go without again, especially with Son Heung-min potentially facing some time on the sidelines after his early substitution against Newcastle United.
Tottenham have so far enquired about a number of strikers this summer but are still currently looking to sign one with the transfer deadline edging ever closer.
Spurs have a long-held interest in Danny Ings but believe a deal for the Southampton man would be too hard to pull off, with a deal for Torino captain Andrea Belotti also looking off the table as the Serie A side want to keep the Italian international.
RB Salzburg’s Patson Daka was also linked with a move to N17 but is believed to be intent on remaining in Austria for the time being to continue his development.
Metz’s Habib Diallo and Benfica duo Carlos Vinicius and Haris Seferovic are also players the club have enquired about as they look to bring in a new frontman.
One player who continues to be linked with a move to Spurs is Napoli striker Arkadiusz Milik.
The Poland international looked on course to sign for Roma but the move collapsed and the player has now been offered to a number of other clubs as he looks to leave the Stadio San Paolo.
Wolfsburg striker Wout Weghorst has also been in the headlines recently about a potential transfer but talk of a move to Spurs is believed to be wide of the mark.
Whereas a number of strikers have been mentioned in regards to a move to the capital, there’s only really one name when it comes to a new addition at centre-back.
The Nerazzurri value the Slovakian at around £45million but football.london understands that Spurs are looking at a deal closer to £32m and then with add-ons on top to hopefully entice them into agreeing on a deal.
Players such as Foyth are believed to have been offered as part of a deal but so far those proposals have been rejected.
Ahead of Inter Milan’s 4-3 win over Fiorentina on Saturday, sporting director Piero Ausilio stated that the club didn’t want to cash in on the 25-year-old before the deadline having allowed Diego Godin to move on.
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However, manager Antonio Conte then hinted after the victory that Skriniar could potentially go as Inter may consider a bid
“Skriniar to Tottenham? He’s part of our project here at Inter,” the ex-Chelsea boss told Sky Sport (via Fabrizio Romano).
“But I don’t know if an important bid will arrive in the coming days… it’s possible that the club will consider it because of the financial situation”.
Ruben Dias was also another centre-back Spurs had looked at but his price tag meant a deal was never going to materialise.
Dias will actually come up against Mourinho’s men this season as he is now on course to seal a big-money move to Man City.