| 18 Oct 13 | S. Dawkins Simon Dawkins |  Tottenham HotspurTOT | → |  Derby CountyDER | Loan |
| 18 Oct 13 | S. Dawkins Simon Dawkins | Tottenham HotspurTOT | → | Derby CountyDER | Loan |
| 02 Sept 13 | T. Carroll Thomas Carroll | Tottenham HotspurTOT | → |  Queens Park RangersQPR | Loan |
| 02 Sept 13 | B. Assou-Ekotto Benoît Assou-Ekotto | Tottenham HotspurTOT | → | Queens Park RangersQPR | Loan |
| 02 Sept 13 | M. Luongo Massimo Luongo | Tottenham HotspurTOT | → |  Swindon TownSWI | 400000 |
| 02 Sept 13 | T. Carroll Thomas Carroll | Tottenham HotspurTOT | → | Queens Park RangersQPR | Loan |
| 02 Sept 13 | B. Assou-Ekotto Benoît Assou-Ekotto | Tottenham HotspurTOT | → | Queens Park RangersQPR | Loan |
| 01 Sept 13 | G. Bale Gareth Bale | Tottenham HotspurTOT | → |  Real MadridMAD | Undisclosed |
| 01 Sept 13 | G. Bale Gareth Bale | Tottenham HotspurTOT | → | Real MadridMAD | Undisclosed |
| 30 Aug 13 | E. Lamela Erik Lamela |  AS RomaROMA | → | Tottenham HotspurTOT | Undisclosed |
| 30 Aug 13 | C. Eriksen Christian Eriksen |  Ajax AmsterdamAJA | → | Tottenham HotspurTOT | Undisclosed |
| 30 Aug 13 | E. Lamela Erik Lamela | AS RomaROMA | → | Tottenham HotspurTOT | Undisclosed |
| 30 Aug 13 | Vlad Chiriches | FSBFC Steaua BucharestFC Steaua Bucharest | → | Tottenham HotspurTOT | Undisclosed |
| 30 Aug 13 | C. Eriksen Christian Eriksen | Ajax AmsterdamAJA | → | Tottenham HotspurTOT | Undisclosed |
| 24 Aug 13 | I. Falque Iago Falque | Tottenham HotspurTOT | → |  Rayo VallecanoRAY | Loan |
| 24 Aug 13 | I. Falque Iago Falque | Tottenham HotspurTOT | → | Rayo VallecanoRAY | Loan |
| 19 Aug 13 | S. Parker Scott Parker | Tottenham HotspurTOT | → |  FulhamFUL | Undisclosed |
| 15 Aug 13 | É. Capoue Étienne Capoue |  ToulouseTOUL | → | Tottenham HotspurTOT | Undisclosed |
| 15 Aug 13 | É. Capoue Étienne Capoue | ToulouseTOUL | → | Tottenham HotspurTOT | Undisclosed |
| 14 Aug 13 | T. Huddlestone Tom Huddlestone | Tottenham HotspurTOT | → |  Hull CityHUL | Undisclosed |
| 14 Aug 13 | J. Livermore Jake Livermore | Tottenham HotspurTOT | → | Hull CityHUL | Loan |
| 05 Aug 13 | R. Soldado Roberto Soldado |  ValenciaVAL | → | Tottenham HotspurTOT | 30000000 |
| 05 Aug 13 | R. Soldado Roberto Soldado | ValenciaVAL | → | Tottenham HotspurTOT | 30000000 |
| 03 Aug 13 | C. Dempsey Clint Dempsey | Tottenham HotspurTOT | → |  Seattle Sounders FCSEA | Undisclosed |
| 03 Aug 13 | C. Dempsey Clint Dempsey | Tottenham HotspurTOT | → | Seattle Sounders FCSEA | Undisclosed |
| 31 Jul 13 | B. Khumalo Bongani Khumalo | Tottenham HotspurTOT | → |  Doncaster RoversDON | Loan |
| 31 Jul 13 | S. Caulker Steven Caulker | Tottenham HotspurTOT | → |  Cardiff CityCAR | Undisclosed |
| 31 Jul 13 | B. Khumalo Bongani Khumalo | Tottenham HotspurTOT | → | Doncaster RoversDON | Loan |
| 29 Jul 13 | A. Smith Adam Smith | Tottenham HotspurTOT | → | Derby CountyDER | Loan |
| 29 Jul 13 | A. Smith Adam Smith | Tottenham HotspurTOT | → | Derby CountyDER | Loan |
| 26 Jul 13 | N. Chadli Nacer Chadli |  FC TwenteTWE | → | Tottenham HotspurTOT | Undisclosed |
| 26 Jul 13 | N. Chadli Nacer Chadli | FC TwenteTWE | → | Tottenham HotspurTOT | Undisclosed |
| 23 Jul 13 | R. Mason Ryan Mason | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 09 Jul 13 | A. Pritchard Alex Pritchard | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 06 Jul 13 | Paulinho |  CorinthiansCOR | → | Tottenham HotspurTOT | 17,000,000 |
| 06 Jul 13 | Paulinho | CorinthiansCOR | → | Tottenham HotspurTOT | 17,000,000 |
| 02 Jul 13 | M. Luongo Massimo Luongo | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 02 Jul 13 | G. Hall Grant Hall | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 01 Jul 13 | J. Barthram Jack Barthram | Tottenham HotspurTOT | → | Swindon TownSWI | Free |
| 28 Mar 13 | Jonathan Miles | Tottenham HotspurTOT | → |  Dagenham & RedbridgeD&R | Loan |
| 28 Mar 13 | M. Luongo Massimo Luongo | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 28 Mar 13 | N. Byrne Nathan Byrne | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 28 Mar 13 | K. Stewart Kevin Stewart | Tottenham HotspurTOT | → |  Crewe AlexandraCREW | Loan |
| 28 Mar 13 | D. Parrett Dean Parrett | Tottenham HotspurTOT | → | Swindon TownSWI | Loan |
| 08 Mar 13 | J. Bostock John Bostock | Tottenham HotspurTOT | → |  Toronto FCTOR | Loan |
| 08 Mar 13 | J. Bostock John Bostock | Tottenham HotspurTOT | → | Toronto FCTOR | Loan |
| 22 Feb 13 | J. Obika Jonathan Obika | Tottenham HotspurTOT | → |  Charlton AthleticCHA | Loan |
| 22 Feb 13 | J. Obika Jonathan Obika | Tottenham HotspurTOT | → | Charlton AthleticCHA | Loan |
| 21 Feb 13 | H. Kane Harry Kane | Tottenham HotspurTOT | → |  Leicester CityLEI | Loan |
| 21 Feb 13 | H. Kane Harry Kane | Tottenham HotspurTOT | → | Leicester CityLEI | Loan |
| 15 Feb 13 | D. Bentley David Bentley | Tottenham HotspurTOT | → |  Blackburn RoversBLK | Loan |
| 15 Feb 13 | D. Bentley David Bentley | Tottenham HotspurTOT | → | Blackburn RoversBLK | Loan |
| 31 Jan 13 | A. Townsend Andros Townsend | Tottenham HotspurTOT | → | Queens Park RangersQPR | Loan |
| 31 Jan 13 | A. Pritchard Alex Pritchard | Tottenham HotspurTOT | → |  Peterborough UnitedPET | Loan |
| 31 Jan 13 | A. Smith Adam Smith | Tottenham HotspurTOT | → |  MillwallMIL | Loan |
| 31 Jan 13 | A. Smith Adam Smith | Tottenham HotspurTOT | → | MillwallMIL | Loan |
| 31 Jan 13 | A. Pritchard Alex Pritchard | Tottenham HotspurTOT | → | Peterborough UnitedPET | Loan |
| 31 Jan 13 | R. Mason Ryan Mason | Tottenham HotspurTOT | → |  LorientLOR | Loan |
| 31 Jan 13 | H. Gomes Heurelho Gomes | Tottenham HotspurTOT | → |  TSG HoffenheimHOF | Loan |
| 31 Jan 13 | S. Dawkins Simon Dawkins | Tottenham HotspurTOT | → |  Aston VillaAVL | Loan |
| 31 Jan 13 | J. Jenas Jermaine Jenas | Tottenham HotspurTOT | → | Queens Park RangersQPR | Undisclosed |
| 31 Jan 13 | H. Gomes Heurelho Gomes | Tottenham HotspurTOT | → | TSG HoffenheimHOF | Loan |
| 31 Jan 13 | R. Mason Ryan Mason | Tottenham HotspurTOT | → | LorientLOR | Loan |
| 28 Jan 13 | L. Holtby Lewis Holtby |  Schalke 04SCHA | → | Tottenham HotspurTOT | Undisclosed |
| 28 Jan 13 | L. Holtby Lewis Holtby | Schalke 04SCHA | → | Tottenham HotspurTOT | Undisclosed |
| 25 Jan 13 | S. Coulibaly Souleymane Coulibaly | Tottenham HotspurTOT | → |  GrossetoGrosseto | Loan |
| 23 Jan 13 | I. Falque Iago Falque | Tottenham HotspurTOT | → |  AlmeríaALM | Loan |
| 03 Jan 13 | E. Fryers Ezekiel Fryers |  Standard LiegeSTL | → | Tottenham HotspurTOT | Undisclosed |
| 01 Jan 13 | C. Cudicini Carlo Cudicini | Tottenham HotspurTOT | → |  LA GalaxyLA | Undisclosed |
| 01 Jan 13 | C. Cudicini Carlo Cudicini | Tottenham HotspurTOT | → | LA GalaxyLA | Undisclosed |