Chelmsford City
—
- Billy Eastwood
Crystal PalaceFree agent30 Jul 2025 - H. Barbrook
IpswichFree agent30 Jun 2025 
E. Beach
ChelseaLoan13 Jan 2023
B. CotterIpswichLoan16 Oct 2020- A. Liddle
Derry City—29 Jul 2020 
Corrie NdabaIpswichLoan6 Dec 2019- B. CotterIpswichLoan26 Sept 2019
- Harry Edward WrightIpswichLoan22 Mar 2019
- Adrian Caşcaval
Vikingur GotaFree30 Nov 2018 - C. SmithIpswichLoan26 Jan 2018
- C. SmithIpswichLoan22 Sept 2017
- B. Sampayo
BrightonFree16 Aug 2013 - L. Redwood
BrentfordFree8 Aug 2013 - J. AinsleyIpswichLoan25 Feb 2013
- J. WhightIpswichLoan15 Feb 2013
- Reice Charles-Cook
ArsenalLoan4 Feb 2013 - T. WarrenBrentfordFree17 Aug 2012
- H. BarbrookIpswichReturn from loan30 May 2025
Woody Scott Williamson AndrewsIpswich—6 Mar 2025- E. BeachChelsea—1 Jun 2023
- Corrie NdabaIpswich—1 Jun 2020
- B. CotterIpswich—26 Oct 2019
- Harry Edward WrightIpswich—1 Jul 2019
- N. GartsideDerry CityFree1 Jul 2018
- C. SmithIpswich—14 Apr 2018
- C. SmithIpswich—13 Jan 2018
- A. GreeneBrentfordFree10 Sept 2015
- B. Watkins
Aston Villa—1 Jul 2015 - J. WhightIpswich—6 May 2013
- Reice Charles-CookArsenal—5 Mar 2013