The 2014–15 season is Colchester United's seventh consecutive season in the third tier of English football. The season saw Joe Dunne leave his managerial role by mutual consent in September, and his replacement Tony Humes guided the U's to League One safety on the final day of the campaign by beating promotion hopefuls Preston North End 1–0.

Just days after the final game of the 2013–14 season saw Joe Dunne's squad immediately begin to change shape. Following club stalwart Karl Duguid's retirement and Clinton Morrison's exit announcement prior to the final game of the season, the next player to leave the Community Stadium was recently appointed club captain Brian Wilson. With Colchester United in the midst of financial cutbacks, the U's were unable to offer Wilson competitive terms, as the defender decided to leave and search for a new club. Following Wilson out the exit door were Academy products Jordan Sanderson and Shaun Phillips, while Ryan Dickson was offered a new deal after his one-year contract expired.

Colchester's first signing of the campaign was young striker Dominic Smith on a one-year contract on 14 May. Smith had been on trial with the U's and had featured during the tail-end of the 2013–14 season for the development squad. He joined following his release from Crewe Alexandra. On 22 May, Dominic Vose signed a contract extension that would tie him to the club until 2016, while Ryan Dickson decided against signing a fresh deal with Colchester in early June, instead opting to join League One rivals Crawley Town on a two-year contract. Academy goalkeeper Mark Cousins decided to end his ten-year association with the club to sign for Dagenham & Redbridge on a free transfer on 23 June. The U's brought in a trio of players on 1 July to the positions left void by the departing Brian Wilson, Ryan Dickson and Mark Cousins. First, it was announced former Southend United and Gillingham right-back Sean Clohessy had joined the club on a two-year deal. It was then confirmed that left-back Ben Gordon had joined on a free transfer from Ross County. Finally, ex-Dagenham goalkeeper Chris Lewington signed a two-year contract with Colchester to challenge Sam Walker for the number one position, having made almost 150 league and cup appearances for the Daggers.Josh Thompson did enough to prove to manager Dunne that he deserved a new contract, signing a one-year deal alongside David Wright on 3 July. On 8 July, Colchester signed former Braintree Town striker Dan Holman on a two-year deal to bolster their attacking options.

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