As well as competing in the Premier League, West Ham took part in the FA Cup and the League Cup, entering at the third and second rounds respectively. They were eliminated in the third round of the FA Cup following a 5–0 away defeat by Nottingham Forest. They reached the semi-finals of the league cup before losing 9–0 on aggregate to [Manchester cityF.C. City]]. West Ham finished in 13th place in the league.
Sam Allardyce took charge of his third full season as West Ham manager. Kevin Nolan captained West Ham for the third season running.
21 May 2013: West Ham announced the signing of Romania captain, left back Răzvan Raț, making him the first signing in this transfer window.
21 May 2013: West Ham and Liverpool agree on a £15 million deal to bring Andy Carroll to Upton Park, with the striker yet to agree personal terms.
22 May 2013: The Club announced that experienced striker Carlton Cole would not be offered a new contract. He was released together with young professionals Eoin Wearen, Jake Larkins, Jack Powell and Declan Hunt. Scholars Cheye Alexander, Nigel Seidu and Josh Siafa were also released.
18 June 2013: West Ham target Andy Carroll passes a medical ahead of a move to the club. Co-Chairman David Gold tweeted that Carroll had passed the medical "with flying colours". Carroll signed the following day on a six-year contract for a fee of £15 million.
19 June 2013: West Ham announced the permanent signing of Andy Carroll from Liverpool, for an undisclosed, club record fee.
17 August 2013: West Ham open their season with a 2–0 home win against newly promoted Cardiff City. On target were Joe Cole and captain Kevin Nolan. New signing Stewart Downing makes his debut, coming on as a substitute in the second half.
24 August 2013: Stewart Downing starts for the first time as West Ham share the spoils with Newcastle in a 0–0 draw at St James' Park.
21 September 2013: Mark Noble, having scored a penalty for West Ham to put them 2–1 ahead against Everton, becomes their first player to be dismissed this season after a second booking. Everton won 3–2 with late goals from Leighton Baines and Romelu Lukaku. Ravel Morrison scored his first Premier League goal for the club in the same game. The defeat leaves the Hammers without a win since the opening day of the season.
24 September 2013: West Ham defeat Cardiff City 3–2 in the League Cup fourth round. After going ahead 2–0 from goals from Ravel Morrison and Matt Jarvis, Cardiff fought back to level at 2–2. A Ricardo Vaz Tê header late into the game proved to be decisive and sent West Ham into the next round, where they will face Burnley.
28 September 2013: A 1–0 loss to newly promoted Hull City saw West Ham's run without a win stretch to five games. This was the club's first away defeat of the season and left them just one point above the relegation zone.
14 October 2013: The club announce the re-signing of previously released striker Carlton Cole. The 30-year-old signed a three-month contract with a view to extend it in the future.
19 October 2013: West Ham suffer a third-straight home defeat at the hands of Manchester City. An acrobatic Ricardo Vaz Tê effort halved the deficit to 2–1, but David Silva finished late on to secure the three points for City.
27 October 2013: A 0–0 draw away to Swansea City saw West Ham pick up their sixth away point of the season. Carlton Cole came on as a second-half substitute in his first appearance since re-joining the club.
29 October 2013: The Hammers advanced to the fifth round of the League Cup for the first time in three years by beating Championship leaders Burnley 2-0 at Turf Moor.
2 November 2013: West Ham gain a point from a 0–0 draw against Aston Villa. The result saw them pick up their first point at home since the opening day's win against Cardiff City.
9 November 2013: A 3–1 defeat away to Norwich City left the club one point above the relegation zone. Ravel Morrison scored the only goal for West Ham.
23 November 2013: West Ham are defeated at home by London rivals Chelsea, 0–3. Former player Frank Lampard scores two with Oscar adding the third.
30 November 2013: Carlton Cole scores his first goal since his return to the club in a 3–0 home win against Fulham.
14 December 2013: A bottom of the table clash between Sunderland and West Ham ends 0–0 at Upton Park.
18 December 2013: West Ham defeat Tottenham for the second time at White Hart Lane this season, this time in the League Cup quarter-finals. Late goals from Matt Jarvis and Modibo Maïga secured a 1–2 win and sent the Hammers into the semi-finals to set up a two-legged tie against Manchester City.
8 January 2014: West Ham suffer a second heavy defeat in a row in losing 6–0 to Manchester City in the semi-final of the Capital One Cup. This was their heaviest defeat of the season and Sam Allardyce's heaviest defeat as West Ham manager.
11 January 2014: West Ham win their first game of 2014 with a 0–2 away victory to Cardiff City. Carlton Cole got the first with Mark Noble adding a second deep into injury time. Andy Carroll provided the assist for Noble's goal in his first appearance for the club this season. James Tomkins was sent off for a second bookable offence and picked up a one-match ban.
21 January 2014: Manchester City win the second leg of the League Cup semi-final 0–3 to complete a record aggregate score for a semi-final, at 9–0.
29 January 2014: West Ham earn a point at Stamford Bridge against London rivals Chelsea in a 0–0 draw.
1 February 2014: Kevin Nolan scores twice with Andy Carroll setting up both goals in a 2–0 home win against Swansea City. Winston Reid makes his return from injury. Andy Carroll is sent off for violent conduct.
4 February 2014: The FA rejects West Ham's appeal against Andy Carroll's red card and his three-match ban is upheld.
8 February 2014: With no Andy Carroll, Kevin Nolan scores a brace for the second consecutive match, against Aston Villa, propelling West Ham out of the relegation zone.
11 February 2014: A 2–0 home win against Norwich City gives West Ham four consecutive clean sheets, the first time this has occurred since December 1985.
19 February 2014: Ravel Morrison is loaned to Queens Park Rangers for 93 days, meaning he will be eligible to play for them in the Championship playoff final if they reach it; the loan includes a clause allowing West Ham to recall him after 28 days.
22 February 2014: West Ham win their fourth-straight match, against Southampton, with goals from Matt Jarvis, Carlton Cole and Kevin Nolan. The win places West Ham into tenth in the Premier League table, their highest position since September.
22 March 2014: Wayne Rooney scores a brace which sees the Hammers defeated 0–2 by Manchester United at Upton Park.
26 March 2014: A penalty and an own goal help West Ham see off Hull City 2–1 at Upton Park. Despite the win, the players were booed off at full-time.
31 March 2014: West Ham beat Sunderland 1–2 at the Stadium of Light thanks to goals from Andy Carroll and Mohamed Diamé. The win puts the club nine points clear of the relegation zone with six games left to play.
West Ham's Development Squad will play 21 matches in total against 21 different opponents. Three of their home games will be played at the Boleyn Ground, with the other seven being played at the Rush Green Stadium in Romford. The top four placed teams will qualify for the end of season semi-finals, with the first and second placed teams playing at home against the third and fourth placed teams respectively. The two winners of those matches will go on to contest the final on Saturday 3 May 2014.