[8] On 1 August, Liverpool played against the Finnish side HJK Helsinki and won the match 2–0 with goals from Divock Origi and Philippe Coutinho.

[22] Liverpool began the first match of the month on 1 October, with yet another 1–1 draw in the Europa league group stage game against Sion, where Adam Lallana scored his second goal in a row in the competition.

[33] On 28 October, Liverpool finally ended three consecutive draw spree to win 1–0 against AFC Bournemouth in the fourth round and entered the quarter-finals of the League Cup.

[34] Klopp won his first league game against Chelsea on 31 October in a 3–1 win, with a brace from Philippe Coutinho and a goal from Christian Benteke.

After going 1–0 down in the first minute of play, they produced a remarkable comeback and won 1–6, with a goal from Jordon Ibe, a brace from Daniel Sturridge and a hat-trick from Divock Origi.

[49] On 8 January, Liverpool played Exeter City in the FA Cup away at St. James Park and drew 2–2, with Jerome Sinclair and Brad Smith scoring.

[52] On 20 January, Liverpool played Exeter City in the FA Cup third round replay at Anfield, winning 3–0 with goals from Joe Allen, Sheyi Ojo and João Carlos Teixeira.

[53] On 23 January, Liverpool played Norwich at Carrow Road and won 5–4, with Adam Lallana scoring a winning goal in stoppage time.

[54] On 26 January, Liverpool played the second leg of their League Cup semi-final against Stoke, losing 1–0 on the night but winning the penalty shootout 6–5 and advancing to the final at Wembley Stadium.

[56] On 30 January, Liverpool played West Ham at home and drew 0–0 in the FA Cup; the two clubs will replay the match on 9 February.

[57] On 2 February, Liverpool travelled to the King Power Stadium to play Leicester City, losing 2–0 through goals by Jamie Vardy.

[58] On 6 February, Liverpool played Sunderland at Anfield and were leading 2–0 with goals from Roberto Firmino and Adam Lallana, however in the 77th minute, more than 10,000 supporters, led by fan group Spirit of Shankly, staged the first walkout in the club's history in reaction to a proposed increase in ticket prices.

[61] On 9 February, Liverpool travelled to the Boleyn Ground to play West Ham in the FA Cup fourth round replay, losing 2–1; Philippe Coutinho scored a free kick on his comeback from his injury.

On 25 February, Liverpool played the second leg and won 1–0 with a penalty scored by James Milner in the fifth minute, advancing to the round of 16.

[64] On 28 February, Liverpool played the Capital One Cup Final at Wembley against Manchester City, losing 3–1 on penalties after the game finished 1–1 after regular and extra time.

Philippe Coutinho had scored the game's equaliser in the 83rd minute to send the match to extra time and ultimately penalties.

[66] On 10 March, Liverpool played Manchester United at Anfield in the Europa League round of 16, winning 2–0 in the first leg with goals from Daniel Sturridge and Firmino.

[67] On 17 March, Liverpool travelled to Old Trafford to play United in the tie's second leg and drew 1–1, progressing to next round by prevailing 3–1 on aggregate.

Early in the second half, Divock Origi scored to cut down the deficit, but Marco Reus put Borussia Dortmund 3–1 up on 57 minutes.

Klopp made ten changes to the team which had defeated Borussia Dortmund 4–3, including giving goalkeeper Danny Ward his debut.

Divock Origi and Mamadou Sakho scored a goal each late in the first half to give Liverpool a half-time lead.

On the same day, Liverpool travelled to El Madrigal to play Villarreal, but were downed by a late goal from substitute Adrián in the 92nd minute to lose 1–0.

[75] On May Day, Liverpool travelled to Swansea at the Liberty Stadium with a much-changed squad, enduring a horrid start after conceding two goals in the first half, the first from an André Ayew header and the second from a Jack Cork strike.

On 8 May, Liverpool played Watford and won 2–0 at home, goals coming from Joe Allen after a knock-down by Benteke, as well as a solo effort by substitute Roberto Firmino.

Chelsea opened the scoring through Eden Hazard's marvelous shot on target, but the match was equalised in the dying moments after a Benteke header, capitalising on an error by goalkeeper Asmir Begović.

[79] On 18 May, Liverpool played Sevilla in the Europa League final and lost 1–3 with the lone goal coming from Sturridge in the first half of the game.