The 10 Chelsea Managers With Most Wins In Club History

The Blues have found new life this season after horrific recent seasons. The arrival of the new coach, along with the new additions and emergence of Cole Palmer in the midfield, have created a new wave. Although the Club has struggled for a couple of years now with ownership and managerial crises, there were times when the club had the most successful football managers in Chelsea history.

From Mourinho’s double reign to Ancelotti’s tactics, there is a rich history on the touchline of Stamford Bridge. The Chelsea managers have taken the club to many silverware over the past decades. Established in 1905, the Club quickly made a name for itself with the highlights of Blue Kits and a passionate fanbase. However, after the arrival of Roman Abramovic as Chelsea owner, the club reached new heights and started gaining popularity worldwide. The Special One’s arrival at the club had marked a new era, winning back-to-back Premier League titles.

The club won their first Champions League title under the short tenure of Roberto Di Matteo. And history repeated itself with Thomas Tuchel when they beat Man City in the finals in 2021. Safe to say, Chelsea’s history is filled with many great managers. In this post, we will take a look at the best Chelsea managers as per the most wins in the history of the club.

Top Chelsea Managers With Most Wins in the Club History

10. Thomas Tuchel- 60 wins

The German manager is known for his aggressive attacking strategies. Arrived at the Club, when it was going through ownership transitions. He handled the club beautifully after Frank Lampard established the philosophy within the team. Together, the team went on to win the UEFA Champions League that year, defeating Manchester City in a 1-0 match and clinching the second UEFA Champions League trophy for the club. In his 100 matches he had won 60 of them.

Manager	Matches	Wins	Win rate
Thomas Tuchel	100	60	60%

9. Carlo Ancelotti- 67 Wins

Up next, we have the Italian manager Carlo Ancelloti, who is now the manager of Real Madrid. In his tenure, he managed 109 matches, winning 67 of them as the Chelsea manager. Don Carlo has led the Blues to win not only the Premier League title but also the FA Cup. Truly, the Italian manager has had success in every club but his tenure at the West London club.

Manager	Matches	Wins	Win rate
Carlo Ancelotti	109	67	61.46%

8. Antonio Conte- 69 Wins

The Italian arrived in the Premier League in 2016 with a big baggage of expectations and a big task to rejuvenate Chelsea after a poor 2015/16 season. In his tenure of 2016-2018, Chelsea won 69 matches as their manager. Conte is known for demanding the best out of his players. He led the club to significant domestic glory as the Blues won the Premier League title with a record of a 13-game winning streak. Moreover, he also won the prestigious FA Cup.

Manager	Matches	Wins	Win Rate
Antonio Conte	106	69	65.1%

7. Gianluca Vialli- 76 Wins

Up next, we have Gianluca Vialli. He was the Blues manager from 1998 to 2000. At Chelsea, he had won multiple trophies. Among them, he clinched the major trophies like the UEFA Cup Winner’s Cup and the League Cup. Under the reign of the Italian head coach, Chelsea became a nightmare for the opposition in both the domestic and European competition. Vialli was one the youngest managers in the Premier League.

Manager	Matches	Wins	Win Rate
Gianluca Vialli	143	76	53.2%

Also Read: Ranking 10 best Chelsea Managers in the last 20 years

6. Claudio Ranieri- 107 Wins

The veteran manager Claudio Ranieri managed the club for years, from 2000 to 2004. The manager led the Blues to claim 107 wins in a total of 199 games he managed as Chelsea boss. He had developed a great squad which qualified for the UEFA Champions League. They also reached the semi-finals multiple times. He had pretty much laid out the groundwork for the success that was followed under the Special One.

Manager	Matches	Wins	Win Rate
Claudio Ranieri	199	107	53.8%

5. Tommy Docherty- 117 Wins

From 1961 to 1967, Docherty was the manager of Chelsea Football Club. Before him, they were playing in the second division. During his tenure at the club, they had won 117 games in a total of 240 matches with a win percentage of 48.75. He pretty much revitalized Chelsea in the 1960s, obtaining promotion back to the First Division and reaching multiple semi-finals. The youth focused approach made the team a competitive and vibrant side.

Manager	Matches	Wins	Win Rate
Tommy Docherty	240	117	48.75%

4. Dave Sexton- 142 wins

With 142 wins under his belt, he is one of the best in terms of Chelsea managers’ win percentages. From 1967 to 1974, he was at the helm of the club. Fans know Sexton as the one who led the club to a few of their biggest successes in his tenure. His most famous milestone includes the 1970 FA CUP against Leeds. Following that year, he helped the Blues to be the winners of the 1971 UEFA Cup Winner’s Cup. Sexton had a unique approach of balanced strong, balanced defence with creativity up front when they were going forward.

Manager	Matches	Wins	Win Rate
Dave Sexton	253	142	56.1%

3. Ted Drake- 148 wins

In his 1952 to 1961 tenure, Ted Drake won around 148 games as the Chelsea manager. He led the Club to their first-ever League title back in 1955. He is adored by the fans for his contributions to modernizing the club, eliminating removing the ‘Pensioners’ nickname and logo. From branding to good league finishes, Drake is considered more than just a manager by the Chelsea fans due to his tremendous work as the Blues manager during a decade-long stint.

Manager	Matches	Wins	Win Rate
Ted Drake	426	148	34.7%

Also Read: 5 Worst Chelsea Managers Ever in Club History | Ranked

2. Jose Mourinho- 204 wins

The Special One, Jose Mourinho, had two tenures with the Club, he first arrived after winning the Champions League with Porto. He signed Drogba and other major stars. The Portuguese have won 204 matches in 321 games overall. If he talks about trophies, Mourinho has won three Premier League titles, two League Cups, and one FA Cup. From his touchline antics to his tactical approach to the game, he was the manager in the League that every other club dreaded to face. He was truly the Special One for the Club.

Manager	Matches	Wins	Win Rate
Jose Mourinho	321	204	63.6%

1. David Calderhead- 384 wins

David Calderhead was the manager of Chelsea from 1907 to 1933, and his tenure lasted 26 years. David had won a staggering total of 384 games in his tenure in 966 games in all competition. Despite the fact that Calderhead did not win major trophies with Chelsea, yet his reign helped the Club to establish itself in the top tier of English Football. He helped the Blues earn a promotion to top flight and reach the FA Cup final in 1915.

Manager	Matches	Wins	Win Rate
David Calderhead	966	384	39.8%

List of Top 10 Chelsea Managers With Most Wins in the Club History

Rank	Manager	Wins	Country
1	David Calderhead	384	Scotland
2	Jose Mourinho	204	Portugal
3	Ted Drake	148	England
4	Dave Sexton	142	England
5	Tommy Docherty	117	Scotland
6	Claudio Ranieri	107	Italian
7	Gianluca Vialli	83	Italian
8	Antonio Conte	69	Italian
9	Carlo Ancelotti	67	Italian
10	Thomas Tuchel	60	German

Also Read: 15 Chelsea Managers from the Abramovich Era to Present Day

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