The Blues are in a new form this season as they were seen in the top 4 for the majority of the time. After the arrival of the new coach along with the new addition of Cole Palmer in the midfield, the new way of approaching the game have improved the results. While the Club had struggled for a couple of years now with ownership and managerial crisis, there were time when the club had the most successful football managers in Chelsea history.
From Mourinho’s double reign to the Ancelotti’s tactics, there is a rich history in the touchline of Stamford Bridge. The Chelsea managers have taken the club to many silverware over the past decades. Established at 1905, the Club quickly made a name for itself with the highlights of Blue Kits and passionate fanbase. However, after the arrival of Roman Abramovic, the club had reached new heights and started getting their popularity worldwide.
The Special One’s arrival to the club had marked a new era. With him came, back-to-back Premier League titles. The club won their first Champions League title under the short tenure of Roberto Di Matteo. The history repeated back again with Tuchel when they beat Man City in the finals.
Safe to say, the Blues have no short of the best managers in the World. In this post, we will take a look at the best Chelsea managers as per the most wins in the history of the club.
Table of Top 10 Chelsea Managers With Most Win in the Club History
| Manager | Wins |
| David Calderhead | 384 |
| Jose Mourinho | 204 |
| Ted Drake | 148 |
| Dave Sexton | 142 |
| Tommy Docherty | 127 |
| Claudio Ranieri | 107 |
| Frank Lampard | 84 |
| Ron Suart | 78 |
| Gianluca Vialli | 76 |
| Antonio Conte | 69 |
10. Antonio Conte
In his tenure of 2016-2018, the Italian had won 69 matches as the Chelsea manager. Conte is known for demanding the best out of his players and you will never see him shy away from showing his passion at the touchline.
The Chelsea manager had led the Club to the League glory in 2016-17 as the Blues had won the Premier League title with a record of 13-game winning streak. Moreover, he also won the FA Cup. The tactical 3-4-3 was a nightmare of many teams.
| Manager | Matches | Win | Win Rate |
| Antonio Conte | 106 | 69 | 65.1% |
9. Gianluca Vialli
Up next, we have Gianluca Vialli. He was teh Chelsea manager from 1998 to 2000. In his tenure, he had won multiple trophies. Among them, he has clinched the trophies the UEFA Cup Winner’s Cup and League Cup. Under his reign, Chelsea was a nightmare both in the League and European competition.
| Manager | Matches | Wins | Win Rate |
| Gianluca Vialli | 143 | 76 | 53.2% |
Also Read: 5 Worst Chelsea Managers Ever in Club History | Ranked
8. Ron Suart
There are some managers who win you trophies, then there are others who does what’s necessary through the toughest period of time. When you speak about the latter, Ron Suart is one of the notable names in Chelsea managers.
From 1967 to 1974, he had managed the Blues. In his tenure, he had won 78 matches in that period. He was the manager of the club in the most challenging time. Suart helped the club through the late 60s transition. Even though he didn’t win big trophies, he made sure that the Club was competitive in all competitions.
| Manager | Matches | Wins | Win Rate |
| Ron Suart | 164 | 78 | 47.6 |
7. Frank Lampard
One of the Legend of the club. Both in the field and perhaps in the touchline as well? There is no doubt that the Fans have a soft spot for Super Frankie for all his contributions to the Club.
The Legend was hired as a manager on 2019. He was the manager of the Blues for two years. In that period he had won 84 matches. Frankie was in charge of the club in a transition period as well. While many pundits had perceptions about the Englishman, he led the team to the FA Cup Final and made sure they qualified for the Champions League. And he did all these while nourishing young talent.
| Manager | Matches | Wins | Win Rate |
| Frank Lampard | 84 | 44 | 52.4% |
6. Claudio Ranieri
From 2000 to 2004, the manager have won 107 games as the Chelsea manager. He had developed a great squad which qualified for the Champions League. They have reached to the semi-finals multiple times. He have 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
From 1961 to 1967 Docherty was the manager of Chelsea. Before him, the Club was in second division. In his tenure at the club, he had won 127 games.
He pretty much revitalized Chelsea in the 1960s, obtaining promotion back to the First Division and reached to multiple semi-finals. The youth-focused approach made the team a competitive and vibrant side.
| Manager | Matches | Wins | Win Rate |
| Tommy Docherty | 280 | 127 | 45.4% |
4. Dave Sexton
With 142 wins, he is one of the best in terms of Chelsea managers win percentage. From 1967 to 1974, he was the manager of the Club. Fans know Sexton as the one who led the club to few of their biggest successes in his tenure.
However, his most famous milestone was when he led the Club to win the 1970 FA CUP against Leeds. Following that year, he helped the Blues to be the winners of 1971 UEFA Cup Winner’s Cup.
If we speak about his tactics, he had a unique approach of balanced strong defense with creativity up front when they were going forward.
| Manager | Matches | Wins | Win Rate |
| Dave Sexton | 253 | 142 | 56.1 |
3. Ted Drake
In his 1952 to 1961 tenure, the manager has won around 148 games as the Chelsea manager. He has 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, he is considered more than just a managers by the Chelsea fans.
| Manager | Matches | Wins | Win Rate |
| Ted Drake | 426 | 148 | 34.7 |
2. Jose Mourinho
The Special One had two tenures with the Club. Upon his arrival from Champions League Winner Porto, the manager made sure to let all the club know that he is the special one. And he backed up all his statements. Upon his arrival, he bought Drogba, and the rest is history.
In his two tenures of 2004-2007 and 2013-2015, the Portuguese have won 204 matches. If he talk about trophies, Mourinho had won three Premier League titles, two League Cups, and one FA Cup.
He had made sure the Club is a powerhouse in the League. From his touchline antics to tactical approach to the game, he was the manager in the League that every other club dreaded to face. He was truely the Special One for the Club.
| Manager | Matches | Wins | Win Rate |
| Jose Mourinho | 321 | 204 | 63.6% |
1. David Calderhead
He was the manager of Chelsea for 26 years. His tenure was from 1907 to 1933. David had won a total of 384 games in his tenure in 966 games. Even though he did not won major trophies, his reign helped the Club establish itself in the top tier of English Football.
| Manager | Matches | Wins | Win Rate |
| David Calderhead | 966 | 384 | 39.8% |
Also Read: 15 Chelsea Managers from the Abramovich Era to Present Day
FAQ’s
Who is the manager with the most wins in Chelsea history?
David Calderhead is the manager with the most wins in Chelsea history
How many wins did Frank Lampard achieve as Chelsea’s manager?
Frankie had won 84 matches in his tenure as the Chelsea manager.
Which manager ranks second in terms of most wins for Chelsea?
Jose Mourinho ranks second in terms of most wins for Chelsea.
What was Carlo Ancelotti’s win record at Chelsea?
67 matches was Carlo Ancelotti’s win record at Chelsea.