When did the browns last won a playoff game?
No context provided
When did the browns last won a playoff game in 1995?
January 1, 1995
No context provided
When did the browns last won a playoff game in 1990?
January 6, 1990
No context provided
When did the browns last won a playoff game in 1988?
January 9, 1988
List of NFL franchise post-season droughts
https://en.wikipedia.org/wiki/List%20of%20NFL%20franchise%20post-season%20droughts
Note that for continuity purposes, the Cleveland Browns are officially considered to have suspended operations for the 1996, 1997, and 1998 seasons. Since returning 22 years ago, they have only made the playoffs twice, while the Baltimore Ravens are considered to be a separate team that began play in 1996. The Ravens, as a result of the Cleveland Browns relocation controversy, absorbed the Browns' personnel upon their suspension, but not their history.
List of NFL franchise post-season droughts
This was the Browns' most recent home playoff game and their last playoff victory until January 10, 2021, when Baker Mayfield led the Browns to a victory over the Pittsburgh Steelers in the AFC Wild Card Playoff Game.
2020 Cleveland Browns season
It was the only season that the Browns qualified for the playoffs under head coach Bill Belichick. The Browns finished as the NFL's number one defense in terms of points surrendered per game (12.8 points per game). In the playoffs, Belichick got his first playoff victory as a head coach in the AFC Wild Card Game against his eventual current team, the New England Patriots, 20–13
1994 Cleveland Browns season Postseason
In a shootout, 33-year-old Browns linebacker Clay Matthews intercepted Bills quarterback Jim Kelly at the Cleveland 1-yard line with three seconds left to preserve a 34–30 victory. 
1989–90 NFL playoffs
The Browns reached their third AFC Championship Game in four seasons,[2] and for the third time lost to the Denver Broncos.
1989 Cleveland Browns season
 In the divisional playoffs, against the Indianapolis Colts at Municipal Stadium, the Browns routed the Colts 38–21 to advance to their second-straight AFC Championship Game. For the second year in a row, the Browns were matched up against the Denver Broncos for a trip to Super Bowl XXII.
1987 Cleveland Browns season
The Browns most recent playoff victory was on January 10, 2021, when Baker Mayfield led the Browns to a victory over the Pittsburgh Steelers in the AFC Wild Card Game. Prior to this, the Browns last won a playoff game on January 1, 1995, when Bill Belichick got his first playoff victory as a head coach in the AFC Wild Card Game against his eventual current team, the New England Patriots, 20–13. Prior to this playoff victory, the Browns last won a playoff game on January 6, 1990, when the Browns defeated the Buffalo Bills 34-30 to advance to the their third AFC Championship Game in four years. Prior to this playoff victory, the Browns most recent playoff victory was in the previous season on January 9, 1988, when the Browns defeated the Indianapolis Colts 38–21 in the divisional playoffs to advance to their second-straight AFC Championship Game. It is important to note that when considering the most playoff victories for the Cleveland Browns, the Browns are officially considered to have suspended football operations for the 1996, 1997 and 1998 seasons when the team moved to Baltimore and became the Baltimore Ravens. 