Chicago Cubs playoff record
29-41Chicago Cubs · Postseason history
The Chicago Cubs have played 11 postseasons since 1993, winning 8 of 18 series and 29 of 70 games. Most recently they lost the 2026 Wild Card round to the San Diego Padres 0-2. They have won 3 World Series titles, the latest the 2016 World Series.
| 2026 | Wild Card round |  San Diego Padres | Lost 0-2 |
| 2025 | Division Series |  Milwaukee Brewers | Lost 2-3 |
| 2025 | Wild Card round | San Diego Padres | Won 2-1 |
| 2020 | Wild Card round |  Miami Marlins | Lost 0-2 |
| 2018 | Wild Card round |  Colorado Rockies | Lost 0-1 |
| 2017 | League Championship Series |  Los Angeles Dodgers | Lost 1-4 |
| 2017 | Division Series |  Washington Nationals | Won 3-2 |
| 2016 | World Series |  Cleveland Guardians | Won 4-3 |
| 2016 | League Championship Series | Los Angeles Dodgers | Won 4-2 |
| 2016 | Division Series |  San Francisco Giants | Won 3-1 |
| 2015 | League Championship Series |  New York Mets | Lost 0-4 |
| 2015 | Division Series |  St. Louis Cardinals | Won 3-1 |
| 2015 | Wild Card round |  Pittsburgh Pirates | Won 1-0 |
| 2008 | Division Series | Los Angeles Dodgers | Lost 0-3 |
| 2007 | Division Series |  Arizona Diamondbacks | Lost 0-3 |
| 2003 | League Championship Series | Miami Marlins | Lost 3-4 |
| 2003 | Division Series |  Atlanta Braves | Won 3-2 |
| 1998 | Division Series | Atlanta Braves | Lost 0-3 |
