| Year | W | L | Sv | Hold | IP | H | BB | SO | ER | ERA | WHIP | Rate |
| 2026 proj | 0 | 0 | 0 | 0 | 0.0 | 0 | 0 | 0 | 0 | 0.00 | 0.000 | 0.0 |
| 2025 | 2 | 3 | 5 | 7 | 41.3 | 46 | 17 | 28 | 20 | 4.35 | 1.524 | 9.0 |
| 2024 | 2 | 3 | 4 | 25 | 56.7 | 58 | 18 | 58 | 22 | 3.49 | 1.341 | 21.0 |
| 2023 | 4 | 5 | 31 | 0 | 65.3 | 54 | 16 | 74 | 26 | 3.58 | 1.071 | 56.2 |
| 2022 | 3 | 3 | 33 | 0 | 48.3 | 30 | 13 | 65 | 16 | 2.98 | 0.890 | 56.6 |
| 2021 | 5 | 3 | 26 | 1 | 64.0 | 49 | 13 | 81 | 16 | 2.25 | 0.969 | 69.9 |
| 2020 | 1 | 3 | 12 | 0 | 21.0 | 22 | 7 | 29 | 9 | 3.86 | 1.381 | 46.9 |
| 2019 | 2 | 3 | 3 | 31 | 54.3 | 37 | 12 | 72 | 14 | 2.32 | 0.902 | 34.7 |
| 2018 | 2 | 1 | 2 | 21 | 71.0 | 57 | 22 | 101 | 20 | 2.54 | 1.113 | 38.7 |
| 2017 | 2 | 3 | 0 | 0 | 61.3 | 52 | 19 | 61 | 32 | 4.70 | 1.158 | 6.2 |
| 2016 | 6 | 7 | 1 | 0 | 75.3 | 79 | 23 | 67 | 31 | 3.70 | 1.354 | 21.3 |
| 2015 | 3 | 2 | 0 | 0 | 27.7 | 27 | 12 | 22 | 9 | 2.93 | 1.410 | 11.6 |
| 2014 | 2 | 0 | 0 | 0 | 28.3 | 30 | 8 | 14 | 9 | 2.86 | 1.341 | 9.5 |
| 2013 | 3 | 3 | 0 | 0 | 76.7 | 71 | 27 | 49 | 33 | 3.87 | 1.278 | 13.1 |
| Date | News |
| 1/20/26 | Pressly, 37, world champion with Astros, retires. Two-time All-Star reliever Ryan Pressly, who collected 117 saves and helped the Houston Astros win the 2022 World Series, retired after a 13-year career, the 37-year-old pitcher announced Saturday. Source: https://www.espn.com/mlb/story/_/id/47644479/forme... |
| 1/19/26 | Pressly, 37, world champion with Astros, retires. Two-time All-Star reliever Ryan Pressly, who collected 117 saves and helped the Houston Astros win the 2022 World Series, retired after a 13-year career, the 37-year-old pitcher announced Saturday. Source: https://www.espn.com/mlb/story/_/id/47644479/forme... |
| 1/18/26 | Pressly, 37, world champion with Astros, retires. Two-time All-Star reliever Ryan Pressly, who collected 117 saves and helped the Houston Astros win the 2022 World Series, retired after a 13-year career, the 37-year-old pitcher announced Saturday. Source: https://www.espn.com/mlb/story/_/id/47644479/forme... |
| 1/17/26 | Ryan Pressly, former Astros great, retires after 13 year career. "What a ride it's been." Source: https://www.chron.com/sports/astros/article/ryan-p... |
| 8/15/25 | Cubs Made Major Mistake This Offseason By Trading For Overpaid Relief Pitcher. With the Chicago Cubs continuing to play mediocre baseball, the team has gone quite flat of late. It has not been a great stretch for the Cubs, who have seen the Milwaukee Brewers blow by them and take complete control of the National League Central. While a majority of that is because of how well they are doing, some of it has to do with Chicago taking a step back as well. Kerry Miller of Bleacher Report recently wrote about former Cubs closer Ryan Pressly being one of the most overpaid players in baseball this season. Source: https://www.si.com/mlb/cubs/news/cubs-made-major-m... |
| 8/15/25 | Astros reportedly 'not interested' in reuniting with Ryan Pressly. The Houston Astros are reportedly "not interested" in reuniting with Ryan Pressly after Josh Hader's injury. Source: https://sports.yahoo.com/article/astros-reportedly... |
| 8/05/25 | MN Twins Interested in Former (Familiar) Top Reliever. Ryan Pressly is a newly available free agent and the Minnesota Twins have interest in their former reliever. Source: https://sports.yahoo.com/article/mn-twins-interest... |
| 8/04/25 | Former Astros reliever Ryan Pressly mulling retirement after release. Former Houston Astros reliever Ryan Pressly is mulling retirement after being released by the Chicago Cubs. Source: https://sports.yahoo.com/article/former-astros-rel... |
| 8/03/25 | Astros considering reunion with Ryan Pressly after release from Cubs. The Houston Astros are considering a reunion with Ryan Pressly after his release from the Chicago Cubs. Source: https://sports.yahoo.com/article/astros-considerin... |
| 7/31/25 | Cubs make immediate roster move after Taylor Rogers trade. This will be a day Ryan Pressly won't soon forget. Shortly after the Chicago Cubs acquired reliever Taylor Rogers in a trade with the Pittsburgh Pirates, Pressly was designated for assignment to make room on the 40-man roster. Pressly, who has 13 seasons in the big leagues and is a two-time All-Star, was expected to be the last piece of the bullpen puzzle when Chicago acquired him from Houston in January. In 44 appearances out of the bullpen, Pressly posted a 4.35 ERA, a 2–3 record, and five saves over 41.1 innings pitched. Source: https://clutchpoints.com/mlb/chicago-cubs/cubs-new... |
| 7/31/25 | Cubs' quiet trade could mark the end for Ryan Pressly's role. Cubs' quiet trade could mark the end for Ryan Pressly's role Andrew Kittredge trade has Cubs fans convinced Ryan Pressly's days are numbered By Jordan Campbell | Share on Facebook Share on X Copy Article Miami Marlins v Baltimore Orioles | Mitchell Layton/GettyImages Share on Facebook Share on X Share on Reddit Copy Article Entering the MLB trade deadline, it felt like Ryan Pressly's days in the Chicago Cubs' bullpen were coming to an end. After piecing together some success after his early-season struggles , Pressly has once again become a pitcher the Cubs can't expect to go into a situation with any amount of leverage. Pressly sports an ERA over 5 through his last 15 appearances, and it feels Source: https://cubbiescrib.com/cubs-quiet-trade-could-mar... |
| 7/04/25 | Cubs Emergence of Star Closer Has Dramatically Altered Trade Deadline Strategy. The Chicago Cubs are among the best teams in baseball and are expected to be extremely aggressive at the upcoming trade deadline when it comes to trying to make upgrades. Every report has indicated the Cubs are going to be relentless when it comes to going for it this year, and that means not being afraid to make a significant deal to make upgrades at their perceived positions of weakness. More specifically, the role of closer was a complete mess after trade acquisition from the Houston Astros Ryan Pressly struggled. 25-year-old flamethrower Daniel Palencia entered the season as a guy with potential but had not put it all together yet. Source: https://www.si.com/mlb/cubs/news/cubs-emergence-of... |
| 6/28/25 | Cubs' Ryan Pressly on World Series with Astros and Kyle Tucker: 'Hopefully we can recreate that in Chicago'. The final pitch of the 2022 World Series left veteran right-hander Ryan Pressly's hand and broke down and away from the Phillies' Nick Castellanos. Pressly watched as Castellanos reached out and poked a fly ball up the right-field line in foul territory. Right fielder Kyle Tucker raced over, squeezed his glove around the ball, and broke out in a smile. “I don't think you can really top that,” Pressly said in a recent conversation with the Sun-Times. Source: https://chicago.suntimes.com/cubs/2025/06/28/cubs-... |
| 6/22/25 | Cubs trade idea brings 2x All-Star closer to Chicago after Ryan Pressly struggles. The Chicago Cubs traded for Ryan Pressly in the offseason, but he has struggled this season. The Cubs could be interested in adding another option in the backend of their bullpen. The Cubs had hoped Pressly could be a shutdown closer for their team as he was for the Houston Astros before Josh Hader's arrival. Source: https://www.sportingnews.com/us/mlb/chicago-cubs/n... |
| 6/14/25 | Embattled Chicago Cubs Closer Credits Ian Happ for His Turnaround. On May 9, Chicago Cubs reliever Ryan Pressly was humbled in front of the fans at Wrigley Field. The 36-year-old closer, who was supposed to be their answer in the ninth inning, found himself lit up like a Christmas tree against the San Francisco Giants. Source: https://www.si.com/mlb/cubs/news/embattled-chicago... |
| 6/13/25 | Key Cubs' offseason addition has gone from complete liability to key contributor. Key Cubs' offseason addition has gone from complete liability to key contributor His role isn't what we anticipated, but that doesn't take away from the one he's come to fill. By Jake Misener | Share on Facebook Share on X Copy Article Katie Stratman-Imagn Images Share on Facebook Share on X Share on Reddit Copy Article Things couldn't have gone much worse for Ryan Pressly in the first few weeks of his Chicago Cubs' tenure. The former All-Star waived his no-trade clause and approved a deal that took him from the Houston Astros and installed him as Craig Counsell's de facto closer to start the year. That didn't last long. Pressly got the job done more often than not, but never in uneventful fashion. Source: https://cubbiescrib.com/key-cubs-offseason-additio... |
| 6/11/25 | Cubs trade idea reunites them with key member of 2016 championship team. The Chicago Cubs traded for Ryan Pressly during the offseason, hoping he would solidify himself as the closer. The two-time All-Star helped the Houston Astros win the World Series by pitching 11 shutout innings during the 2022 postseason. After an accomplished career with the Astros, Pressly was off to a decent start with the Cubs until a disastrous outing on May 6, when he gave up nine runs without recording an out against the San Francisco Giants. Source: https://www.sportingnews.com/us/mlb/chicago-cubs/n... |
| 6/09/25 | Four Relief Pitchers Chicago Cubs Should Target Ahead of MLB Trade Deadline. The Chicago Cubs bullpen has looked much steadier in May and June than it did to start the year, but that doesn't mean that they should stop tinkering with it. Any team that expects to compete for a World Series should always be monitoring the bullpen market near the deadline. Seeing as the Cubs have a bullpen mostly comprised of Ryan Pressly and some untested arms playing above expectations. Source: https://www.si.com/mlb/cubs/news/four-relief-pitch... |
| 6/03/25 | Cubs Predicted to Cut Ties With Ryan Pressly. The Chicago Cubs were predicted to cut ties with veteran pitcher Ryan Pressly amid a poor season. Source: https://sports.yahoo.com/article/cubs-predicted-cu... |
| 5/27/25 | It sounds like Cubs fans can forget about a reunion with this familiar face. It sounds like Cubs fans can forget about a reunion with this familiar face A strange foray into free agency appears to end without a next chapter for a former All-Star. By Jake Misener | Share on Facebook Share on X Copy Article Matt Dirksen/GettyImages Share on Facebook Share on X Share on Reddit Copy Article With another stopgap closer solution missing the mark on the North Side in Ryan Pressly, the Chicago Cubs will, once again, look to keep adding to the bullpen between now and the July 31 trade deadline. Pressly's ineffectiveness in the ninth, paired with an ominous update on Porter Hodge's recent injury, has manager Craig Counsell pulling a rabbit out of his hat on a nightly basis as he Source: https://cubbiescrib.com/it-sounds-like-cubs-fans-c... |