Ranking the 24 walk-off wins for the Brewers against the Chicago Cubs

Brewers shortstop Orlando Arcia gets a Gatorade bath after his game-winning hit vs. the Cubs on Friday night at Miller Park.

Revisit the 24 times Milwaukee has defeated Chicago in walk-off fashion, most recently Sept. 29, 2023.

Milwaukee Brewers Bill Hall (2) reacts with teammate Wes Helms after crossing home during the ninth inning against the Chicago Cubs Wednesday, May 4, 2005, in Milwaukee. Hall scored from third the game-winning run with bases and a walk to Damian Miller. The Brewers won 4-3. (AP Photo/Morry Gash) ORG XMIT: WIMG103

24. Super Novoa implodes (May 4, 2005), Brewers 4, Cubs 3

Wisconsin native Damian Miller drew a walk-off walk with two outs against Roberto Novoa, bringing home Bill Hall with the game-winner.

23. A wild one in 11 (April 7, 2017), Brewers 2, Cubs 1

Mike Montgomery uncorked a wild pitch with the bases loaded and one out, scoring Ryan Braun and giving the Brewers a win in 11 innings. Jared Hughes induced a double play with the bases loaded and one out in the 10th.

22. Arcia lofts a winner to right (April 6, 2018), Brewers 5, Cubs 4

The Brewers ceded a 4-2 lead in the sixth when Javier Baez tripled and then scored on an error with two outs. But Matt Albers escaped a situation in the ninth with a runner on second and one out, and Orlando Arcia's short liner to right against Mike Montgomery sealed the win.

Milwaukee Brewers outfielder Marquis Grissom was one of the team's top players in 2000.

21. A big lead lost, then reclaimed (Sept. 19, 2000), Brewers 9, Cubs 8

This one was a little frustrating since the Brewers were up 6-0 after two innings and 7-0 after 5. But the Cubs scored six times in the sixth, then once in the seventh and eighth to take a lead. But, the Brewers didn't quite let it slip away with two in the ninth to prevail. The heroes were Tyler Houston, who singled with the bases loaded to tie the game and move everyone up 90 feet, and Marquis Grissom, whose ground ball was misplayed at third base for a game-ending error.

Jeromy Burnitz had a hand in a couple walk-off wins against the Cubs in his career. He also played for the Cubs.

20. Kyle Farnsworth falls apart (Sept. 20, 2000), Brewers 3, Cubs 2

The Brewers were coming off a walk-off win one night earlier, then snagged another from the jaws of defeat with two in the ninth and one in the 10th, and both wins came against reliever Kyle Farnsworth. In the ninth, Geoff Jenkins and Jeromy Burnitz pounded home runs to knot the score against Jon Lieber, and Jenkins reached on an error with nobody out and the bases loaded in the bottom of the 10th to plate Ronnie Belliard. Farnsworth got the loss after allowing all three of the men he faced to reach (with his own throwing error part of the problem).

19. The only run that matters (Sept. 11, 2020), Brewers 1, Cubs 0

In the midst of a pandemic with no fans in the stands, Ryan Braun drove a ball to center field with runners at the corners and nobody out in the ninth, bringing home Christian Yelich with the only run of the game on a sacrifice fly. The at-bat came against former Brewers closer Jeremy Jeffress and meant seven sterling innings from Brandon Woodruff didn't go to waste.

More:Enjoy our sortable database of all Milwaukee Brewers walk-off wins in history

Milwaukee Brewers' Carlos Lee gets a helmet pounding from Jeff Cirillo and teammates after his bloop hit drove in the winning run in the 9th inning at Miller Park Thursday, May 5, 2005.

18. A bloop from El Caballo (May 5, 2005), Brewers 6, Cubs 5

One day after another walk-off, the Brewers matched the Cubs' runs in the eighth and ninth to prevail in a thriller. In the eighth, it was a rare home run by Chad Moeller, but future Brewer Aramis Ramirez answered with a blast in the ninth against Derrick Turnbow. No biggie. Against another future Brewer, LaTroy Hawkins, Carlos Lee dropped in a game-winning single that scored Brady Clark.

17. Squeeze! (Sept. 17, 2013), Brewers 4, Cubs 3

Pinch-runner Jeff Bianchi scored on Logan Schafer's squeeze bunt with the bases loaded and one down, with Schafer reaching way out of the zone to lay down the high pitch. Reliever Justin Grimm still retired Schafer at first, but it was too late.

Brewers Alex Sanchez is tagged out at home by Cubs catcher Todd Hundley in the bottom of the 9th. The Brewer would have won the game 6-5 had he been safe. The Milwaukee Brewers took on the Chicago Cubs at Miller Park.

16. The Alex Sanchez Experience (June 4, 2002), Brewers 6, Cubs 5

There have been plenty of polarizing figures in Milwaukee history (Carlos Gómez comes to mind) with a blend of high energy and occasional missteps. Alex Sánchez was definitely that guy in 2002. Sanchez ran through a stop sign in this game and was thrown out with a chance to score the winning run in the ninth, though Milwaukee did score twice in the ninth to tie and once in the 11th for the victory. Facing Antonio Alfonseca, Sanchez and Eric Young delivered back-to-back singles with two outs to force extras (Sanchez was thrown out on Young's hit), but then Sanchez won it with a walk-off single with one down to score Jose Hernandez. Hernandez scored on a perfect hook slide to avoid the tag at the plate. It was the first time the team had won when trailing after eight innings since late 2000.

Carlos Gomez slides into third safely but ended up scoring on the play due to a Chicago Cubs throwing error that catcher Geovany Soto could not reach in the 10th inning at Miller Park in Milwaukee, WI Thursday June 10, 2010. Final score was 5-4 Brewers.

15. Go-Go (June 10, 2010), Brewers 5, Cubs 4

Just two days after another walk-off win over the Cubs, the Brewers did it again with a victory in 10 innings. Bob Howry, forever beloved as the reliever who gave up Ryan Braun's eighth-inning blast in the regular-season finale two years earlier, this time gave up ... a bunt groundout that won the game. Carlos Gomez walked to lead off the frame and came around on the bunt by Craig Counsell. When first baseman Xavier Nady tried to cut Gomez down as he streaked for third, the ball sailed down the line, and Gomez scored the winner.

14. Here comes Prince (June 8, 2010), Brewers 3, Cubs 2

The game was scoreless through seven (Yovani Gallardo was dealing), but both teams scored in the eighth, and the Cubs scored again in the ninth, only to have the Brewers walk it off with two of their own. With two on and two out, Casey McGehee burned his former team, the Cubs, with a single that scored Rickie Weeks and a rumbling Prince Fielder from second base. Few things are more glorious than a rumbling Prince Fielder.

Milwaukee Brewers pitcher Caleb Boushley (57) reacts after pitching out of a jam in the tenth inning against the Chicago Cubs at American Family Field on September 29, 2023 in Milwaukee, Wis.

13. Making a winner of a Wisconsin kid in his MLB debut (Sept. 29, 2023), Brewers 4, Cubs 3

The Brewers had already locked up the division title and were resting key relievers, giving Hortonville's Caleb Boushley a chance to make his Major League debut at age 29 after a long career in the minors. He got out of an eighth-inning jam, surrendered a game-tying homer in the ninth but escaped further damage in that inning and a bases-loaded jam in the 10th, setting it up for Carlos Santana's game-winning double in the bottom half. It was a crushing blow to Chicago's playoff hopes and an uplifting moment for a player to get his first win in a Major League debut.

12. Aoki and out (June 7, 2012), Brewers 4, Cubs 3

Norichika Aoki! The popular rightfielder turned on one leading off the bottom of the 10th against Casey Coleman. It landed in the party area just beyond the right-field fence, and that was that.

11. Two Harts better than one (May 11, 2012), Brewers 8, Cubs 7

Milwaukee Brewers' Corey Hart reacts after getting the game-winning hit during the 13th inning of a baseball game against the Chicago Cubs Saturday, May 12, 2012, in Milwaukee. The Brewers won 8-7.

It ended on Corey Hart's bases-loaded, nobody out single in the 13th against Lendy Castillo, but the game was a lot crazier than that. Both teams scored four runs in the seventh (David DeJesus hit a grand slam for the Cubs, but Aramis Ramírez and Jonathan Lucroy countered with big two-out doubles), and the Cubs scored three in the ninth, but the Brewers added two to tie in the bottom half on Hart's two-run homer with one out against Rafael Dolis. John Axford entered the ninth with a 5-4 lead but gave up three runs in an inning where a throwing error and two wild pitches (one on a strikeout) played a role.

Milwaukee Brewers' pinch hitter Jeff Cirillo (6) is swarmed by teammates after hitting a game-winning RBI single against the Chicago Cubs in the bottom of the ninth inning Wednesday, Sept. 21, 2005, in Milwaukee. The Brewers won 7-6.

10. Milwaukee loves Jeff Cirillo (Sept. 21, 2005), Brewers 7, Cubs 6

This was a wild battle, in which the teams combined for eight runs in the final three innings. The Cubs scored twice in the ninth to tie, with Jeromy Burnitz singling off Derrick Turnbow with two outs to even the score. But Milwaukee got the winner in the bottom half. Jeff Cirillo (!), in his second go-round with the Brewers, singled to left field with two outs to score Bill Hall against Ryan Dempster. It was a big September for Milwaukee as it locked up a .500 season for the first time since 1992.

In front of his mother on Mother's Day, Brewers catcher Martin Maldonado gets the game-winning hit in the 11th inning in 2015.

9. The other Mother's Day triumph (May 10, 2015), Brewers 3, Cubs 2

When Brewers' Mother's Day moments come to mind, Bill Hall and Manny Pina probably get top billing. But don't forget Martín Maldonado. Chicago tied the game on a two-out double by Anthony Rizzo in the eighth against Will Smith, a rare instance in which a lefty got the best of Smith. In the 11th, Ryan Braun led off with a double and ultimately scored on Maldonado's one-out deep fly to the warning track, which sadly went down in history as a single, but whatever.

8. Victor on the Fourth of July (July 4, 2022), Brewers 5, Cubs 2

Victor Caratini, a former Cubs player, belted a three-run homer with two outs in the 10th to give the Brewers a victory, in a game where had previously struck out four times. The Brewers had surrendered the lead in the ninth on a Seiya Suzuki inside-the-park home run, but Christian Yelich drew a bases-loaded walk with two outs to re-tie the game. Then came the 10th, where Brad Boxberger had worked out of a jam in which the go-ahead run reached third base with nobody out, and Caratini won the game to give Brewers fans an enjoyable holiday.

Milwaukee Brewers' Rickie Weeks celebrates after scoring the winning run in the 9th inning against the Chicago Cubs at Miller Park Friday, April 10, 2009.

7. Home-opener magic (April 10, 2009), Brewers 4, Cubs 3

Milwaukee kicked off the home schedule in style with some walk-off magic before a sellout crowd, still buzzing from the thrill of playoff baseball for the first time in 26 years in the preceding season. Trailing 3-2 heading into the ninth, the Brewers rallied for two runs against closer Kevin Gregg. Rickie Weeks' one-out double over the head of Alfonso Soriano in left scored Chris Duffy, and Weeks scored when the throw home was low on a Ryan Braun grounder to shortstop.

6. Kyle Schwarber can't get it (Sept. 7, 2019)

The question on everyone's mind after Christian Yelich's game-winning double was why Cubs manager Joe Maddon elected to keep Kyle Schwarber in left field. Schwarber, not known as a rangy outfielder, was unable to lunge for Yelich's two-out shot into the corner, and when it caromed off the wall, Tyler Austin was able to score from first base (after he reached on an error) in the 3-2 win. The Brewers tied the game in the bottom of the eighth on a Yasmani Grandal home run off future Brewers reliever David Phelps.

Lou Collier leaps into the arms of teammates Sean Berry, Dave Nilsson and Alex Ochoa after scoring the winning run in the bottom of the ninth inning. Cubs catcher Benito Santiago (far left) can only watch the Brewers' celebration. The Brewers scored 5 times to beat the Cubs 5-4 Saturday, April 17, 1999.

5. Five runs in the ninth (April 17, 1999), Brewers 5, Cubs 4

This one certainly counts as the most stunning of the walk-off wins against the Cubs. Milwaukee headed into the ninth down, 4-0, but scored five times for a stunning victory early in the season. With one down, Sean Berry and Dave Nillson both delivered two-run base hits against Rod Beck, and with two down, Geoff Jenkins added a double to center that scored pinch runner Lou Collier with the game winner. Steve Trachsel started the inning, looking for the complete game, and he'd allowed just two hits through eight.

4. A rivalry on Labor Day (Sept. 3, 2018), Brewers 4, Cubs 3

It's a game that will be remembered for what pitcher Cole Hamels said afterwards, questioning the nature of the "rivalry" between the Cubs and the Brewers. But it was also a pivotal moment for the Brewers, who made a late run to catch the Cubs for the NL Central, then defeated Chicago in a Game 163 to claim the title outright. In this battle, Milwaukee tied the game in the eighth on a bases-loaded walk by Mike Moustakas, then loaded the bases with one out in the ninth. Christian Yelich hit a grounder to third, where Kris Bryant stepped on third and threw across the diamond -- too late to catch Yelich, and Keon Broxton scored the winning run from third. It was just the beginning of a torrid MVP September for Yelich.

3. The Keston Hiura homer (July 27, 2019)

It was one of the most thrilling wins of 2019, with the Brewers staying afloat in the pennant race and inching ahead of the preseason division favorite. The heroics were provided by hot-shot rookie Keston Hiura in a 5-3 win in 10 innings (with a dash of Christian Yelich). Hiura's two-out double tied the game in the eighth, though Chicago's Albert Almora homered leading off the 10th. But Yelich followed suit with a homer off Cubs closer Craig Kimbrel in the 10th, and after Tyler Saladino walked, Hiura lofted a laser beam over the right field wall for a thrilling victory.

2. Travis Shaw saves the day (Sept. 23, 2017), Brewers 4, Cubs 3

On the anniversary of the Brant Brown Game, the Brewers landed perhaps the most memorable win of the 2017 season. Jon Jay, one of the leaders of the Brewer-Killer Club, put the Cubs ahead on a single in the top of the 10th in the home stretch of a season where Milwaukee was heavily in playoff contention. A loss would have been a staggering third straight loss against the Cubs -- ALL in extra innings. But not this time. Previously untouchable closer Wade Davis yielded a one-out double to Ryan Braun, and Travis Shaw's opposite-field walk-off homer provided a joyous exhale, even if the Brewers finished one game shy of a playoff spot.

1. Brant Brown! (Sept. 23, 1998), Brewers 8, Cubs 7

The BRANT BROWN GAME! Milwaukee rallied for a wild eight runs in the final three innings for a shocker after the Cubs built a 7-0 lead, with a huge assist from Cubs leftfielder Brant Brown, who dropped what looked like a fairly routine fly ball that would have ended the game. Instead, it cleared the bases in the ninth and gave the Brewers a victory.

Milwaukee scored four in the seventh against Steve Trachsel, who allowed two hits in six innings but then permitted the first four batters in the seventh to reach. Bob Hamelin added an RBI single in the eighth, and then Geoff Jenkins hit a fly ball to left that was cemented in Cubs history. It came late in a season when the Cubs were pushing for a playoff spot, though they ultimately did win the Wild Card. It's perhaps the best moment of Brewers-Cubs schadenfreude ever.

BONUS: The clincher (Sept. 27, 2008), Brewers 3, Cubs 1

It's not a walk-off, but let's just celebrate this great moment in time anyway. We are celebrating the 15th anniversary this season, after all.