The Cubs had plenty to smile about Thursday, but one of the night’s most memorable moments came before the first pitch.
Ian Happ, who is headed toward free agency this offseason and may be nearing the end of his run in Chicago, spent time with fans in the left field bleachers at Wrigley Field and even tossed them a baseball with some cash taped to it so they could grab some mid-game refreshments. For a player who said he’d savor the moment and take in the 10 years of memories he’s built since debuting in 2017, it was the kind of gesture that landed with the crowd.
There’s no certainty this is goodbye. But with Happ winding down what could be his final season in a Cubs uniform, Thursday carried the feel of a possible farewell at Wrigley.
The timing only added to it. Chicago beat the Miami Marlins to clinch a postseason berth for the second straight year, and Pete Crow-Armstrong’s 40th stolen base of the season put him in the 40-40 club as just the seventh player ever to get there. Still, Happ’s moment with the fans stood out because of what may be ahead.
The Cubs are currently in the second Wild Card spot in the NL, at least for the moment, and would need to get past the Padres to earn the right to host even one playoff game. An October send-off for Happ would mean something to the organization and the fan base, even if the bigger offseason question is already looming.
That question is simple, and uncomfortable: with both Happ and Seiya Suzuki set for free agency, the expectation is that the Cubs will keep only one of their veteran corner outfielders on an extension. Happ is the tougher fit in that equation, since Suzuki has outperformed him this season in wRC+ - 134 to 110 - and in fWAR - 4.3 to 2.7.
If this really is the end for Happ, the résumé he leaves behind is a strong one. A first-round pick in the 2015 MLB Draft, he moved quickly through the minors and reached the majors less than two years later, announcing himself with a home run against the Cardinals at Busch Stadium.
Since then, he’s stacked up a decade’s worth of production and awards in Chicago: an All-Star selection in 2022, four straight Gold Glove awards from that year through the present, and a line that includes 1,069 hits, 656 runs, 625 RBIs, 197 homers and 23.4 fWAR. Those numbers all lead the Cubs since his debut, and he’s the only player in the organization with 1,000 or more games played over the last 10 years.
So if these are truly the final games of Happ’s Cubs tenure, Thursday offered a fitting reminder of what he’s meant to the team and the city.
In Other News...
Cubs Wild Card Push Just Took Another Chaotic Turn
The Cubs final regular-season game will come with a wrinkle nobody in Wrigleyville likely saw coming. Instead of finishing against the Red Sox in Boston, Chicago will meet Boston at Tropicana Field in Tampa Bay on Sunday afternoon after a noreaster forced the series finale out of the Northeast, adding one more layer of unpredictability to a stretch already packed with pressure and travel.
Both clubs are set to head to Tampa Bay after Fridays games so they can get ahead of the storm, with the Cubs and Red Sox wrapping up a doubleheader before the relocation is finalized. The matchup is scheduled for 2:05 p.m. CT, and while the venue change will not alter the standings math, it does turn an already important season-ending game into something a little more chaotic, and a lot less familiar. [Read more 🡒]
Cubs Added A Pitching Depth Arm With A Bigger Role At Stake
The Cubs added another layer to their pitching staff by claiming right-hander Julian Aguiar off waivers from the Reds, a move that fits the late-season need for arms as the calendar runs down. Aguiar, who is back in the majors after missing the 2025 season while recovering from Tommy John surgery, gives Chicago a depth option at a time when clubs are often looking for workable innings wherever they can find them.
He is not eligible for the Cubs postseason roster, so the immediate focus is more modest, but there is still a possible role before the year ends. Chicago could get a look at him in the season finale, which would at least give the organization one more chance to evaluate where he stands after the long recovery and whether he can be part of the picture moving forward. [Read more 🡒]
Cubs Regular-Season Finale Just Got A Lot More Complicated
A weather system has turned the Cubs regular-season finish into a much stranger trip than expected. The final game of their season-ending series with the Red Sox, originally set for Saturday at Fenway Park, has been moved to Tropicana Field in St. Petersburg, Florida, because of an expected noreaster, and the matchup is now scheduled for Sunday at 3:05 p.m. ET.
Chicago and Boston still have to get through a doubleheader in Boston on Friday before heading south to finish things in Florida. Its a late twist to a series already carrying end-of-season weight, and it leaves both clubs dealing with a revised travel plan at the exact moment they were supposed to be wrapping up the schedule in familiar surroundings. [Read more 🡒]