It’s been a wild 2026 ride to the Fall Classic. Cubs fans were treated to the first 40-40 season in franchise history. They were also treated to one of the biggest rollercoaster rides in the 150-year history of the team as the Cubs won 10 games in a row twice while also losing 10 games in a row. Ultimately, that inconsistency hit the Cubs at the wrong time as they were swept out of the Wild Card round by the Padres. As some astute commenters noted during the Championship Series previews, there really
aren’t a lot of guys on either the Brewers or Rays rosters who have experience on the North Side of Chicago. It’s basically Trevor Megill and a whole lot of guys we’ve never seen in the Cubs system. With that in mind let’s take a closer look at the small market matchup set to begin in Milwaukee tonight.
Brewers vs. Rays: One ring to rule them all
For the first time since 1980 the World Series features two teams who have never won a ring. That means regardless of whether fortune favors the Brewers or the Rays some fanbase is going to experience the ecstasy of a championship for the first time. It’s understandable that a lot of Cubs fans have a soft spot for the Rays in this matchup given our collective frustration at finishing second to the Brewers year, after year, after year, after year:
Look, I’m sure I’ll find some reason to roll my eyes and cheer against the Brewers by the time this World Series is over, but right now I’m just excited for great baseball. If great baseball determines that the Brewers finally win a World Series, I think I’m okay with it. Jake Bauers considering retirement but returning to baseball for the healthcare coverage only to do this is great stuff, regardless of your primary team allegiances [VIDEO].
And don’t get me wrong, there should be some great baseball. As I discussed yesterday in looking at the small market nature of the 2026 World Series, these two teams are perennial success stories in MLB. The Brewers have eight Postseason appearances in the last decade and the Rays have six, these are two of the more successful teams in baseball who are only missing a championship ring.
On the pitching side the Brewers have likely NL Cy Young Award winner Jacob Misiorowski in Game 1 facing off against the Rays Nick Martinez. In Game 2 the Brewers will send Logan Henderson to the mound against Rays ace Drew Rasmussen. While Game 3 starters have yet to be named, it seems likely that would be former Brewer, and ALCS MVP, Freddy Peralta for the Rays and Robert Gasser for the Brewers. Peralta has been excellent this postseason [VIDEO]:
And then it’s a question of bullpens. Both teams have solid bullpens with a clear eye towards who their high leverage guys are in a pinch. That means the Brewers should expect to see a lot of Bryan Baker, Kevin Kelly, Tyler Wells, Cam Booser, and Ian Seymour, while the Rays will likely see Megill, JoJo Romero, Dustin May, DL Hall, Aaron Ashby and Abner Uribe. One wildcard to keep an eye on is the addition of Brewers starter Brandon Woodruff to the World Series Roster:
On the hitting side of the equation, the hottest bats in the Brewers lineup during the League Championship Series against the Dodgers were MVP Bauers and second baseman Brice Turang, catcher William Contreras andoutfielder Garrett Mitchell [VIDEO].
The Rays bats were a bit quieter during their series against the Guardians, but look for slugger Junior Caminero to show up on baseball’s biggest stage with his speedy sidekick, Chandler Simpson who hits for average and runs like Pete Crow-Armstrong. I’m personally looking to see how Yandy Díaz performs. Yandy is one of the most underrated hitters in baseball this side of Seiya Suzuki and he’s a big reason the Rays will be in the World Series [VIDEO].
With both teams looking for their first franchise championship, tickets to games in Milwaukee and Tampa Bay are going for prices not seen since the Cubs and Cleveland faced off in 2016. It does not seem like those prices are coming down as game time approaches. The cheapest tickets to get into American Family Field for Game 1 are hovering around $2,900 for an obstructed view seat:
Whether fans can afford to join the action in person, watch with friends at their favorite neighborhood tavern or follow from the comfort of their couch, the vibes around a team’s first World Series win are priceless. Who are you cheering for as action kicks off in Milwaukee tonight?
