Cubs vs Blue Jays betting picks and player prop analysis by Michael Conforto
MLB is facing a DOJ investigation into the Pride helmet controversy
Major League Baseball is under DOJ investigation following the Pride-themed helmet controversy. San Francisco Giants pitchers have written Bible verses on rainbow caps, prompting an MLB warning and a DOJ statement questioning the ‘double standard’ of ‘Black Lives Matter’ episodes against religious texts. This follows the York Revolution losing a game due to players refusing to wear a Pride jersey, highlighting free speech and religious freedom issues within sports.
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I’m glad we didn’t take a line run yesterday in the baseball game. We had less than eight innings in a game between the White Sox and the Tigers, which ended 4-3. The Tigers pulled out the win, but like I said, it wasn’t fair that Detroit should be -250, even with Tarik Skubal on the mound. Today, we switch to the Chicago National League team as the Cubs host the Blue Jays.
The Toronto Blue Jays are a team that I have written about probably more than most teams in the league. That’s not a complaint or anything, I happen to see a lot of value in their games. Much of that is because if they are the favorite, they are not heavy favorites given their 37-39 record and the rash of injuries to their staff. If they’re dogs, they’re usually good little pups, offering little value, but that doesn’t mean the odds-on favorite isn’t too bad.
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Pete Crow-Armstrong #4 of the Chicago Cubs rounds the bases after hitting a solo home run in the eighth inning during a game between the Chicago Cubs and the St. Louis Cardinals at Busch Stadium on Saturday, May 30, 2026 in St. Louis. Louis, Missouri. (Photo by Ali Overstreet/MLB Pictures via Getty Images) (Ali Overstreet/MLB Photos via Getty Images)
The Jays were blown out by the Cubs yesterday, and will need a strong start today from Patrick Corbin. The all-time favorite pitcher is just 2-3 with a 4.57 ERA and 1.48 WHIP. He had a good year with the Rangers, but he seems to be struggling, just like he did during his time with the Nationals. Corbin is less reliable on the road, as he pitched 10 more innings and allowed three fewer runs on the road than at home, resulting in a 3.57 ERA. He hasn’t given much to the Blue Jays lately, going just 11.2 innings in three starts and allowing 11 runs on 17 hits. Cubs hitters are very strong against him, hitting .316 against him.
The Cubs are one of the most frustrating teams to watch this season. Maybe I’m just saying that as a fan of the team, but they’ve had two 10-game winning streaks and lost 10. Since May 9, the team has gone 13-24. Of course, some of that is due to injuries to their pitching staff — they have two healthy starters since the start of the year. But, most of this needs to be put into hitting the club. Nico Hoerner is hitting .238, Ian Happ is at .228, and Dansby Swanson is a miserable .177.
Ernie Clement of the Toronto Blue Jays hits a three-run home run during the third inning against the Baltimore Orioles in Toronto on June 6, 2026. (Frank Gunn/The Canadian Press)
Still, the Cubs broke the bats yesterday, and Pete Crow-Armstrong looks like a five-tool player from the first half of last season. If they get a chance to play, maybe they will be the dominant team we saw earlier this year. Today’s starter is Colin Rea, who hasn’t been very good this month. He has made three starts, allowing 19 hits, and 13 earned runs over 14.2 innings pitched. However, he was even better at home with a 3.03 ERA in five starts (six appearances). Blue Jays hitters haven’t seen much, but they are hitting .176 against Rea in 17 at-bats.
There is a clear player prop to be played in this. However, the bad news is that he is not listed as an option, so you may have to ask for him or find him at a different book outside of DraftKings. Michael Conforto is 12 for 36 against Corbin with seven extra-base hits, including five homers. I would play him with 2+ total bases and 1 homer as long as you can get +200 or better on bases, and +700 for the homer prop.
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Pete Crow-Armstrong #4 of the Chicago Cubs reacts after being hit by a pitch in the eighth inning against the Chicago White Sox at Rate Field on May 17, 2026 in Chicago, Illinois. (Michael Hirschuber/Getty Images)
If you don’t get it, or they never send it (but I have to think they’ll offer options once he’s added to the roster, and he should be, given his track record), I’m still game. I’m taking the Cubs at -130 here. Rea isn’t the most reliable, but he should at least be decent here, and the Cubs will have a new bullpen. Give me the Cubs to win this one.
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