MLB Monday same game parlay (+1170 odds): Oakland Athletics vs. Chicago White Sox

Oakland Athletics starting pitcher Frankie Montas (47) delivers a pitch during the first inning against the Los Angeles Angels at RingCentral Coliseum same game parlay
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I'm an NFL handicapper here at Pickswise who was raised in a household full of sports fanatics. Since I unfortunately never had LeBron James' jumping ability I wasn't able to make it to the NBA, and chose writing about sports as the next best thing. An avid sports bettor myself, I'm excited to get to write about the industry as it gets set to take off across the country. Buckle up. For Andrew Ortenberg media enquiries, please email

The 2021 MLB season is approaching the home stretch, and it’s been long enough for us to more or less know where things stand. We have a nice reduced slate on Monday, when the best game of the day features two AL contenders as the Chicago White Sox host the Oakland Athletics. It will be broadcasted nationally by ESPN.

What better way to celebrate this nationally televised game than by betting a late night same game parlay? We also have thoughts on the side and total, which you can find out in our full game preview.

Oakland Athletics -2.5 (+210)

Dallas Keuchel under 4.5 strikeouts (-168)

Frankie Montas to record 9+ strikeouts (+290)

Same Game Parlay odds: +1170

We have a 3-leg parlay here, one which pays out just north of 11/1 with FanDuel Sportsbook. Let’s break it down:

Oakland Athletics -2.5 (+210)

The A’s have been absolutely raking recently, so they make a lot of sense as a team to back on an alt run line. They’ve scored at least four runs in 10 straight games, and have won 8 of those contests. Just this past week they beat the Indians 17-0, showing how high their ceiling is. The White Sox, on the other hand, have lost 4 of their past 5 and will start Dallas Keuchel. Fortunately for our same game parlay, Keuchel has imploded recently.

The veteran got off to a tough start, then had a solid June. He started to collapse in July, when he had a 6.26 ERA in 5 starts. He’s been mediocre in two August outings, and Chicago has lost each of the last four times he’s taken the mound. Conversely, Oakland starter Frankie Montas has been coming on quite strong. He gave up only 1 earned run in 6.0 innings his last time out, and had a 2.30 ERA in July.

Dallas Keuchel under 4.5 strikeouts (-168)

As I just mentioned, Keuchel has been having a very tough time recently. What makes me like this bet even more is that Keuchel isn’t a strikeout pitcher even when he’s throwing well. In fact, he’s eclipsed 4 strikeouts just twice in his last 9 starts. He’s only gotten to 5 or more punch-outs five times in 22 starts the whole season. Even in his best outings, he often doesn’t make too many guys whiff.

For example his best recent start came a little over a month ago against the Orioles, when he only gave up 1 run and pitched 7.0 innings. He still finished with only 3 strikeouts. Oakland has the fewest strikeouts in the entire league over the past 15 days, so I don’t see how anyone could expect much from Keuchel in that department. This play also correlates nicely with the rest of our same game parlay, since for the A’s to cover -2.5 they’ll likely need to get to Keuchel early.

Frankie Montas to record 9+ strikeouts (+290)

To wrap up this same game parlay we are expecting a big game from Montas. This also correlates nicely with the rest of our same game parlay, since Montas will need to be sharp for us to cover the -2.5. As I broke down above, he’s been extremely sharp recently and he has also been consistent with his strikeouts. His strikeout rate as a whole is up this year, and he’s gotten to at least *10* punch-outs in three of his last six starts. As such, I think getting +290 for him to get to only nine has some standalone value. The White Sox have a decent offense, but they are top 10 in strikeouts over the past month.

What is a Same Game Parlay?

Check out our guide on what is a same game parlay and where can I bet it?

Pickswise is the home of free MLB picks and predictions. Make sure to also check out our MLB parlays and MLB prop bets tabs for more expert picks.

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