Best MLB Parlay Picks Today: Underdogs Will Bark on Monday

The Monday MLB slate is loaded with high-value underdogs. We avoid parlaying many underdogs on our usual baseball tickets, but Monday calls for an exception. 

We’re taking the Orioles and Red Sox as underdogs and combining them with the Rays for a +638 parlay on bet365. 

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MLB Parlay Picks Today: Orioles vs. Mets (7:10 PM, EST)

Orioles Moneyline (+112) at bet365

The Orioles trail the Yankees by a half-game in the AL East. Every matchup is critical for Baltimore because they have a brutal stretch coming up, while New York has one of the easiest schedules in baseball. 

It won’t be easy for the Orioles to beat the Mets on Monday because they don’t have elite starting pitching. Trevor Rogers will start for Baltimore; he has been bad this season, but we’re hoping the Orioles’ bats can shine. 

He is 2-11 with a 4.89 ERA and a 1.57 WHIP. Despite this, he faces David Peterson, who is receiving too much respect in this spot. Peterson may be 7-1, but he doesn’t have great numbers, and we believe Baltimore can get the best of him offensively. 

Peterson has a 3.04 ERA and a 1.39 WHIP. He does an excellent job not allowing home runs, but he has a walk issue and limited strikeout ability. 

Meanwhile, Baltimore’s offense has feasted off these pitchers this season. The Orioles have scored 35 more runs and hit 35 more homers than the Mets this season. This offense should shine through and help the team win on Monday.

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MLB Parlay Picks Today: Red Sox vs. Astros (6:40 PM, EST)

Red Sox Moneyline (+108) at bet365

The Astros are leading the AL West, but Boston can end their hot streak on Monday. The Red Sox have a massive challenge, but their ace is on the mound in Tanner Houck. 

Anytime Houck takes the ball, we have confidence in the Red Sox. The pitcher is 8-8 but has a 3.01 ERA and a 1.15 WHIP. It’s hard to back Yusei Kikcuhi of the Astros because he has struggled in 2024. 

Kikuchi is 6-9 with a 4.49 ERA and a 1.29 WHIP. He has allowed 135 hits in 132.1 innings. Kikuchi has an excellent fastball but also consistently misses locations, leading to hits. 

Boston hasn’t consistently won since the All-Star break, but they have a potent offense. If a pitcher misses spots against the Red Sox, they will pay. Look for the Red Sox to neutralize Kikuchi and for Houck to post a quality start. 

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MLB Parlay Picks Today: Rays vs. Athletics (9:40 PM, EST)

Rays Moneyline (-148) at bet365

The Tampa Bay Rays are out of the playoff picture, which is a rarity. Tampa Bay has been one of the most competitive teams in baseball for years, but their run seems to be ending. 

Despite this, they have a great chance of prevailing on Monday as a moderate favorite. Taj Bradley has been one of the best pitchers for Tampa Bay all season. He is coming off a rough few starts, but he has an advantage over the Athletics. 

Bradley has a 3.49 ERA and a 1.14 WHIP. The pitcher has fanned 112 batters in 95.1 innings. Bradley has been much better than Joe Boyle, who will throw for Oakland. 

Boyle is 2-5 with a 7.39 ERA and a 1.83 WHIP. Even though the Rays have struggled offensively, they should overcome Boyle’s weak pitches reasonably early in the game.

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