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Chicago Cubs vs. Boston Red Sox prediction, pick for Sunday 7/20/25

Chicago Cubs vs. Boston Red Sox prediction, pick for Sunday 7/20/25

Updated:

By: Dan Johnson

Sure feels like the All-Star break was precisely as much a disruption to the surging Red Sox’s momentum, doesn’t it? Fresh off the midsummer reprieve, Chicago swept the first two games by a combined 10–1 margin, seizing series control at Wrigley Field. The Cubs sit atop the NL Central at 59–39 and brim with confidence after back-to-back shutouts. Boston, 53–47 and third in the AL East, flashes resilience behind Garrett Crochet’s Cy Young–level arsenal. Today’s finale offers Boston a chance to reset against rookie Cade Horton under wind-in skies. Below, I’ve got my preview, prediction, and best bet for this Sunday baseball game between the Cubs and the Red Sox.

Here’s how I’ll play it. I’ll be pumping out these predictions for individual games all season, with plenty of coverage here on DraftKings Network. Follow my handle @dansby_edits for more betting plays.

Cubs vs. Red Sox prediction, preview

So, right. Cubs lefty bats have all the momentum. But it’s Crochet day for the Boston faithful. And that changes everything re. Chicago’s hope for a sweep.

Garrett Crochet dominates with a 2.23 ERA and 11.1 K/9 on the road. His 48.6 percent ground-ball rate suppresses homers in this prehistoric wind-in park. Matthew Boyd boasts a stellar 2.34 ERA but coaxed only a 37 percent ground-ball rate. That gopher run factor of 0.883 cripples fly-ball pitchers, and Boyd’s 0.81 HR/9 hints at risk. I see Crochet’s elite 31.2 percent strikeout rate overwhelming this middling Cubs lineup.

Chicago’s offense hums with power but lacks discipline. Kyle Tucker’s .281 average carries 18 homers and a 61 walk cushion. Pete Crow-Armstrong rips 25 homers yet logs only a .304 on-base. Their 13–15 record versus lefties exposes vulnerability. Boston bats .243 on the road yet faces a rookie in Cade Horton. Horton’s 4.45 ERA and 1.41 WHIP reveal early-season rust. He’s surrendered 14 earned runs in his last four outings. That’s fertile ground for a skilled southpaw like Crochet.

Opponents tout Wrigley’s offense-friendly legend, yet today’s wind blows in at 10 mph. That factor snuffs long balls. Both bullpens rank among MLB’s best, but neither can eclipse Crochet’s efficiency. Boston’s relievers carry a 3.42 ERA overall, and Chicago’s sit at 3.50. Neither corps shifts the needle against a dominant starter. This shapes a stark under environment.

Red Sox vs. Cubs pick, best bet

Some will argue Chicago’s 59–39 record and recent sweep momentum. They’ll cite home-field comfort. Yet those wins came against an overmatched Boston club. This Red Sox lineup centers Jarren Duran’s .405 average over his last ten games. Ceddanne Rafaela’s 12-game hitting streak and .271 season average inject confidence. Boston’s balanced lineup has quietly produced 339 extra-base hits. Their adaptable approach counters any Wrigley edge.

Chicago counters with Seiya Suzuki’s 26 homers and .263 average. That power is real, but Horton’s 6.8 K/9 cannot blunt disciplined righties. He concedes a .276 average this season. That profile suits Boston’s veteran bats. When Alex Bregman strides to the plate, his .919 OPS provides middle-order ballast against sketchy rookie command. That contextual advantage erases any emotional home support.

Betting insights crystallize around the run line. Boston covers in five of Crochet’s last six wins. The Cubs limp to a 13–15 mark versus left-handed starters. Wrigley’s 0.898 run factor further suppresses total runs. That dynamic fuels both the under and Moneyline lean. But we’ll just take the Sox to win and avoid a sweep, here. Crochet’s a viper.

Best bet: Red Sox (-140) at Cubs

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Dan Johnson has been an editor, writer, and analyst for DraftKings and DraftKings Network since 2024. He’s previously held editorial posts at The Paris Review, Macmillan Publishers, Bedford/St. Martin’s Press, ASSIGNMENT Magazine, and FantasySixPack. You can find his various editorial work & writing (sports-related and non-) at all of the above.
Disclaimer

I am a promoter at DraftKings and am also an avid fan and user (my username is thegreatdansby9) and may sometimes play on my personal account in the games that I offer advice on. Although I have expressed my personal view on the games and strategies above, they do not necessarily reflect the view(s) of DraftKings and do not constitute a representation that any particular strategy will guarantee success. All customers should use their own skills and judgment in building lineups. I may also deploy different players and strategies than what I recommend above. I am not an employee of DraftKings and do not have access to any non-public information.