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Chicago Cubs vs. Detroit Tigers prediction, pick for MLB on Monday 7/20/26

Chicago Cubs vs. Detroit Tigers prediction, pick for MLB on Monday 7/20/26

Published:

By: Dan Johnson

Detroit arrives at Wrigley with a misleading 46-53 record and a +31 run differential. The Tigers are 24-15 since June began, with their young lineup finally supporting a talented rotation. Chicago sits 56-43 and controls the National League’s top wild-card position after scoring 18 runs against Minnesota. The Cubs crossed home ten times Sunday and scored during the first inning in four straight games. Detroit’s weekend production came through the heart of its order. Spencer Torkelson homered twice Saturday, Colt Keith collected four hits, and Riley Greene and Kevin McGonigle homered Sunday. Chicago owns the deeper lineup, especially with Detroit missing Gleyber Torres, Javier Báez, Parker Meadows, and Trey Sweeney. Detroit draws the cleaner offensive matchup, however, because Jameson Taillon returns with severe fastball damage and a dangerous platoon split. Wrigley’s wind raises both offensive ceilings, but these pitchers enter from entirely different places. Below is my preview, prediction, and pick for today’s baseball game between the Chicago Cubs and the Detroit Tigers.

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. Tigers prediction, preview

Jack Flaherty’s 4.48 season ERA obscures how well he has pitched during the last six turns. He owns a 2.12 ERA and 2.46 FIP across 29⅔ innings, with 34 strikeouts, ten walks, and one homer. His improved strike throwing gives A.J. Hinch a legitimate chance to escape five innings before Chicago’s third look. That third turn remains Flaherty’s pressure point. Opponents own a .379 wOBA and 1.85 WHIP during their third trip, with a 17.9% walk rate. His season contact also carries Wrigley risk: 90.7-mph average exit velocity, 47.3% hard hits, and a 21.2-degree launch angle. Flaherty can miss bats with a knuckle curve producing a 38.1% whiff rate and .306 xwOBA. Taillon lacks that current swing-and-miss foundation. He returns after six weeks away with a 5.19 ERA, .352 wOBA, .357 xwOBA, and 14.3% barrel rate. His final rehab start lasted 53 pitches, making normal six-inning length unlikely. Taillon has allowed a .449 xwOBA with his four-seamer, .467 with his sinker, and .411 with his cutter. Those pitches comprise most of his firm contact plan. His sweeper owns a .185 xwOBA and 32.5% whiff rate, but Detroit can force him away from it.

McGonigle gives the Tigers the plate-appearance engine required to expose Taillon’s limited margin. His .361 wOBA matches his .361 xwOBA, with 61 walks against only 59 strikeouts. McGonigle owns a .401 xwOBA against four-seamers and a .425 mark against sinkers. He can reach base without driving the baseball, forcing Taillon into the stretch before Detroit’s damage bats arrive. Greene owns a .369 wOBA, .364 xwOBA, 91.5-mph average exit velocity, and 50.2% hard-hit rate. His 14.3% barrel rate gives Detroit a fully supported middle-order threat from the left side. Taillon has allowed lefties a .395 wOBA, .583 slugging percentage, 3.38 HR/9, and 7.88 FIP. Torkelson supplies the most obvious Wrigley swing with 18 homers, 14.8% barrels, and a 19.9-degree launch angle. Dillon Dingler’s .373 xwOBA exceeds his .355 actual mark, supported by 46.5% hard contact and 11.3% barrels. Keith owns another correction profile with a .305 wOBA, .326 xwOBA, .396 slugging percentage, and .434 xSLG. Detroit can place five left-handed hitters around Torkelson and Dingler. Taillon’s second-turn .388 wOBA, .604 slugging percentage, and 8.17 ERA make that lineup shape particularly dangerous.

Chicago can still score enough to turn this into a Wrigley track meet. Michael Busch owns the lineup’s cleanest underlying profile, with nearly identical .346 actual and expected wOBA marks. Ian Happ’s .217 average hides a 12.1% barrel rate and enough fly-ball contact to use the wind. Pete Crow-Armstrong carries 21 homers, 48.3% hard contact, and a .519 slugging percentage. His .387 wOBA exceeds a .357 xwOBA, while his .519 slugging percentage sits above a .463 expected mark. Flaherty can exploit Crow-Armstrong’s 35.6% chase rate and 28.7% whiff rate with the curve. Seiya Suzuki owns a .357 wOBA against a .334 expected mark, showing mild overperformance beneath strong results. Alex Bregman homered Sunday, though his season contact remains modest at 88.0 mph and 4.4% barrels. Nico Hoerner brings the opposite profile. His .245 average trails a .289 xBA, but his 0.8% barrel rate makes him a table setter. Chicago’s best scoring route begins with its lefties extending Flaherty’s innings. He has walked 13.6% of left-handed hitters and owns a 5.13 xFIP against them. The Cubs can reach five runs, especially if Flaherty’s elevated contact receives wind assistance. They still face the pitcher with better current command, better breaking stuff, and substantially more strikeout capacity.

Tigers vs. Cubs pick, best bet

Chicago’s bullpen is rested enough to cover Taillon, though its middle innings remain hittable. Drew Pomeranz owns a 5.59 ERA and 6.92 FIP. Phil Maton carries a 6.18 ERA and 5.48 FIP, while Caleb Thielbar owns a 5.50 FIP. Tyler Ferguson’s 6.75 ERA and 6.18 FIP leave Craig Counsell with few safe choices before his preferred late matchups. Chicago also remains without Daniel Palencia, Hoby Milner, and Porter Hodge. Taillon’s short leash almost guarantees Detroit sees at least three or four bullpen innings. Detroit has its own bridge concerns after losing Will Vest, but Kenley Jansen and Kyle Finnegan enter with manageable recent workloads. That helps the Detroit side more than its team total. The weather strengthens every offensive argument. Forecasts call for temperatures near 80 degrees with at least 16 mph blowing toward the outfield. Taillon already allows 65.0% airborne contact before receiving environmental help. Flaherty’s launch-angle profile also carries danger, but his 26.4% strikeout rate can remove contact entirely. Taillon must restore six-pitch command while handling major-league hitters for the first time since June. That is a difficult assignment before adding Wrigley’s wind, Detroit’s left-handed depth, and a likely abbreviated workload.

The full-game total of 11 accurately charges for the environment, but it asks Chicago to crack Flaherty’s six-start heater. Detroit -105 carries value through the starting-pitcher difference, though its depleted lineup and middle bullpen create unnecessary risk. Chicago’s team total over 5.5 runs into Flaherty’s improved strikeout-to-walk work and elite curveball whiffs. Detroit’s team total over 5.5 isolates the weakest pitching chain. Taillon has allowed a .357 xwOBA, 14.3% barrels, and damaging expected results across his entire fastball family. Left-handed hitters have punished him for a .395 wOBA and 3.38 homers per nine innings. Detroit can attack that split with McGonigle, Keith, Greene, Carpenter, and another left-handed depth bat. Taillon’s second-turn collapse creates a natural scoring window before Chicago reaches its better relievers. His limited buildup also guarantees bullpen exposure, even if his sweeper carries him through the opening innings. Greene, Torkelson, Dingler, Keith, and McGonigle give Detroit enough supported contact to reach six without a fluky sequence.

Best bet: Tigers team total over 5.5 at -110, playable through -120.

Projected score: Tigers 7, Cubs 5.

Best bet: Tigers TT o5.5 runs (-110) at Cubs

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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.