Beermakersfan called Parker Meadows a classic buy-low DFS play after he came off the IL with a big game. Meadows crushed four-seam fastballs last season (.403 wOBA, .312 ISO) and faces right-hander Smith, who throws that pitch most often, owns only an 18 % K-rate to lefties, and allows 47 % hard contact. Beer warned that Meadows’ sub-$3 k FD and low-$3 k DK salaries will not last, making tonight the perfect time to roster his power/speed profile against a hittable arm whose shiny surface stats are buoyed by a .205 BABIP.

Mark recommended backing Detroit at –150 on the money line (and even sprinkling the +110 run line) against the White Sox. Detroit sits 40-21 and looks like a legit AL Central contender, while Chicago remains an automatic fade. Even without the Tigers’ starter announced, he trusts their bullpen edge and yesterday’s eye-test ‘impressive’ win. With a projected eight-and-a-half total and potential breeze out to center in Chicago, Mark believes Detroit’s lineup can do enough damage to justify the price.

Francis laid a half-run with Detroit in the first five innings, stressing that the Tigers have cashed this exact wager in eight of their last nine games. He credited the Tigers’ success to consistently jumping on opposing starters, forcing clubs to chase from behind. With the White Sox offense ranked near the bottom of the league and Chicago’s rotation in shambles, he expects Detroit to grab another early lead and cover the F5-0.5 comfortably.

Chris Welsh bet Jack Flaherty over 6.5 strikeouts at plus money, noting the right-hander has fanned eight hitters in back-to-back outings and is riding a 31% strikeout rate thanks to a slider generating a 47% whiff rate. The White Sox strike out 26% of the time against righties and rank bottom-five in contact percentage. Welsh believes books are anchoring to Flaherty’s early-season inefficiency, but his last three starts have averaged 15 pitches per inning, creating room to work into the seventh and reach seven Ks. He called the Sox “the perfect opponent to pay off the plus-money ticket.”

Cash Out Sports Picks laid the chalk with Detroit, noting the Tigers own MLB’s best record (.656) and have won 11 straight at Guaranteed Rate Field dating back to 2023, including Monday’s 13-1 drubbing. Chicago is 2-9 in rookie Shane Smith’s starts despite his sparkling 2.05 ERA and 1.16 WHIP; the Sox simply do not hit, averaging 2.5 runs per game against Detroit this year and 1.5 in their last four overall. Detroit is 4-0 head-to-head in 2025 and, per the tout, remains a far safer moneyline play than trying to guess when the White Sox finally steal one.

Eric Lindquist tagged Kerry Carpenter as his favorite long-ball play for Monday in Chicago. He highlighted the combination of warm early-June temperatures and a noticeable out-to-left breeze at Guaranteed Rate Field, conditions that historically boost pull-side power for left-handed hitters. Lindquist went after White Sox rookie Jonathan Cannon’s vulnerable profile—sub-18% strikeout rate, 45% hard-hit rate, and a 16.3-degree launch angle allowed—arguing that it perfectly matches Carpenter’s own 10-degree higher launch-angle advantage over teammate Riley Greene. Because Detroit is on the road, the Tigers are guaranteed nine offensive frames, giving Carpenter an expected four-plus plate appearances. Lindquist projected prices in the +450 range and felt anything longer than +400 is worth a quarter-unit stab for both betting cards and single-entry DFS tournaments.

B Wade called Jack Flaherty his favorite play of the slate, backing him to eclipse 5.5 strikeouts. Flaherty has cleared the number in four of his last five starts and seven of 11 overall this season. The right-hander has recorded at least seven punch-outs in each of his last three appearances versus Chicago, running an 11+ K/9 rate against this roster. Wade highlighted that most White Sox hitters carry higher strikeout rates specifically when facing Flaherty, reinforcing the matchup. With recent form and a deep pitch count routinely into the seventh inning, Wade projects 6-8 Ks and recommends the over.

B Wade said Colt Keith is a strong play to clear 1.5 hits + runs + RBIs on Monday. Keith owns an eight-game hitting streak and has cashed this line in seven of his last ten outings, including six of the past seven. Versus White Sox rookie Jonathan Cannon he is 4-for-7 with a homer and four RBIs, helping Detroit tattoo Cannon for a 7.36 ERA and 1.60 WHIP. Wade added that Keith’s .256 average against right-handed pitching tops his season mark (.237) and that the rookie’s bat has heated up over the last 25 games after a slow April. With Cannon’s struggles against nearly the entire Tigers order, Wade expects at least two total bases or an RBI to push Keith over the prop.

Kenny G recommended laying the −210 moneyline with Detroit and called it a potential lock of the day. He trusts Jack Flaherty, who sports a 3.94 ERA and is fresh off six shutout innings against San Francisco while striking out eight. Over his last five starts Flaherty has punched out 8, 8, 6, 4 and 8 hitters, and he limited Chicago to one earned run in 5⅔ innings the last time he faced them. Detroit supports him with MLB’s No. 3 bullpen (3.24 ERA) and an offense that ranks fourth in runs and 10th in OBP. On the other side, rookie Jonathan Cannon has surrendered nine earned and three homers in his last 10⅔ innings and owns a 4.15 ERA. Chicago’s offense sits 26th in runs and 29th in both average and slugging, and its bullpen remains shaky at 4.43 ERA. Detroit is 18-13 on the road while the White Sox are 12-15 at home, all factors that pushed Kenny to back the Tigers straight up rather than chase the −1.5 run line.

Cash Out Sports Picks backed Detroit to win and cover the run line against Chicago. The Tigers have few weaknesses, already swept the White Sox earlier in 2025 and are poised to run away with the AL Central. Jack Flaherty, who limited Chicago to one run on three hits in their previous clash and just tossed six scoreless versus San Francisco, brings a 19-to-7 strikeout-to-walk mark that keeps traffic minimal. Chicago counters with Cade Cannon’s shiny 1.17 ERA in 15.1 home innings, but the lineup offers little support and is coming off a demoralizing series in Baltimore. With Detroit surging and Chicago in a rebuild spiral, the tout sees only one betting avenue: Tigers run-line.

Matt Perrault doubled down on his Tigers moneyline play by cataloging Chicago’s recent tailspin. Over their last eight games the White Sox have managed only two wins—a 7-3 home victory over Houston and a 10-3 road win in Oakland—while dropping the other six contests by scores of 2-1, 4-2, 3-1, 6-1, 7-4, and 1-0. Perrault noted the club’s continued inability to generate more than two runs in most of those losses, reinforcing his belief that Detroit can scrape together enough offense for Jack Flaherty to cash. He framed it as a straightforward fade of a lineup that cannot string hits together, insisting the recent 2-6 stretch makes the Tigers the only side worth backing.