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White Sox, Cubs Bettors Enjoying Windy City Windfall In 2021

Bill Speros for Bookies.com

Bill Speros  | 10 mins

White Sox, Cubs Bettors Enjoying Windy City Windfall In 2021

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Bettors backing the Chicago Cubs and White Sox are enjoying a Windy City Windfall in 2021. And here’s how you can cash in moving forward.

The Cubs are tied for the NL Central lead with the Milwaukee Brewers entering Thursday play. The White Sox hold a 4.5-game edge in the AL Central. After a combined 136 games, the Chicago teams are a combined 76-57-3 against the spread in MLB betting. That means they are covering at a 55.8% clip. Separately, the White Sox are 38-28-2 ATS, while the Cubs are 38-29-1.

Oddsmakers have noticed across MLB futures markets. Overall, the White Sox entered Thursday with a share the best record in the majors at 43-25 and have surpassed the New York Yankees and the Tampa Bay Rays to become the betting favorite to win the American League at most top sportsbooks. The White Sox were +350 at FanDuel sportsbook on Opening Day to win their first league title since 2005. They are now +300 ➜.


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Chicago’s pitching staff has held up. The White Sox rank third overall in the majors in both team strikeouts (682) and staff ERA (3.16). The team’s deep rotation tops the American League with 30 wins. Meanwhile, the South Siders are mashing the ball and rank among the top five MLB teams in runs scored, total hits and team batting average. They are also getting contributions from all spots in the lineup.

Odds For White Sox, Cubs Vary

The Cubs and White Sox are on track to surpass their preseason win total predictions, and reach the postseason despite being underdogs to do so. The White Sox were tabbed to win 89.5 games and were +200 to make the playoffs at William Hill sportsbook. The Sox will win 102 games if they maintain their current pace. The Cubs were given a 79.5-win total – they are on pace to win 91 games – and +350 odds to participate in the postseason at William Hill, as well.

White Sox, Cubs Bettors Enjoying Windy City Windfall In 2021 1

The White Sox were a trendy pick to make a deep playoff run during the pandemic-shortened season of 2020. The White Sox were as high as +1200 to win the 2021 World Series last November. They moved to +1000 in January at DraftKings sportsbook and were the second-favorite AL team to win the World Series after the Yankees. They then edged up to +850 on Opening Day but led all teams in the majors with 20% of the betting handle at that time at DraftKings. The White Sox are now +650 to win it all at that site ➜.

Both the Cubs and White Sox had potential playoff series previews this week. The White Sox took two out of three from the Rays. The Cubs, meanwhile, dropped three straight to the New York Mets before their game on Thursday with an injury-plagued lineup. The Cubs are 38-30 overall but have been ignored across futures markets. The Cubs are +2200 to take the National League at FanDuel ➜ and +4500 to win the World Series ➜ at the same site. Those MLB odds have remained practically unchanged since Opening Day.


Cubs & White Sox: Four Value Plays For 2021

While both Chicago teams were holding at least a piece of first place with more than 40% of the season complete, there is value to be had across the futures markets at many of the sports betting sites. Here are four wagers to back moving forward to get your own piece of the Windy City Windfall.

White Sox To Win World Series

Odds: +650 at FOX Bet ➜

Any value that was to be had on the White Sox in the American League has evaporated. Their rise in American League betting markets was accelerated by the injury to Tampa Bay starting pitcher Tyler Glasnow. He is out for an indefinite period of time after suffering a partially torn ulnar collateral ligament and a flexor tendon strain Monday night while pitching against Chicago.

Chicago has the depth on both offense and pitching, after dealing with some injuries earlier in the season. There is no single can’t-miss standout championship team in either league, so taking the White Sox to win the World Series with FOX Bet sportsbook is good value considering the logjam across MLB.

Cubs To Win NL Central

Odds: +250 at DraftKings ➜

The holes in the Cubs rotation were exposed by the Mets this week. But the Cubs are expected to be buyers leading up to the trade deadline. Four teams in the NL Central are within three games of first place. But the Cubs are the only team in the division with a positive run differential at +36.

White Sox, Cubs Bettors Enjoying Windy City Windfall In 2021 2

The Brewers are breaking even between runs allowed and scored, as are the third-place Reds. The Cubs will be better and deeper in terms of pitching and that should help them prevail in this baseball food fight.


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White Sox vs. San Francisco Giants In World Series

Odds: +6600 BetMGM ➜

This is a spectacular price for a potential matchup of baseball’s two best teams in the 2021 World Series. Both are 43-25 after 68 games. The Giants have emerged as the surprise leader in the NL West – outpacing the Dodgers and Padres thus far - and have yet to cede ground. The White Sox lead the majors in run differential at +107, while the Giants are fourth at +79. Jump on this matchup at BetMGM sportsbook while you still can.


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Carlos Rodon/Lance Lynn AL Cy Young Award

Odds: Rodon +700 and Lynn +800 at bet365 ➜

MLB begins to enforce its ban on illicit sticky substances on Monday. That has cast uncertainty across betting markets both live and looking forward. Glasnow, who was the second choice in most AL Cy Young Award markets prior to Monday, claimed his injury was a direct result of having to change his delivery mid-season to accommodate the absence of said substances while gripping the ball.

Yankees starter Gerrit Cole has been the clear favorite in this category since the end of the 2020 season. He’s -175 now at William Hill. But he too has been dragged into the maelstrom following accusations that he, too, was using illicit substances before MLB announced it was going to enforce its long-standing ban.

Rodon and Lynn at these odds at bet365 sportsbook offer enough value to split a dual wager. They are evenly matched thus far; Lynn is 7-2 with a 1.51 ERA while Rodon is 6-2 with a 1.89 ERA.

About the Author

Bill Speros for Bookies.com
Bill Speros
Bill Speros is an award-winning journalist and editor whose career includes stops at USA Today Sports Network / Golfweek, Cox Media, ESPN, Orlando Sentinel and Denver Post.
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