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    The parking lot is full of tailgaters before the White Sox host the Cubs in the Crosstown Classic at Chicago's U.S. Cellular Field, on May 27, 2013.

  • Justin Salgado (left) watches as the White Sox play Game...

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    Justin Salgado (left) watches as the White Sox play Game 2 of the ALDS on Oct. 8, 2021. Salgado, who had a small bet on the Sox to win the game, was watching with friends at Theory, a sports bar in Chicago's River North neighborhood.

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    With Chicago's Guaranteed Rate Field in the background, Dan Hughes wears his Harold Baines jersey while tailgating with friends before the White Sox host the Oakland A's in the parking lot where the original Comiskey Park was located, on June 23, 2017.

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    Kyle Kubasak and Dan Grenda tailgate before the White Sox take on the Chicago Cubs, on July 6, 2019, at Guaranteed Rate Field in Chicago.

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    Aiden Muniz of Chicago tackles a big slice of pizza while tailgating with his family before the start of the White Sox-Minnesota Twins game at Chicago's U.S. Cellular Field on Sept. 3, 2012.

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    Chicago Cubs fan Chad Sajovic, of Chicago's River West neighborhood, plays beanbags while tailgating at U.S. Cellular Field prior to the Cubs-White Sox game on Aug. 15, 2015, which was part of the two Crosstown Classic series played each year between the two teams.

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    Alfie LeMaistre, with his dad, Mike LeMaistre, steps up to the old home plate from Comiskey Park outside of Guaranteed Rate Field, on Sept. 30, 2021, in Chicago.

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    Eric Barnes, of Chicago, tends the grill at a gathering of White Sox mail carrier fans outside U.S. Cellular Field, on Sept. 2, 2003.

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    Fans play a game of beanbag toss while tailgating outside Chicago's U.S. Cellular Field before the start of the game on May 23, 2016, in which the White Sox beat the Cleveland Indians 7-6.

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    Tailgater Donna Polerecky greets Jim and Jackie Schulte outside of Guaranteed Rate Field, on Sept. 30, 2021, in Chicago.

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    Tailgaters enjoy some R&R before a game between the Chicago White Sox and Cubs at Guaranteed Rate Field on July 26, 2017.

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    Roberto Ortega, of Chicago, tailgates at U.S. Cellular Field, before the White Sox play the Cubs, on May 7, 2014.

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    Karen Roth and Mario Romano play games while tailgating before a game between the White Sox and Cubs at Guaranteed Rate Field in Chicago, on July 26, 2017.

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    Chicago White Sox fans take part in a drinking contest as they tailgate on opening day outside Guaranteed Rate Field as the Sox host the Seattle Mariners, on April 5, 2019.

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    Fans tailgate before the White Sox home opener at Chicago's Guaranteed Rate Field, on April 5, 2019.

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    Chicago White Sox and Cleveland Indians fans tailgate on opening day at U.S. Cellular Field before the game on April 8, 2016, in Chicago.

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    LaSonia Ott and Ericka Davis play beanbag toss while tailgating before the Chicago White Sox played the Detroit Tigers on Oct. 4, 2015.

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    Ed Boliaux, of Plainfield; Bob Weissbeck, Rockford; Tim McCahill, Downers Grove; and Greg Hines, Clarendon Hills; enjoy pregame food and drink outside of Chicago's Comiskey Park, on June 25, 2000.

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    White Sox baseball fans tailgate as they arrive for opening day on April 3, 2017, at Chicago's Guaranteed Rate Field.

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The Chicago White Sox have been good to loyal fan Justin Salgado this year, and not just because they easily won their division.

The 25-year-old from Schererville made a preseason bet on Lance Lynn to win this year’s Cy Young Award, given to each league’s most outstanding pitcher. With Lynn dominant in midsummer, Salgado had a chance to cash in early and he took it, winning $800 on his $100 wager.

It was a savvy move — he would have won $1,700 had he stuck it out but Toronto’s Robbie Ray is now the overwhelming favorite — and it shows how Salgado simultaneously manages his sports wagering and his allegiance to the team.

He jumps on bets that will pay off with the success of the Sox; recently, he wrote a post for the Sox on 35th blog about how they feast on left-handed starters. Otherwise, he looks for neutral ways to profit, such as betting that the team and its opponent will score fewer runs than expected.

“I’ll never bet against them,” he said. “I just can’t do it as a fan of the team.”

Sports betting forces fans to weigh their hearts against their heads when it comes to their favorite teams, and the postseason prospects of the White Sox present an especially tough conundrum.

Justin Salgado (left) watches as the White Sox play Game 2 of the ALDS on Oct. 8, 2021.  Salgado, who had a small bet on the Sox to win the game, was watching with friends at Theory, a sports bar in Chicago's River North neighborhood.
Justin Salgado (left) watches as the White Sox play Game 2 of the ALDS on Oct. 8, 2021. Salgado, who had a small bet on the Sox to win the game, was watching with friends at Theory, a sports bar in Chicago’s River North neighborhood.

The Sox began their series against the Houston Astros as a slight underdog, and should they meet the Tampa Bay Rays in the next round, they’ll be underdogs again. But you can also bet on the Sox to win by a certain margin, or on the total number of runs scored, or on the performance of individual players right down to a single pitch.

In other words, there are plenty of ways to make money — or get yourself in trouble.

“Just be careful and bet within your means,” Salgado said. “If the payout is high, that means it’s a long shot.”

Since Illinois legalized sports betting last year, gamblers within the state have wagered close to $700 million on baseball, putting it in third place behind basketball ($1.6 billion) and football ($941 million), according to Illinois Gaming Board records.

Most of that money has been bet online rather than at the state’s casinos, but that hasn’t stopped Chicago’s sports teams from angling for a piece of the action. As the Chicago City Council mulls a proposed ordinance that would allow arenas and stadiums to have their own sportsbooks, teams such as the Bears and Cubs have already signed “partnerships” with gambling companies.

As for the South Siders, team spokesman Scott Reifert said: “The White Sox are very interested and are actively investigating options, but there are several hurdles to overcome before we proceed, including approval of a revised gaming ordinance by the city of Chicago.”

A wrinkle in Illinois’ gambling law means those who want to bet on their phones must first register in person at a casino to activate their mobile account. Once that’s done, they can wager as they like from the comfort of their couches, even after the games are underway.

Jay Croucher, head of trading for PointsBet, said baseball is more conducive than other sports to betting within the flow of the game, given the breaks every half inning or with a pitching change. About half of baseball wagers are made that way, a proportion he expects to increase.

“Now we’re seeing player props become more popular — Eloy Jimenez to hit a home run, Lance Lynn to get 10-plus strikeouts,” he said. “As the U.S. market gets more accustomed (to sports betting), niche markets and inning-by-inning markets are becoming more popular.”

But for those who just want to bet on the White Sox to win, he said, the team’s underdog status shouldn’t be too worrying.

“I think they have almost as good a chance as anyone in the American League,” he said before the series began. “The gap isn’t a representation that (the Astros) are better, just that they have home field.”

Most of the local action at the Rivers Casino in Des Plaines has, unsurprisingly, come in on the Sox, said Ross Sansone, who helps run the sportsbook. Though people can bet remotely via the casino’s BetRivers app, he said he expects a big crowd to wager in person Sunday, when the evening Sox game will be paired with NFL football.

“That’s the day we’re looking forward to, actually, ramping up the staff and having all five (betting) windows open,” he said.

Danny Burke, host of the Rush Hour sports betting show on VSiN and Marquee Sports Network, said baseball offers plenty of chances to outwit the bookmakers during the regular season, given the glut of statistics available to anyone with an internet connection. But that flips on its head during the postseason.

“The whole dynamic changes,” he said. “You don’t know what the feeling is around teams. You don’t know if you can trust a pitcher as much under the big spotlight of an elimination game. … I would definitely say I have more success in the regular season than the postseason because it’s just a completely different beast.”

Burke gave the Astros a slight advantage over the White Sox prior to the series, though he said an upset wouldn’t come as much of a surprise. Still, he said hometown gamblers should be wary of giving in to Sox fever.

“(People) want to bet with their emotions so they not only can see their team win but make some money while doing so,” he said. “If you want to be a successful bettor you have to have no bias. Sometimes the viable option is to fade your favorite team.

“So as much as everybody is happy that a Chicago team is in the playoffs and wants to bet the White Sox, don’t go too crazy. I’m not saying you can’t throw a little bit of money on there and root for them along the way, but don’t be throwing your whole bankroll on a series that’s going to be really tough for the White Sox.”

jkeilman@chicagotribune.com

Twitter @JohnKeilman