Chicago Sports Betting Is Electric! (Ride With Jack Settleman)

On this week’s episode of Ride With Jack, Jack wraps up his trip to Chicago by catching a White Sox game. Will his bets cash and send him home with some extra money in his pocket? Watch Ride With Jack to find out!

Chicago Sports Betting Is Electric! (Ride With Jack Settleman)

  • Follow Jack to Guaranteed Rate Field in Chicago for a White Sox-Indians game.
  • Jack polls the crowd on the over/under and whether a run will be scored in the 1st inning.
  • See how the game unfolds and whether Jack’s prop bets hit!

Tune into The Game Day all season long for the best insights, stats, and tips to make you the smartest person at the table.

Want more Ride With Jack? Check out some of the recent bets he’s made and how they’ve played out:

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