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54 minute layover in Chicago O’Hare in December 2019, west palm beach to Winnipeg, mb canada

Help, I’m panicking! In December 2019, my family and I are flying from Winnipeg, mb Canada to west palm beach, Florida through Chicago. On the flight down we have a 1.5 hour layover in Chicago. Scary but I think do-able. However on the way back it goes down to a 54 minute layover . EVERYONE I talk to says I’m in trouble. Are they right? I’m travelling with my husband, 2.5 year old with a car seat, and 2 pieces of checked luggage. Any advice what I should do? I booked through Expedia and am wondering if I should phone them to cancel, change, or something. :-(