How Long is the Flight from Chicago to Cancun? Your Complete Travel Guide AdventureAirportBeachesBest-Time-to-FlyBudgetChicago-to-Cancun-DirectFamilyFlight-TimeFlightsHotelsLuxuryResortsTransportationTravel GuidesSeptember 8, 2025First Class Luxury travel with top-tier service and comfort. Cheap Economy Affordable flights with great service at lower prices. …