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Chicago to Cancun Deals
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Deals from ORD Airport to Cancun

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  • Nonstop Vacation Deal
    Limited time Steal of a Deal

    Hyatt Vivid Playa del Carmen - All Inclusive
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    2026: Feb 8, Feb 9
    3 Nights Includes Taxes + Fees
    $1,033 per person
  • Nonstop Vacation Deal
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 78%
    Limited time steal of a deal

    Hyatt Zilara Riviera Maya - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    Mar 9, 2026
    3 Nights Includes Taxes + Fees
    $849 per person
  • Nonstop Vacation Deal
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 20%

    Sunscape Cancun - All Inclusive
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    Jan 26, 2026
    3 Nights Includes Taxes + Fees
    $908 per person
  • Limited time Steal of a Deal

    Hyatt Vivid Playa del Carmen - All Inclusive
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    2026: Feb 8, Feb 9
    3 Nights Includes Taxes + Fees
    $907 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 78%
    Limited time steal of a deal

    Hyatt Zilara Riviera Maya - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    Jan 26, 2026
    3 Nights Includes Taxes + Fees
    $968 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 20%

    Sunscape Cancun - All Inclusive
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    Jan 19, 2026
    3 Nights Includes Taxes + Fees
    $743 per person
  • Nonstop Vacation Deal
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Exclusive rates
    Limited time steal of a deal

    Bahia Principe Grand Coba - All Inclusive
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    2026: Jan 10, Jan 12, Jan 19, Jan 26, Jan 27, Feb 1 - Feb 3, Feb 8, Feb 16, Feb 23, Mar 2
    3 Nights Includes Taxes + Fees
    $669 per person
  • Nonstop Vacation Deal
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Includes savings up to 40%

    Breathless Cancun Soul Resort & Spa - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    2026: Feb 22, Feb 23
    3 Nights Includes Taxes + Fees
    $1,107 per person
  • Nonstop Vacation Deal
    Includes savings up to 40%

    Dreams Puerto Morelos Resort & Spa
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    Jan 28, 2026
    3 Nights Includes Taxes + Fees
    $893 per person
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*Availability and pricing varies by room category and length of stay. Valid for bookings made 8/11/23-8/24/23 for travel 8/20/23-10/26/23.