Deals from ORD Airport
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Includes savings up to 40%Includes up to $200 in resort couponsBreathless Cancun Soul Resort & Spa - All Inclusive
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TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera Maya
Best Priced Departure DatesMar 30, 20253 Nights Hotel + Flight From$1,140 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsIncludes up to $200 in resort couponsDreams Vista Cancun Golf & Spa Resort - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2025: May 5 - May 9, May 11, May 123 Nights Hotel + Flight From$813 per person Includes Taxes + Fees -
Includes savings up to 40%Hyatt Ziva Riviera Cancun - All Inclusive
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Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesApr 6, 20253 Nights Hotel + Flight From$993 per person Includes Taxes + Fees -
Includes up to $250 in instant savingsIncludes up to $200 in resort couponsDreams Cap Cana - All Inclusive
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Dominican Republic, Punta Cana
Best Priced Departure DatesApr 30, 20253 Nights Hotel + Flight From$828 per person Includes Taxes + Fees -
Includes savings up to 40%Includes up to $200 in resort couponsBreathless Cancun Soul Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesMay 11, 20253 Nights Hotel + Flight From$771 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsIncludes up to $200 in resort couponsDreams Vista Cancun Golf & Spa Resort - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2025: May 5, May 63 Nights Hotel + Flight From$684 per person Includes Taxes + Fees -
Includes savings up to 40%Hyatt Ziva Riviera Cancun - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesMay 11, 20253 Nights Hotel + Flight From$789 per person Includes Taxes + Fees -
Includes savings up to 40%Includes up to $200 in resort couponsBreathless Montego Bay Resort & Spa - All Inclusive
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Jamaica, Montego Bay
Best Priced Departure DatesMay 5, 20254 Nights Hotel + Flight From$1,469 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsIncludes up to $200 in resort couponsSecrets St. James Montego Bay - All Inclusive
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Jamaica, Montego Bay
Best Priced Departure DatesMay 5, 20254 Nights Hotel + Flight From$1,223 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsSecrets Wild Orchid Montego Bay - All Inclusive
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Jamaica, Montego Bay
Best Priced Departure DatesMay 5, 20254 Nights Hotel + Flight From$1,290 per person Includes Taxes + Fees