Deals from ORD Airport
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Includes up to $250 in instant savingsIncludes 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 Dates2025: Apr 14, Apr 153 Nights Hotel + Flight From$799 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsHyatt Ziva Riviera Cancun - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesFeb 10, 20253 Nights Hotel + Flight From$960 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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TripAdvisor ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure DatesFeb 10, 20253 Nights Hotel + Flight From$1,162 per person Includes Taxes + Fees -
Includes up to $250 in instant savingsIncludes 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 DatesFeb 17, 20253 Nights Hotel + Flight From$909 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsHyatt Ziva Riviera Cancun - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesFeb 17, 20253 Nights Hotel + Flight From$837 per person Includes Taxes + Fees -
Includes up to $250 in instant savingsIncludes up to $200 in resort couponsBreathless Montego Bay Resort & Spa - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesFeb 17, 20253 Nights Hotel + Flight From$1,534 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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TripAdvisor ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesFeb 17, 20253 Nights Hotel + Flight From$1,543 per person Includes Taxes + Fees -
Secrets Wild Orchid Montego Bay - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesFeb 17, 20253 Nights Hotel + Flight From$1,549 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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TripAdvisor ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure DatesFeb 10, 20253 Nights Hotel + Flight From$1,058 per person Includes Taxes + Fees -
Includes up to $200 in instant savingsIncludes up to $200 in resort couponsDreams Playa Esmeralda Resort & Spa - All Inclusive
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TripAdvisor ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure Dates2025: Feb 5 - Aug 313 Nights Hotel + FlightGet Price Includes Taxes + Fees