Deals from PIT Airport
Deals from PIT Airport
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TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 78%Limited time steal of a dealHyatt Zilara Riviera Maya - All Inclusive
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TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure Dates2026: Mar 14, Mar 21, Apr 4, Apr 117 Nights Hotel + Flight From$1,749 per person Includes Taxes + Fees -
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TripAdvisor ReviewsIncludes savings up to 20%Sunscape Cancun - All Inclusive
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TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 28, 20267 Nights Hotel + Flight From$1,687 per person Includes Taxes + Fees -
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TripAdvisor Reviews
Sunscape Coco Punta Cana - All Inclusive
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TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure DatesFeb 21, 20267 Nights Hotel + Flight From$1,306 per person Includes Taxes + Fees -
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TripAdvisor ReviewsIncludes savings up to 40%
Breathless Cancun Soul Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 21, 20267 Nights Hotel + Flight From$2,019 per person Includes Taxes + Fees -
Includes savings up to 40%
Dreams Puerto Morelos Resort & Spa
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 21, 20267 Nights Hotel + Flight From$1,462 per person Includes Taxes + Fees -
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TripAdvisor ReviewsIncludes savings up to 56%
Riu Dunamar - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 21, 20267 Nights Hotel + Flight From$1,482 per person Includes Taxes + Fees -
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TripAdvisor ReviewsBahia Principe Grand Punta Cana - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure Dates2026: Feb 7, Feb 217 Nights Hotel + Flight From$1,736 per person Includes Taxes + Fees -
TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 40%
Breathless Punta Cana Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure DatesFeb 14, 20267 Nights Hotel + Flight From$2,636 per person Includes Taxes + Fees -
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TripAdvisor ReviewsJOIA Bavaro by Iberostar (Formerly Iberostar Grand Bavaro) - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure DatesFeb 14, 20267 Nights Hotel + Flight From$3,559 per person Includes Taxes + Fees
Plan your dream getaway with swoon-worthy Pittsburgh vacation packages. America’s favorite vacation company is here to make your visions of sun and sand a reality with the cheapest flights from Pittsburgh to your choice of world-class destinations. Imagine standing at the edge of crystal-clear waters, side by side with your loved ones, feeling the lap of gentle waves on your feet. All your hard work and dedication have all led to this moment, so savor that feeling.
What destinations have the cheapest vacation deals from Pittsburgh?
Browsing for the cheapest Pittsburgh deals doesn’t have to mean compromising on quality. Punta Cana, Dominican Republic, is an incredible option for any traveler. Couples looking to reconnect will find spectacular all-inclusive options, whether they’re looking for adults-only or family-friendly accommodations. Other cheap destinations include Jamaica, Aruba, Curaçao, and Nassau. If you prefer staying stateside, then you’ll love our deals for Hawaii and Orlando.
How far in advance should I book from Pittsburgh for the best price?
Booking early is always a savvy move, particularly if you’re traveling during peak seasons. For domestic travel, 1 to 3 months is ideal. When you’re traveling internationally, make your arrangements 2 to 8 months in advance when possible. Keep an eye out for the best departure dates highlighted for each destination.
Are last minute vacation deals from Pittsburgh worth it?
Absolutely! Sometimes life gets hectic, and you just need to get away. Or some free time opens up, and you’re ready for adventure. With plenty of exclusive last minute all-inclusive deals on Pittsburgh vacation packages, you can leave the travel details to us and focus on enjoying the moment.