Deals from MKE Airport
Deals from MKE Airport
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Dreams Puerto Morelos Resort & Spa
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 1, 20263 Nights Includes Taxes + Fees$739 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsDreams Tulum Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 1, 20263 Nights Includes Taxes + Fees$867 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 72%Limited time steal of a deal
Hyatt Zilara Riviera Maya - All Inclusive - Adults Only
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure Dates2026: Feb 1, Feb 23 Nights Includes Taxes + Fees$899 per person -
Dreams Cap Cana - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure DatesFeb 6, 20263 Nights Includes Taxes + Fees$1,032 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 61%Limited time steal of a deal
Sunscape Puerto Vallarta Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusivePuerto Vallarta - Riviera NayaritBest Priced Departure DatesMar 15, 20267 Nights Includes Taxes + Fees$1,282 per person -
Dreams Puerto Morelos Resort & Spa
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 1, 20263 Nights Includes Taxes + Fees$739 per person -
TripAdvisor Traveler Rating
TripAdvisor Reviews
Dreams Tulum Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesFeb 1, 20263 Nights Includes Taxes + Fees$867 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 72%Limited time steal of a deal
Hyatt Zilara Riviera Maya - All Inclusive - Adults Only
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesApr 14, 20263 Nights Includes Taxes + Fees$952 per person -
Dreams Cap Cana - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure DatesFeb 6, 20263 Nights Includes Taxes + Fees$1,032 per person
If you’ve been dreaming of vacationing somewhere with ample sun and sand, let America’s favorite vacation company take care of securing the cheapest flights from Milwaukee. You and your loved ones can leave the stress and worry behind and treat yourselves to iconic destinations at all-inclusive resorts. Plant yourself beachside, enjoy fresh local seafood and international cuisine, play 18 holes surrounded by breathtaking views, and simply relax into pampering accommodations. Start your story with sea breezes and a cocktail in hand.
What destinations have the cheapest vacation deals from Milwaukee?
From Milwaukee, enjoy lush beach destinations and stunning waters with incredible wallet-friendly options that include Cancun and Riviera Maya, Acapulco, Punta Cana, Montego Bay, Puerto Vallarta, Aruba, and Hawaii. If you’re looking for something different, we also have cheap deals for Las Vegas, Orlando, and Phoenix.
How far in advance should I book from Milwaukee for the best price?
For cheap flights from Milwaukee, we recommend booking domestic travel within 1 to 3 months and international travel between 2 and 8 months out. If you’re planning to travel during peak season and the holidays, it’s better to allow more time.
Are last minute vacation deals from Milwaukee worth it?
If you’re the type who gets the travel bug on a whim, you’re in luck. We have incredible flight deals from Milwaukee within 60 days or less. Letting us take care of the details means you’ll be poolside before you know it. Easy mode activated.