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Vacation Deals From Cleveland
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Deals from CLE Airport

Deals from CLE Airport

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  • Nonstop Vacation Deal
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Cancun
    Instant Savings up to $500

    Dreams Aventuras Riviera Maya - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Jan 8, 2027
    3 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $796 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Cancun
    Instant Savings up to $500

    Dreams Aventuras Riviera Maya - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Nov 30, 2026
    3 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $731 per person
  • Nonstop Vacation Deal
    Punta Cana
    Instant Savings up to $500
    Exclusive Offer

    Dreams Cap Cana - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Jan 24, 2027
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $863 per person
  • Punta Cana
    Instant Savings up to $500
    Exclusive Offer

    Dreams Cap Cana - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Jan 24, 2027
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $863 per person
  • Nonstop Vacation Deal
    Punta Cana

    Dreams Playa Esmeralda Resort & Spa - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Jan 24, 2027
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $1,208 per person
  • Punta Cana

    Dreams Playa Esmeralda Resort & Spa - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Jan 24, 2027
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $1,208 per person
  • Nonstop Vacation Deal
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Cancun

    Hyatt Vivid Cancun - All Inclusive - Adults Only
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Jan 12, 2027
    3 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $767 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Cancun

    Hyatt Vivid Cancun - All Inclusive - Adults Only
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Nov 30, 2026
    3 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $714 per person
  • Nonstop Vacation Deal
    Punta Cana
    Instant Savings up to $500
    Exclusive Offer

    Hyatt Vivid Punta Cana Resort & Spa - All Inclusive - Adults Only
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Feb 28, 2027
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $1,246 per person
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

Leave the hard part of planning your next getaway to us, America’s favorite vacation company. The sun and sand will be at your fingertips before you know it. We’ve done the research to find the best flight deals from Cleveland so you can start sunbathing on placid shores and dining in high-end restaurants, visiting ancient ruins, golfing, and treating yourself to pampering spa treatments. Or simply recharge, reconnect, and create memories with those you love.

Vacation Deals From Cleveland FAQ

What destinations have the cheapest vacation deals from Cleveland?

The cheapest Cleveland deals include world-class destinations in Cancun and Riviera Maya, Puerto Vallarta, the Dominican Republic, Montego Bay, Aruba, Costa Rica, St. Lucia, Nassau, and Hawaii. But if you prefer desert casinos or honkytonk nightlife to seaside escapes, we also have deals on travel to Las Vegas and Nashville.

How far in advance should I book from Cleveland for the best price?

If travelling during peak seasons or holidays, it’s best to book as far in advance as possible to get the most bang for your buck. A good rule of thumb is to make reservations 1 to 3 months out for domestic travel and 2 to 8 months ahead for international trips.

Are last minute vacation deals from Cleveland worth it?

Yes, we offer an exciting array of last minute flights from Cleveland. If it’s high time you embraced that impulsive side, take advantage of incredible options available within 60 days or less. There’s always time to give into wanderlust.