Nonstop Vacations out of

Chicago

Chicago Travel Deals

Nonstop to Paradise!

Ready to head out of the windy city for some worldly adventures? We are too. Below you’ll find some of the best deals of Chicago O’Hare and Chicago Midway International Airport.

Chicago Travel Deals

Nonstop to Paradise!

Ready to head out of the windy city for some worldly adventures? We are too. Below you’ll find some of the best deals of Chicago O’Hare and Chicago Midway International Airport.

  • Bahia Principe Grand Coba (24)
    Packages
    Bahia Principe Grand Coba
    Akumal, Mexico

    Mayan Majesty: Discover Bahia Principe Grand Coba from Chicago!

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $499

    per person

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $499

    per person

  • Paradisus Grand Cana (20)
    Packages
    Paradisus Grand Cana
    Dominican Republic, Caribbean

    Paradise Perfected: Nonstop Luxury to Paradisus Grand Cana from Chicago!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $769

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $769

    per person

  • Girl Walking Through Water
    Packages
    Breathless Riviera Cancun Resort & Spa
    Cancun, Mexico

    Unleash Your Senses: Adults-Only Getaway at Breathless Riviera Cancun Resort & Spa!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $649

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $649

    per person

  • Dreams Natura Resort & Spa (28)
    Packages
    Dreams Natura Resort & Spa
    Puerto Morelos, Mexico

    Nature's Retreat: Getaway at Dreams Natura Resort & Spa from Chicago O'Hare!

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $629

    per person

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $629

    per person

  • Bahia Principe Grand Tulum (24)
    Packages
    Bahia Principe Grand Tulum
    Tulum, Mexico

    Tulum Adventure: Family Delights at Bahia Principe Grand Tulum from Chicago O'Hare!

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $599

    per person

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $599

    per person

  • Riu Latino (22)
    Packages
    RIU Latino
    Costa Mujeres, Mexico

    Latino Luxe: Discover RIU Latino with Direct Flights from Chicago!

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $569

    per person

    3-8 Nights + Nonstop Airfare from ORD

    Starting from $569

    per person

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