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.

  • Hyatt Zilara Riviera Maya (10)
    Packages
    Hyatt Zilara Riviera Maya
    Riviera Maya, Mexico

    Riviera Retreat: Luxury Getaway at Hyatt Zilara Riviera Maya from Chicago O'Hare!

    3-8 Nights + Nonstop Air from ORD

    Starting from $799

    per person

    3-8 Nights + Nonstop Air from ORD

    Starting from $799

    per person

  • Costa Rica Retreat 20241
    Guided Tour
    Costa Rica Escape
    Globus

    Costa Rica Uncovered: A 7-Day Guided Escape Through Monteverde Cloud Forests, Arenal Volcano, and San José's Vibrant Heart!

    7 Day Guided Tour

    Starting from $1,269

    per person

    7 Day Guided Tour

    Starting from $1,269

    per person

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

    Mayan Majesty: Discover Bahia Principe Grand Coba from Chicago!

    3-9 Nights + Nonstop Airfare from ORD

    Starting from $529

    per person

    3-9 Nights + Nonstop Airfare from ORD

    Starting from $529

    per person

  • Bahia Principe Fantasia Punta Cana (18)
    Packages
    Bahia Principe Fantasia Punta Cana
    Dominican Republic, Caribbean

    Fantasy Escape: Discover Bahia Principe Fantasia from Chicago!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $659

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $659

    per person

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