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.

  • Majestic Elegance Costa Mujeres (25)
    Packages
    Costa Mujeres, Mexico

    Elegance Unleashed: Fun-Filled Nights at Majestic Elegance Costa Mujeres!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $769

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $769

    per person

  • Mom And Child On Beach
    Packages
    Dominican Republic, Caribbean

    Caribbean Dreaming: Discover the All-Inclusive Luxury of Dreams Royal Beach Punta Cana!

    4 Nights + Nonstop Airfare from ORD

    Starting from $939

    per person

    4 Nights + Nonstop Airfare from ORD

    Starting from $939

    per person

  • Friends On The Beach
    Packages
    Dominican Republic, Caribbean

    Tropical Luxury Awaits: Indulgence at Secrets Royal Beach Punta Cana from Chicago O'Hare!

    4-7 Nights + Nonstop Airfare from ORD

    Starting from $999

    per person

    4-7 Nights + Nonstop Airfare from ORD

    Starting from $999

    per person

  • Zoetry Agua Punta Cana (13)
    Packages
    Dominican Republic, Caribbean

    Tranquil Oasis: Retreat at Zoetry Agua Punta Cana with Direct Flights from Chicago O'Hare!

    4-7 Nights + Nonstop Airfare from ORD

    Starting from $1,099

    per person

    4-7 Nights + Nonstop Airfare from ORD

    Starting from $1,099

    per person

  • Breathless Cancun Soul Resort & Spa 14
    Packages
    Cancun, Mexico

    Chic Escape: Jet Off to Breathless Cancun Soul with Nonstop Flights from Chicago O'Hare!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $769

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $769

    per person

  • Kefdeal1
    Packages
    Iceland, Europe

    Icelandic Adventure: 5 Nights at Center Hotel Plaza with Nonstop Airfare and Car Rental!

    5 Nights + Nonstop Airfare + Car Rental

    Starting from $1,884

    per person

    5 Nights + Nonstop Airfare + Car Rental

    Starting from $1,884

    per person

  • Greek Escape
    Guided Tour
    Globus

    Epic Greek Journey: Explore Athens, Delphi, and Olympia Over 7 Days in a Guided Tour of Historical Splendor and Timeless Beauty!

    7 Day Guided Tour + Roundtrip Air

    Starting from $1,799

    per person

    7 Day Guided Tour + Roundtrip Air

    Starting from $1,799

    per person

  • Hyatt Vivid Grand Island
    Packages
    Cancun, Mexico

    Discover Paradise: Ocean Serenity at Hyatt Vivid Grand Island from Chicago!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $629

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $629

    per person

  • Our Habitas Tulum1
    Packages
    Tulum, Mexico

    Tulum Tranquility: 5 Nights at Our Habitas Tulum with Nonstop Flights from Chicago!

    5 Nights + Nonstop Air out of ORD + Transfers

    Starting from $1,095

    per person

    5 Nights + Nonstop Air out of ORD + Transfers

    Starting from $1,095

    per person

  • Untitled Design (19)
    Packages
    Rome, Italy

    Roman Rendezvous: 6 Nights at Hotel Morgana with Nonstop Airfare and Transfers!

    6 Nights + Nonstop Airfare + Transfers

    Starting from $1,746

    per person

    6 Nights + Nonstop Airfare + Transfers

    Starting from $1,746

    per person

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