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.

  • 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

    $999

    per person

    7 Day Guided Tour

    $999

    per person

  • Ocean Coral & Turquesa (25)
    Vacation Package
    Ocean Coral & Turquesa
    Puerto Morelos, Mexico

    Coastal Escape: Getaway at Ocean Coral & Turquesa from Chicago!

    3-8 Nights + Nonstop Airfare from ORD

    $649

    per person

    3-8 Nights + Nonstop Airfare from ORD

    $649

    per person

  • Grand Sirenis Riviera Maya Resort & Spa (22)
    Vacation Package
    Grand Sirenis Riviera Maya Resort & Spa
    Akumal, Mexico

    Sirenis Serenity: Luxurious Getaway to Grand Sirenis Riviera Maya from ORD!

    3-8 Nights + Nonstop Airfare from ORD

    $799

    per person

    3-8 Nights + Nonstop Airfare from ORD

    $799

    per person

  • Riu Palace Riviera Maya (17)
    Vacation Package
    RIU Palace Riviera Maya
    Riviera Maya, Mexico

    Royal Getaway: Experience the Grandeur of RIU Palace Riviera Maya from ORD!

    4 Nights + Nonstop Airfare from ORD

    $749

    per person

    4 Nights + Nonstop Airfare from ORD

    $749

    per person

  • Viva Maya By Wyndham (25)
    Vacation Package
    Viva Maya by Wyndham
    Playa Del Carmen, Mexico

    Sunshine & Smiles: Splashy Adventures at Viva Maya by Wyndham from Chicago!

    3-8 Nights + Nonstop Airfare from ORD

    $599

    per person

    3-8 Nights + Nonstop Airfare from ORD

    $599

    per person

Let our Travel Experts do the planning!

Start Planning