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.

Packages
Dreams Aventuras Riviera Maya
Riviera Maya, Mexico

Tropical Tranquility in Riviera Maya - All Inclusive with Direct Flights from Chicago!

3-9 Nights + Nonstop Airfare from ORD

Starting from $579

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $579

per person
Packages
Breathless Cancun Soul Resort & Spa
Cancun, Mexico

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

3-9 Nights + Nonstop Airfare from ORD

Starting from $759

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $759

per person
Packages
RIU Palace Bavaro
Dominican Republic, Caribbean

Palatial Escape: Adventure at RIU Palace Bavaro with Direct Flights from Chicago O'Hare!

3-7 Nights + Nonstop Airfare from ORD

Starting from $839

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $839

per person
Packages
Hyatt Ziva Riviera Cancun
Riviera Maya, Mexico

Escape to Elegance: Luxury at the Hyatt Ziva Riviera Cancun from Chicago O'Hare!

3-9 Nights + Nonstop Airfare from ORD

Starting from $549

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $549

per person
Packages
Breathless Riviera Cancun Resort & Spa
Cancun, Mexico

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

3-9 Nights + Nonstop Airfare from ORD

Starting from $669

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $669

per person
Packages
El Dorado Royale
Playa Del Carmen, Mexico

Indulgent Escape: Nonstop to El Dorado Royale from Chicago O'Hare!

3-7 Nights + Nonstop Airfare from ORD

Starting from $539

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $539

per person
Packages
El Dorado Maroma
Riviera Maya, Mexico

Maroma Magic: Nonstop to Paradise from Chicago!

3-7 Nights + Nonstop Airfare from ORD

Starting from $899

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $899

per person
Guided Tour
Spain & Portugal Escape
Globus
Discover the Magic of Iberia: Immerse Yourself in the Culture and Cuisine of Spain and Portugal on a 9-Day Tour from Barcelona to Madrid!

9 Day Guided Tour + Roundtrip Air

Starting from $2,199

per person

9 Day Guided Tour + Roundtrip Air

Starting from $2,199

per person