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
Secrets Tides Punta Cana
Dominican Republic, Caribbean

Beachfront Bliss: Adult Retreat at Secrets Tides Punta Cana from Chicago O'Hare!

3-7 Nights + Nonstop Airfare from ORD

Starting from $799

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $799

per person
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
Packages
RIU Palace Costa Mujeres
Costa Mujeres, Mexico

Palace Paradise: Experience RIU Palace Costa Mujeres from Chicago O'Hare!

3-9 Nights + Nonstop Airfare from ORD

Starting from $529

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $529

per person
Packages
RIU Palace Kukulkan
Cancun, Mexico

Cancun Chic: Adults-Only Luxury at RIU Palace Kukulkan from ORD!

3-7 Nights + Nonstop Airfare from ORD

Starting from $599

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $599

per person
Packages
Bahia Principe Grand Tulum
Tulum, Mexico

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

3-7 Nights + Nonstop Airfare from ORD

Starting from $569

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $569

per person
Packages
Ocean Blue & Sand
Dominican Republic, Caribbean

Sapphire Shores: Luxurious Getaways to Ocean Blue & Sand from ORD!

3-7 Nights + Nonstop Airfare from ORD

Starting from $559

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $559

per person
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 $499

per person

3-8 Nights + Nonstop Airfare from ORD

Starting from $499

per person