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 Tulum Resort & Beach Club
Tulum, Mexico

Tulum Temptations: Jet from Chicago to Sun, Sand & Secrets Tulum Resort & Beach Club!

3-9 Nights + Nonstop Airfare from ORD

Starting from $749

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $749

per person
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 $1,119

per person

7 Day Guided Tour

Starting from $1,119

per person
Packages
Paris City Getaway
Paris, France

Paris Getaway: 6 Nights at Hotel Beauregard with Nonstop Airfare for $1,338 per person!

6 Nights + Nonstop Airfare + Transfers

Starting from $1,338

per person

6 Nights + Nonstop Airfare + Transfers

Starting from $1,338

per person
Packages
6 Days in Grand Teton
Jackson, Wyoming

Experience the wonders of Grand Teton & Jackson Hole

5 Nights + Nonstop Airfare + Rental Car

Starting from $1,729

per person

5 Nights + Nonstop Airfare + Rental Car

Starting from $1,729

per person
Guided TourEXCLUSIVE
Explore Scotland with Tom Kief – SOLD OUT
Globus
Join Tom Kief from 95 Will Rock and LaMacchia Travel this May 2025 and discover the highlights of the Scottish land!

Air + First Class Tour

Starting at $4,199

per person

Air + First Class Tour

Starting at $4,199

per person
Packages
Nickelodeon Hotels and Resorts Punta Cana
Dominican Republic, Caribbean

Slime Time Getaway: Chicago to Nickelodeon Resort Punta Cana!

3-7 Nights + Nonstop Airfare from ORD

Starting from $739

per person

3-7 Nights + Nonstop Airfare from ORD

Starting from $739

per person
Packages
Nickelodeon Hotels and Resorts Riviera Maya
Playa Del Carmen, Mexico

Slime & Sunshine: Experience Nickelodeon Riviera Maya Fun from Chicago O'Hare!

3-8 Nights + Nonstop Airfare from ORD

Starting from $1,199

per person

3-8 Nights + Nonstop Airfare from ORD

Starting from $1,199

per person
Packages
Platinum Yucatan Princess All Suites & Spa Resort
Playa Del Carmen, Mexico

Yucatan Oasis: Platinum Yucatan Princess All Suites & Spa Resort from Chicago O'Hare!

3-9 Nights + Nonstop Airfare from ORD

Starting from $599

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $599

per person
Packages
GR Solaris Caribe
Cancun, Mexico

Sunshine Sojourn: Luxuriate at GR Solaris Caribe 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
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 $499

per person

3-9 Nights + Nonstop Airfare from ORD

Starting from $499

per person