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🐻 Join The Club! Head To Chicago For A Weekend Vacay!
Snag up to 30% off on this fantastic Chicago vacay deal, flights and hotels included!
From $229
We found you a great vacation package gets you to Chicagoland and into a 3-star room at the Club Quarters Hotel Central Loop, Chicago (4/5 on TripAdvisor, 2023 Travelers' Choice Award Winner) with no stops! This hotel is conveniently located in the Loop and close to both the Lake and some of the city's best museums!
These weekend vacations also include roundtrip, often nonstop flights with United, Spirit and Frontier!
Highlights
Departure
- Houston
- San Francisco
- Washington
- Seattle
- Phoenix
- Orlando
- Los Angeles
- Boston
- New York City
- Winnipeg
- Montreal
- Toronto
Destination
- Chicago
Details
Here are some of the dates and departure airports we found for you, but there are many more available.
Here's the best deal we found...
Additional Information
All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.
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