Hand-picked deals by our pirate team
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Hand-picked deals by our pirate team
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Blown Away by this Chicago Getaway 🌬️🌆
3-Night Chicago Vacation from $211—Downtown Hotel & Round-Trip Airfare Included
From $211
Get ready to explore the Windy City with this incredible 3-night getaway in downtown Chicago. It includes a stay at the fabulous citizenM Chicago Downtown (4.5/5 on TripAdvisor & 2023 Best of the Best Winner!!) and round-trip flights starting from $211 per person.
The property sits in the downtown area just steps from the Magnificent Mile, the iconic Bean sculpture, the Chicago Theatre, river cruises, and Chicago's famous deep-dish pizza.
Highlights
Departure
- Boston
- New York City
- Dallas
- Los Angeles
- Miami
- Orlando
- Atlanta
- Washington
- Raleigh
- Denver
Destination
- Chicago
Details
We found some dates with the best rates for you, but many others are available.
All prices listed are based on nonstop journeys or short layovers. You can click on the deal to see all the flight options and choose the most convenient for you.
Example of Cheapest Date
Additional Information
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*All of our deals are available at the time of publishing, but prices are subject to fluctuations and changes at any time.