Hand-picked deals by our pirate team
Get inspired!
Hand-picked deals by our pirate team
Hand-picked deals by our pirate team
Get inspired!
Hand-picked deals by our pirate team
Super Trendy 4.5⭐️ Chicago Weekend Getaway 😍
Luxe Chicago Weekend Trip from $253 this Summer & Fall—Includes Trendy Museum Hotel & Flights!
From $253
We've found a luxe Chicago weekend getaway for budget prices! Fly out from Friday to Sunday and spend two nights at the 4.5-star 21c Museum Hotel Chicago (4/5 on TripAdvisor), where you'll enjoy a prime location a 5-minute walk from the Magnificent Mile, an onsite contemporary art museum, quirky decor, a spa, and a trendy restaurant.
While you'd typically pay at least $500 for a luxe Chicago weekend getaway, you can book from over 40% off today! We've found the best-value deals on summer and fall dates through October.
Departure
- Atlanta
- Dallas
- Fort Lauderdale
- Houston
- Los Angeles
- Boston
- Washington
Destination
- Chicago
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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