Luxe Chicago Weekend Trip from $253 this Summer & Fall—Includes Trendy Museum Hotel & Flights!
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.
July 2023 - October 2023
All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.