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Luxury Chicago Weekend Getaway from Under $200!
Luxury Chicago Weekend Trip from $179 Including Top-Rated Hotel & Flights!
From $179
We've found a fabulous Chicago weekend getaway for budget weekday prices! Fly out from Friday to Sunday and spend two nights at the historic 4-star Ambassador Chicago (4.5/5 on TripAdvisor & winner of the 2021 Travelers' Choice Award), where you'll enjoy a prime Gold Coast location just blocks away from the Magnificent Mile, stylish decor, and an onsite cocktail bar.
While you'd typically pay at least $400 for a luxe Chicago weekend getaway, you can book from over half off today!