Whether it’s business, romance, or a family vacation bringing you to the Windy City, you’ll find the best Chicago hotel deals here. Stroll the picturesque Chicago River, explore culinary offerings of Randolph Streets "Restaurant Row,” and immerse yourself fully in the sights and sounds of the city with the best year-round and seasonal packages.
The longer you stay, the more you save. Save up to 30% when staying 3+ nights.
Earn 2x points and a room upgrade on your next stay.
Enjoy a Fall cocktail at Bar Allegro!
The smell of roasted nuts, fresh pretzels, and hot spiced wine, the sound of festive music, and the glimmer of sparkling Christmas ornaments, all in a cozy atmosphere – this is the authentic German-style Christkindlmarket experience.
Planning ahead pays off. Book 7+ days in advance for up to 15% off.
Sonesta Travel Pass members enjoy a 10% discount when booking direct. Always. No strings attached. One more way that your membership brings you more.
Save 15% on your 3 night stay in Chicago
Save 30% on your 5 night stay in Chicago
Government employees enjoy a discounted rate!
