Name: Hyatt Regency O'Hare Chicago
Price range: CA $201
Rating: 8.8

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

CA $191

CA $227 total

Jun 29 - Jun 30

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...

8/10 Very Good! (10,295 reviews)

"Have to pay for parking plus the ac barely works"

Reviewed on Jun 17, 2026

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

CA $223

CA $266 total

Jul 1 - Jul 2

includes taxes & fees

Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...

7.8/10 Good! (1,587 reviews)

"Amazing! My daughter and I loved it, including the location."

Reviewed on Jun 17, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

CA $201

CA $229 total

Jul 1 - Jul 2

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

8.8/10 Excellent! (2,685 reviews)

"Hotel is conveniently located nearby the Chicago O’Hare airport. The room was clean and amenities were good for our stay. Shuttle from the airport to the hotel was helpful."

Reviewed on Jun 17, 2026

See all 4,526 properties in Winnetka

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sentral Michigan Avenue

808 SOUTH MICHIGAN AVENUE Chicago IL

Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests ...

9.2/10 Wonderful! (1,192 reviews)

"I loved the freshness of my whole stay very relaxing views very nice!"

Reviewed on Jun 15, 2026

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL

Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...

9.4/10 Exceptional! (794 reviews)

"If you enjoy looking at the skyline i highly recommend this place. Was perfect for my stay and a really nice area!"

Reviewed on Jun 17, 2026

Level Chicago – Old Town

1140 North Wells Street Chicago IL

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our ...

9/10 Wonderful! (494 reviews)

"This was one of the nicest "hotel rooms" I have ever stayed in. Great location, awesome view, superior comfort. This will be my first choice in Chicago going forward. Next time I'll check out the amenities. Highly recommended. 13/10"

Reviewed on Jun 17, 2026

See all properties in Winnetka

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Winnetka attractions

Chocolate Box

Enjoy a stop at Chocolate Box, an entertaining place to visit in Winnetka. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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