Crestwood Holidays
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Top Flight + Hotel Deals in Crestwood
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €763, price is now €583 per person
€583
per person
21 May - 24 May
found 15 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (2,575 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well.
The location is excellent and i would go back.
Reviewed on 4 Mar 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was €870, price is now €679 per person
€679
per person
21 May - 24 May
found 14 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street
Reviewed on 12 Mar 2026
Kinzie Hotel
Downtown Chicago
Price was €799, price is now €648 per person
€648
per person
21 May - 24 May
found 15 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (2,086 reviews)
Staff was extremely helpful. Rooms were clean and nearby lots of shopping and restaurants. Good continental breakfast in the morning too. Only negative was it was noisy at night with door clicking and noise when you turn on bathroom light at night. It wakes everyone with you up.
Reviewed on 13 Mar 2026
voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
Price was €830, price is now €683 per person
€683
per person
21 May - 24 May
found 14 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (3,702 reviews)
Staff was wonderful. Room was clean. We'll definitely be visiting again!
Reviewed on 13 Mar 2026
Top hotels in Crestwood
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €166 per night from 27 Mar to 28 Mar
€166
27 Mar - 28 Mar
includes taxes & fees
8/10 Very Good! (9,923 reviews)
The location is amazing, right on Michigan Avenue, across the street from the park, a few blocks south of the river. The staff was friendly and efficient when I checked in, asked a few questions, and checked out. The room was great... nicer than I imagined. I would have liked daily room service. ...
Reviewed on 14 Mar 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €160 per night from 22 Mar to 23 Mar
€160
22 Mar - 23 Mar
includes taxes & fees
9.4/10 Exceptional! (3,527 reviews)
Clean, central and amazing breakfast
Reviewed on 13 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €134 per night from 23 Mar to 24 Mar
€134
23 Mar - 24 Mar
includes taxes & fees
8.6/10 Excellent! (5,737 reviews)
Clean property overall, cleaning staff did not clean our room daily and we had to ask for towels and wash clothes. It is close and in walking distance of restaurants and shopping.
Reviewed on 14 Mar 2026
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.
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
4.5/5(14 reviews)
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Crestwood
Skydeck - Willis Tower Admission
€37
per adult
98% of travellers recommend
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