Crestwood Holidays
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Top Flight + Hotel Deals in Crestwood
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was €1,735, price is now €1,160 per person
€1,160
per person
23 Jun - 28 Jun
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on 25 Apr 2026
Swissotel - Chicago
Downtown Chicago
Price was €2,109, price is now €1,410 per person
€1,410
per person
23 Jun - 28 Jun
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.
Reviewed on 27 Apr 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,956, price is now €1,376 per person
€1,376
per person
23 Jun - 28 Jun
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,663 reviews)
bar selection and staff wonderful
Reviewed on 28 Apr 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €1,853, price is now €1,310 per person
€1,310
per person
23 Jun - 28 Jun
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,131 reviews)
Great location, nice property, extremely slow breakfast at in house restaurant Toro. Didn’t appreciate paying an “urban experience fee” with associated taxes.
Reviewed on 24 Apr 2026
Top hotels in Crestwood
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €114 per night from 25 May to 26 May
€114
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (2,646 reviews)
Great location nice hotel!
Reviewed on 28 Apr 2026
River Hotel
75 East Wacker Drive Chicago IL
The price is €146 per night from 25 May to 26 May
€146
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (5,144 reviews)
Everything was great until morning then our room filled up with smoke otherwise it was good
Reviewed on 27 Apr 2026
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €111 per night from 25 May to 26 May
€111
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (3,476 reviews)
Gave me a double twin when I reserved a queen; clean enough though the facilities were very dated
Reviewed on 29 Apr 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.
Naval Base Great Lakes
5/5(1 review)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4/5(127 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
€38
per adult
98% of travellers recommend
Chicago Sightseeing River and Lake Cruise
€40
per adult
100% of travellers recommend
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