Hillcrest Holidays
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Top Flight + Hotel Deals in Hillcrest
Price found within the past 48 hours. Click for updated prices.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €1,054, price is now €827 per person
€827
per person
27 Dec - 1 Jan
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18/10 Exceptional! (1,002 reviews)
Great stay as always- beautiful property, rooms, Game Room is a gem, and excellent staff; just a couple notes:
Bring back The Milk Room!
The lobby seating was less inviting with so much turned over to assigned-seating dining.
Can the hotel offer at least complimentary coffee/tea for guests? I prepaid for breakfast but still had to pay $5 per cup of coffee.
Reviewed on 9 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,487, price is now €1,123 per person
€1,123
per person
19 Dec - 22 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance.
The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return.
Mr. & Mrs.S
Reviewed on 17 Nov 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €1,161, price is now €888 per person
€888
per person
1 Feb - 6 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.4/10 Exceptional! (317 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on 28 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €1,146, price is now €880 per person
€880
per person
1 Feb - 6 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.
Reviewed on 18 Nov 2025
Top hotels in Hillcrest
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is €136 per night from 1 Dec to 2 Dec
€136
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
Excellent overnight stay. Very clean, quiet, and comfortable. I would stay again.
Reviewed on 12 Nov 2025
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
Fully refundable
The price is €85 per night from 15 Dec to 16 Dec
€85
15 Dec - 16 Dec
includes taxes & fees
8.4/10 Very Good! (927 reviews)
Quiet and cozy. Slept well.
Reviewed on 15 Nov 2025
Comfort Inn DeKalb - University Area
W Lincoln Hwy, 1314,1314 DeKalb IL
Fully refundableReserve now, pay when you stay
The price is €52 per night from 30 Nov to 1 Dec
€52
30 Nov - 1 Dec
includes taxes & fees
6.8/10 (261 reviews)
We always enjoy staying there - everyone is friendly and kind. Room is clean, beds comfy
Reviewed on 6 Nov 2025
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.
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