Hillcrest Holidays
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Top Flight + Hotel Deals in Hillcrest
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €1,041, price is now €730 per person
€730
per person
17 Nov - 24 Nov
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Had a great uneventful stay
Reviewed on 22 Sept 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €2,036, price is now €1,291 per person
€1,291
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Perfect location, beautiful view, nice staffs, excellently maintained room and facility!
Reviewed on 28 Sept 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,484, price is now €962 per person
€962
per person
17 Nov - 24 Nov
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Good location not far from all the big attractions. But it was noisy in the evening.
Reviewed on 29 Sept 2025
The Emily Hotel
Downtown Chicago
Price was €1,545, price is now €1,032 per person
€1,032
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.
Reviewed on 29 Sept 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,269, price is now €859 per person
€859
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!
Reviewed on 26 Sept 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 €118 per night from 12 Oct to 13 Oct
€118
12 Oct - 13 Oct
includes taxes & fees
9.2/10 Wonderful! (972 reviews)
Business As Usual
"All Good, Stay here at least once a month. No problems here"
Reviewed on 24 Sept 2025
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road, Sycamore, IL
Fully refundable
The price is €88 per night from 12 Oct to 13 Oct
€88
12 Oct - 13 Oct
includes taxes & fees
8.4/10 Very Good! (896 reviews)
"It was very comfortable. And local to everything."
Reviewed on 27 Sept 2025
Best Western Sycamore Inn
1935 Dekalb Ave, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is €88 per night from 8 Oct to 9 Oct
€88
8 Oct - 9 Oct
includes taxes & fees
8/10 Very Good! (355 reviews)
"Friendly staff, excellent housekeeping team ."
Reviewed on 20 Aug 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
