
Oakwood Hills Holidays
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Top Flight + Hotel Deals in Oakwood Hills
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was €1,036, price is now €757 per person
€757
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Room was spotless, all the kitchen amenities were provided such as a Nespresso machine with refills, electric kettle, dishes, utensils, pots, and pans. The refrigerator has a water dispenser inside full-size freezer microwave dishwasher. They provide dishwashing detergent and dish soap. Paper towels. Stackable washer and dryer they supply a single sample of laundry detergent to do laundry then you’re on your own. Aldi is on the first floor so if you need anything grocery is available. there is a café attached to the building. Workout area is immaculately cleaned every day. There is a game room a large area to watch TV. we did not bring our pet, but there is an area on the rooftop for pets to run around and there’s green space down below. A full basketball court and an area for children to play. it was winter so the pool and hot tub were closed. they provide fresh linens and towels as needed. They are very prompt and answer the phone quickly. The parking is secure and well lit. Location is in a safe neighborhood. Across the street is disco pancakes for breakfast. Target is just down the road and CVS and Jewel grocery stores. This is our second time staying. When we do stay, we stay about a week. It is quiet. Great views.
Reviewed on 3 Dec 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,520, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 21 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on 2 Dec 2025

Viceroy Chicago
Downtown Chicago
Price was €1,082, price is now €818 per person
€818
per person
1 Feb - 6 Feb
found 21 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
Clean room and lovely staff. Loved the extra holiday vibes! It made our trip to Chicago magical!
Reviewed on 8 Dec 2025

Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was €1,025, price is now €815 per person
€815
per person
1 Feb - 6 Feb
found 21 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,210 reviews)
Hotel is exceptional. Staff was excellent. Our corner suite has an amazing view!!
Reviewed on 7 Dec 2025

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €928, price is now €760 per person
€760
per person
1 Feb - 6 Feb
found 21 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
Amazing location. Love this historic hotel and the included room service breakfast is one of the best I’ve ever had.
Reviewed on 8 Dec 2025
Top hotels in Oakwood Hills

Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
The price is €68 per night from 10 Dec to 11 Dec
€68
10 Dec - 11 Dec
includes taxes & fees
8.2/10 Very Good! (836 reviews)
Yes
Reviewed on 3 Dec 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
The price is €62 per night from 14 Dec to 15 Dec
€62
14 Dec - 15 Dec
includes taxes & fees
7.8/10 Good! (1,437 reviews)
Customer service
Reviewed on 1 Dec 2025

Chez Hotel Arlington Heights
519 W Algonquin Rd Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is €123 per night from 3 Jan to 4 Jan
€123
3 Jan - 4 Jan 2026
includes taxes & fees
9/10 Wonderful! (518 reviews)
Second year that we stay at the Chez for thanksgiving weekend. I absolutely enjoyed my stay last year which is why we chose to stay again this year. Everything was fine even though the heater wasn’t working on the fifth floor, which is where we had to stay. Norma suggested that check out at 11, so ...
Reviewed on 6 Dec 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
