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Top hotels in Highland Hills

Level Chicago - River North

Level Chicago - River North

4 out of 5
369 W Grand Ave Chicago IL
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $228 total per night from Apr 27 to Apr 28
$228 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on ...
The check in process was a little crazy, can’t say I have ever needed a background check to stay somewhere so it was a bit time consuming although I suppose good to know safety is a priority. View from property was the best part hands down! Cost of overall stay was great deal, parking for $65 a night ...

Reviewed on Apr 14, 2026

Opens in a new windowLevel Chicago - River North
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Apr 16 to Apr 17
$81 total
Apr 16 - Apr 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour ...
Room was very clean and spacious

Reviewed on Apr 14, 2026

Opens in a new windowSureStay Plus Hotel by Best Western Chicago Lombard
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundable
$135 nightly
The price is $158 total per night from Apr 26 to Apr 27
$158 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Emergency booking, staff and room was exactly what I needed

Reviewed on Apr 14, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Apr 22 to Apr 23
$140 total
Apr 22 - Apr 23
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
Very Clean and beautiful

Reviewed on Apr 15, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Fully refundable
$131 nightly
The price is $154 total per night from Apr 26 to Apr 27
$154 total
Apr 26 - Apr 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi ...
Great

Reviewed on Apr 15, 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
28 North Franklin Street Chicago IL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $189 total per night from Apr 26 to Apr 27
$189 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
The room was clean and some of the staff were very helpful the only issue was there was no parking for the hotel.

Reviewed on Apr 13, 2026

Opens in a new windowHyatt Place Chicago/Downtown - The Loop
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3 out of 5
1 S Franklin Street Chicago IL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $173 total per night from Apr 26 to Apr 27
$173 total
Apr 26 - Apr 27
Total with taxes and fees
This smoke-free hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
.

Reviewed on Apr 14, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Chicago Downtown
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Fully refundable
$128 nightly
The price is $151 total per night from Apr 26 to Apr 27
$151 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Breakfast was average. Breakfast is only included for two guest.

Reviewed on Apr 13, 2026

Opens in a new windowHoliday Inn & Suites Chicago - Downtown by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $240 total per night from May 9 to May 10
$240 total
May 9 - May 10
Total with taxes and fees
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
I would rate this hotel as good to excellent if not for one employee. I stayed two nights and all the staff including front desk, restaurant and housekeeping were customer friendly and efficient with one exception. I returned back to the main entrance of the hotel on the second night after a long ...

Reviewed on Apr 12, 2026

Opens in a new windowHilton Chicago O'Hare Airport
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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.

Highland Hills Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Highland Hills area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Highland Hills to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Highland Hills are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

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