Hotels Near
Highland Hills

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Featured Highland Hills Hotels

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
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (2,542 reviews)
The staff is always pleasant

Reviewed on Jan 29, 2026

SureStay Plus Hotel by Best Western Chicago Lombard
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
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,197 reviews)
Restuarant crews were fantastic; hotel location, unbeatable if overnight and early morning flight from ORd as in airport. Rooms smallish, dated but functional. $25 early check in petty, cheapened experience and bothered me.

Reviewed on Jan 31, 2026

Hilton Chicago O'Hare Airport
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 refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,941 reviews)
Room was great. However, the lobby had no coffee @ 0800 when we went to get some.

Reviewed on Jan 31, 2026

Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Fully refundable
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,724 reviews)
Clean location

Reviewed on Jan 29, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (2,148 reviews)
Great location

Reviewed on Jan 27, 2026

Holiday Inn Chicago Dwtn - The Mart by IHG
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 out of 5
350 W Wolf Point Plaza Building Chicago IL
Fully refundable
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (3,652 reviews)
Customer Service was amazing all around. The room was spotless and the staff was extremely accommodating!

Reviewed on Jan 29, 2026

voco Chicago Downtown - Riverwalk 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
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,354 reviews)
Kind staff - clean

Reviewed on Jan 31, 2026

Hyatt Regency O'Hare Chicago
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,843 reviews)
The staff was very friendly, the shuttle was quick and efficient. The room was very large and so clean, and it was so quiet! I would totally stay here again.

Reviewed on Jan 29, 2026

Comfort Suites Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
8.6/10 Excellent! (1,216 reviews)
Everything was perfect. I specifically want to thank the bell hop who jump started my car for me in the middle of a blizzard. Way above and beyond the call of duty!

Reviewed on Jan 27, 2026

Marriott Chicago O'Hare
The Emily Hotel

The Emily Hotel

4 out of 5
311 North Morgan Street Chicago IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (1,304 reviews)
Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again.

Reviewed on Jan 25, 2026

The Emily Hotel
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,179 reviews)
Great location. Clean room. Staff were kind and helpful.

Reviewed on Jan 26, 2026

Hyatt House Chicago West 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
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,674 reviews)
Everything was great, only gripe is I called before arrival and was told parking would be 60$ total for 2 days but when I arrived it was 60$ per day.

Reviewed on Jan 26, 2026

La Quinta Inn & Suites by Wyndham Chicago Downtown
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.

Hotels in Highland Hills

Chicago is a city that has a lot going on, but you have your sights set on Highland Hills. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Highland Hills has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Highland Hills hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Chicago so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Highland Hills underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Highland Hills city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Highland Hills cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Highland Hills at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $79
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Highland Hills hotel you want, book it, and never look back. Because your great escape is ahead of you.