Hotels in Highland Hills, Chicago from CA $76

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

Filter by

Guest rating
Guest rating
Star rating

Highland Hills hotels and places to stay

Hyatt House Chicago West Loop
City view from property

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1018)
"Perfect location"
The price is CA $261
CA $307 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt House Chicago West Loop
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2494)
"Had a wonderful stay here and staff was super friendly!"
The price is CA $186
CA $243 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Chicago Downtown
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1185)
"Friendly staff, rooms very clean, food was excellent "
The price is CA $251
CA $294 total
includes taxes & fees
Aug 24 - Aug 25
The Emily Hotel
SureStay Plus Hotel by Best Western Chicago Lombard
Lobby

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 star property
9.0 out of 10, Wonderful, (2190)
"Great affordable stay."
The price is CA $96
CA $106 total
includes taxes & fees
Aug 24 - Aug 25
SureStay Plus Hotel by Best Western Chicago Lombard
Extended Stay America Suites Chicago Lombard Yorktown Center
1 bedroom, pillowtop beds, desk, laptop workspace

Extended Stay America Suites Chicago Lombard Yorktown Center

2.5 star property
6.8 out of 10, (659)
"The staff was awesome, the rooms were clean and cozy"
The price is CA $120
CA $133 total
includes taxes & fees
Sep 14 - Sep 15
Extended Stay America Suites Chicago Lombard Yorktown Center
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (273)
"Great place. Good stay for family vacation to Chicago"
The price is CA $229
CA $300 total
includes taxes & fees
Sep 1 - Sep 2
Level Chicago Fulton Market
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3000)
"Convenient location, nice staff and clean rooms. "
The price is CA $245
CA $287 total
includes taxes & fees
Sep 1 - Sep 2
voco Chicago Downtown - Riverwalk by IHG
Hilton Garden Inn Chicago Central Loop
Garden

Hilton Garden Inn Chicago Central Loop

3.0 star property
9.2 out of 10, Wonderful, (1155)
"Great stay"
The price is CA $238
CA $280 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Chicago Central Loop
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1006)
"Friendly staff and close to the places I wanted to go to "
The price is CA $210
CA $263 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn & Suites Chicago - Downtown by IHG
Canopy by Hilton Chicago Central Loop
Terrace/patio

Canopy by Hilton Chicago Central Loop

4.0 star property
9.4 out of 10, Exceptional, (1273)
"Wonderful Hotel!"
The price is CA $257
CA $301 total
includes taxes & fees
Sep 4 - Sep 5
Canopy by Hilton Chicago Central Loop
Hyatt Place Chicago/Downtown - The Loop
Exterior

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
8.6 out of 10, Excellent, (1064)
"Very nice, friendly employees and the location is perfect."
The price is CA $210
CA $247 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Place Chicago/Downtown - The Loop
The Buckingham Hotel
Lounge

The Buckingham Hotel

3.5 star property
9.0 out of 10, Wonderful, (1003)
"Very friendly staff, very quiet hotel"
The price is CA $222
CA $280 total
includes taxes & fees
Aug 24 - Aug 25
The Buckingham Hotel
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place abd staff!"
The price is CA $315
CA $370 total
includes taxes & fees
Sep 1 - Sep 2
The Hoxton Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1404)
"Bernell was awesome at check in!! Would definitely recommend this Hotel!!!"
The price is CA $249
CA $292 total
includes taxes & fees
Aug 24 - Aug 25
Crowne Plaza Chicago West Loop by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
Exterior

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
8.8 out of 10, Excellent, (1790)
"Great location, amenities and staff!"
The price is CA $244
CA $287 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Chicago Dwtn - The Mart by IHG
Comfort Suites Chicago O'Hare Airport
Exterior

Comfort Suites Chicago O'Hare Airport

3.0 star property
8.2 out of 10, Very good, (2579)
"Pretty good the room was nice with a decent breakfast staff were always friendly"
The price is CA $119
CA $136 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Suites Chicago O'Hare Airport
La Quinta by Wyndham Chicago O'Hare Airport
Free daily buffet breakfast

La Quinta by Wyndham Chicago O'Hare Airport

3.0 star property
8.4 out of 10, Very good, (1834)
"Great hotel, convenient and clean. "
The price is CA $152
CA $174 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta by Wyndham Chicago O'Hare Airport
Hyatt Place Chicago Medical/University District
Lobby

Hyatt Place Chicago Medical/University District

3.0 star property
9.0 out of 10, Wonderful, (1264)
"It’s really good place to stay."
The price is CA $189
CA $222 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Place Chicago Medical/University District
Stone Creek Inn
Deluxe Studio Suite

Stone Creek Inn

2.5 star property
7.4 out of 10, Good, (414)
"It was a great place to stay!"
The price is CA $76
CA $86 total
includes taxes & fees
Aug 24 - Aug 25
Stone Creek Inn
Best Western Des Plaines/O’Hare
Reception

Best Western Des Plaines/O’Hare

2.5 star property
7.4 out of 10, Good, (1001)
"staff are fantastic helpful the place is quite close to the shopping areas the food was good "
The price is CA $121
CA $138 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Des Plaines/O’Hare
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Highland Hills

Find the best Highland Hills areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

Downtown Chicago

3 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop - Downtown featuring a river or creek

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Chicago which includes modern architecture and a city

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Highland Hills Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Within walking distance of the tram station at O'Hare International Airport. The food in the restaurant was okay--nothing to write home about."
Pamela 1-night trip
Posted 3 hours ago
Hilton Chicago O'Hare Airport

Frequently asked questions

What are the best family hotels in Highland Hills?
SureStay Plus Hotel by Best Western Chicago Lombard is a fantastic choice for families visiting Highland Hills, offering a inviting space with a traveller rating of 9.0. This hotel stands out for its family-friendly amenities, including complimentary accommodations for children and spacious rooms equipped with sofa beds, ensuring everyone has a comfortable place to rest after a day of adventure.

Families will appreciate the convenience of the free buffet breakfast, which allows guests to start their day with a hearty meal without the hassle of dining out. Additionally, the hotel features a snack bar, great for those midday cravings or late-night snacks, making it easy to keep everyone satisfied.
What hotels in Highland Hills offer free breakfast?
SureStay Plus Hotel by Best Western Chicago Lombard is a fantastic option for travellers looking for a convenient stay in Highland Hills. With a stellar review score of 9.0, this hotel offers a complimentary buffet breakfast, great for families needing a hearty start to their day. Guests appreciate the spacious rooms, which include a sofa bed, making it an ideal choice for families.

For those who prefer a more home-like experience, the Extended Stay America Suites Chicago Lombard Yorktown Center also provides a free breakfast option. This hotel features in-room kitchens, allowing families to prepare their own meals, which can be a real advantage for parents looking to save on dining costs. Additionally, it is pet-friendly, making it a great choice for families traveling with furry companions.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Hills.
How can I save on a Highland Hills hotel booking with Expedia?
Before booking your Highland Hills hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Highland Hills hotel?
Hotel prices in Highland Hills often vary, but you can find a great deal from CA $76 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.