Highland Hills, IL
Chicago
Visit Highland Hills
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Chicago
$26
per adult
92% of travellers recommend
Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
$95 nightly
The price is $105 total per night from Sep 8 to Sep 9
$105 total
Sep 8 - Sep 9
Total with taxes and fees
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! (3,002 reviews)
"The wifi cut off regularly."
Reviewed on Sep 5, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $295 total per night from Sep 27 to Sep 28
$295 total
Sep 27 - Sep 28
Total with taxes and fees
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 ...
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
$189 nightly
The price is $225 total per night from Sep 7 to Sep 8
$225 total
Sep 7 - Sep 8
Total with taxes and fees
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 ...
9/10 Wonderful! (2,601 reviews)
"Great hotel, convenient to downtown Chicago."
Reviewed on Sep 5, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
$179 nightly
The price is $204 total per night from Sep 7 to Sep 8
$204 total
Sep 7 - Sep 8
Total with taxes and fees
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 ...
9/10 Wonderful! (3,114 reviews)
"Had a quiet and productive weekend. Will definitely stay here again. Thanks"
Reviewed on Sep 4, 2026
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
$64 nightly
The price is $71 total per night from Oct 4 to Oct 5
$71 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.2/10 Good! (1,779 reviews)
"The room had a awful sn"
Reviewed on Sep 4, 2026
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $221 total per night from Sep 27 to Sep 28
$221 total
Sep 27 - Sep 28
Total with taxes and fees
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 ...
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.
Where to stay in Highland Hills
Find the best Highland Hills areas and neighborhoods for the activities you enjoy most. Learn more about Highland Hills
Learn more about Highland Hills
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Highland Hills, IL
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- Visit Naperville
- Visit Hillside
- Visit Rush Street
- Visit Magnificent Mile
- Visit Oakbrook Terrace
- Visit Bedford Park
- Visit Addison
- Visit Villa Park
- Visit Berkeley
- Visit Glen Ellyn
- Visit Elk Grove Village
- Visit Franklin Park
- Visit Lisle
- Visit Melrose Park
- Chicago Vacations
- Where to stay in Chicago
- Visit Oak Brook
- Visit Downtown Chicago
- Visit The Loop
- Visit United Center
- Visit Oak Park
- Visit Chicago
- Visit Downers Grove
- Visit Elmhurst
- Visit Wheaton
- Visit Lombard
- Visit Schaumburg
- Visit Westmont
- Visit Hinsdale
- Visit Itasca
- Visit Clarendon Hills
- Visit Rosemont
