Highland Hills, IL
Chicago
Visit Highland Hills
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% 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
$101 nightly
The price is $112 total per night from Sep 28 to Sep 29
$112 total
Sep 28 - Sep 29
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! (3,026 reviews)
"The location is good and convenient."
Reviewed on Sep 19, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
$186 nightly
The price is $212 total per night from Oct 4 to Oct 5
$212 total
Oct 4 - Oct 5
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 ...
Hyatt Place Chicago/Downtown - The Loop
28 North Franklin Street Chicago IL
$220 nightly
The price is $262 total per night from Sep 27 to Sep 28
$262 total
Sep 27 - Sep 28
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,612 reviews)
"Very good"
Reviewed on Sep 19, 2026
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
$179 nightly
The price is $210 total per night from Oct 16 to Oct 17
$210 total
Oct 16 - Oct 17
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 ...
8.6/10 Excellent! (1,394 reviews)
"Everything was great!"
Reviewed on Sep 17, 2026
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
$209 nightly
The price is $249 total per night from Sep 20 to Sep 21
$249 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
Loews Chicago O'Hare Hotel
5300 N River Rd Rosemont IL
$239 nightly
The price is $272 total per night from Sep 20 to Sep 21
$272 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
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.
Photo by © City of Chicago
Open Photo by © City of Chicago
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.
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.
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
Explore a world of travel with Expedia
- Flights from Hartford (BDL) to Chicago (ORD)
- Flights from Pittsburgh (PIT) to Chicago (ORD)
- Flights from Salt Lake City (SLC) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Omaha (OMA) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from San Diego (SAN) to Chicago (ORD)
- Flights from Cincinnati (CVG) to Chicago (ORD)
- Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Fort Myers (RSW) to Chicago (ORD)
- Flights from Columbus (CMH) to Chicago (ORD)
- Flights from Las Vegas (LAS) to Chicago (ORD)
- Flights from Houston (HOU) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (CHI)
- Flights from Memphis (MEM) to Chicago (ORD)
- Flights from Atlanta (ATL) to Chicago (ORD)
- Flights from New York (NYC) to Chicago (ORD)
- Flights from Phoenix (PHX) to Chicago (CHI)
- Flights from San Antonio (SAT) to Chicago (ORD)
- Flights from Raleigh (RDU) to Chicago (ORD)
- Flights from Midway Intl.
- Flights from New Orleans (MSY) to Chicago (ORD)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Orlando (MCO) to Chicago (ORD)
- Flights from Washington (DCA) to Chicago (ORD)
- Flights from Baltimore (BWI) to Chicago (ORD)
- Flights from Jacksonville (JAX) to Chicago (ORD)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from Sacramento (SMF) to Chicago (ORD)
- Flights from Seattle (SEA) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Richmond (RIC) to Chicago (ORD)
- Flights from Orange County (SNA) to Chicago (ORD)
- Flights from Fort Lauderdale (FLL) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Indianapolis (IND) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from New York (JFK) to Chicago (ORD)
- Flights from Houston (IAH) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights to Chicago
- Flights from Mexico City (MEX) to Chicago (ORD)
- Flights to O'Hare Intl.
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Chicago
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Minneapolis (MSP) to Chicago (ORD)
- Flights from O'Hare Intl.
- 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
