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The Latest Highland Hills Vacation Packages
Price found within the past 48 hours. Click for updated prices.
W Chicago - Lakeshore
Downtown Chicago
Save 100% on your flight
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Chicago (ORD)
8.2/10 Very Good! (1,006 reviews)
Good stay at the W, staff was very nice and organized.
Would stay there again for sure.
Reviewed on Jun 17, 2024
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
9.2/10 Wonderful! (1,230 reviews)
Location is amazing, super friendly staff. Will definitely be back soon
Reviewed on Jun 17, 2024
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
9.2/10 Wonderful! (3,567 reviews)
My family spent 5 nights at the London House. We would absolutely recommend it! Very family friendly. Only complaint would be the full size beds they had plenty of space to accommodate queen size beds. Staff was friendly and helpful with every interaction.
Reviewed on Jun 17, 2024
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
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is ₩111,512 per night from Jun 20 to Jun 21
₩111,512
per night
Jun 20 - Jun 21
8.6/10 Excellent! (1,583 reviews)
"It was clean, quiet, and the staff was very nice"
Reviewed on Jun 15, 2024
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
The price is ₩208,325 per night from Jul 1 to Jul 2
₩208,325
per night
Jul 1 - Jul 2
8.6/10 Excellent! (1,010 reviews)
"Great hotel!"
Reviewed on Jun 17, 2024
Marriott Chicago O'Hare
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩219,290 per night from Jul 1 to Jul 2
₩219,290
per night
Jul 1 - Jul 2
8/10 Very Good! (1,008 reviews)
"Rooms were small and we had an issue with the deadbolt to start off. They fixed it quickly. But pull was run down and an probably use a update"
Reviewed on Jun 16, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Highland Hills
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Six Flags Great America
4.5/5(347 reviews)
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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Hotels
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Flights
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.