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Highland Park Holidays
Photo by Meghan hernandez
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Top Highland Park Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1676cf3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
per person
6 Aug - 8 Aug
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8/10 Very Good! (2,380 reviews)
Perfect location to literally everything. Very nice hotel and a good breakfast each morning.
Reviewed on 19 Jun 2024
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/2a95e836_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
6 Aug - 8 Aug
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.6/10 Excellent! (1,166 reviews)
We like staying at this property because it is convenient to many shopping and restaurant venues within a couple blocks.
The only thing that we didn’t like is that sometimes the unhoused individuals would come into the Ground floor entrance and beg for money. The security desk is not manned at times.
Other than that, the property is well kept and the staff is incredible! This was our second time staying here and we will stay again.
Reviewed on 17 Jun 2024
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Top hotels in Highland Park
![Thompson Chicago, by Hyatt](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/a8b34dca_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Thompson Chicago, by Hyatt
21 East Bellevue, Chicago, IL
Fully refundable
The price is HK$1,115 per night from 1 Jul to 2 Jul
HK$1,115
per night
1 Jul - 2 Jul
9/10 Wonderful! (1,008 reviews)
"The room had a dinky little espresso machine but no coffee. Ordering coffee to the room was insanely expensive. $5 just for ordering cream with the coffee. Really disappointing how they gouge you for coffee. Everything else was fantastic."
Reviewed on 16 Jun 2024
![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Marriott Chicago O'Hare
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is HK$1,241 per night from 1 Jul to 2 Jul
HK$1,241
per night
1 Jul - 2 Jul
8/10 Very Good! (1,001 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 16 Jun 2024
![Loews Chicago O'Hare Hotel](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/b46410d2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Loews Chicago O'Hare Hotel
5300 N River Rd, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is HK$1,476 per night from 1 Jul to 2 Jul
HK$1,476
per night
1 Jul - 2 Jul
9.2/10 Wonderful! (1,604 reviews)
"I didn't like view, Dining options were perfect"
Reviewed on 16 Jun 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
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Six Flags Great America
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(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Highland Park
Odyssey Lake Michigan Premier Dinner Cruise
HK$1,031
Per adult
76% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
HK$172
Per adult
90% of travellers recommend
Chicago: City Minibus Tour with Optional Architecture Cruise
HK$367
Per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.