Highland Park Holidays

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Top hotels in Highland Park

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$300 per night from 12 Dec to 13 Dec
S$300
12 Dec - 13 Dec
includes taxes & fees
8.2/10 Very Good! (2,152 reviews)
Clean and quiet and comfortable

Reviewed on 14 Nov, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is S$206 per night from 15 Dec to 16 Dec
S$206
15 Dec - 16 Dec
includes taxes & fees
8.6/10 Excellent! (2,123 reviews)
Extremely friendly and helpful staff. Beautiful architecture. Elevators were even fast! 10 out of 10!

Reviewed on 15 Nov, 2025

Hyatt Regency O'Hare Chicago
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

4 out of 5
1200 N Mittel Blvd Wood Dale IL
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 25 Nov to 26 Nov
S$129
25 Nov - 26 Nov
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Awesome stay and amazing customer service

Reviewed on 14 Nov, 2025

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
See all 2,628 properties in Highland Park
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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Highland Park

Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

S$57
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$59
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Highland Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.