Highwood Holidays
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- Better togetherSave up to S$134 when you book a flight and hotel together*
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Top hotels in Highwood
Hilton Chicago O'Hare Airport
Convenient. Wonderful staff. Expensive!
Reviewed on 27 Nov, 2025
Hyatt Regency O'Hare Chicago
This is my 2nd time staying here. The rooms are huge and have a long sofa. It's very convenient to have a refrigerator in every room and microwave down the hall. The rooms are always very clean and quiet. There are several restaurants which have excellent food. Definitely I plan to come back here ...
Reviewed on 22 Nov, 2025
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
The room was nice, the staff was pleasant, attentive, and helpful. As a handicapped person the hotel has plenty of ramps.
Reviewed on 26 Nov, 2025
Popular places to visit
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.
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.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
What to do in Highwood
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
* 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.
