Chicago Holidays
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Where to stay in Chicago
Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago
Downtown Chicago
5 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.
Top hotels in Chicago
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is HK$989 per night from 28 Dec to 29 Dec
HK$989
HK$1,355 total
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (2,153 reviews)
Staff was so amazing nice and helpfuk
Reviewed on 20 Dec 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is HK$695 per night from 5 Jan to 6 Jan
HK$695
HK$816 total
5 Jan - 6 Jan 2026
includes taxes & fees
8.8/10 Excellent! (3,522 reviews)
Clean room, few dust spots, warm and cozy stay
Reviewed on 20 Dec 2025
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is HK$647 per night from 23 Dec to 24 Dec
HK$647
HK$760 total
23 Dec - 24 Dec
includes taxes & fees
8.6/10 Excellent! (1,995 reviews)
Good location, clean, loved the refilllable water stations
Reviewed on 21 Dec 2025
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
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Grant Park
Chicago ’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
What to do in Chicago
Wendella's 90-min Chicago River Architecture Tour
HK$315
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
HK$1,053
per adult
80% of travellers recommend
Explore a world of travel with Expedia
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- Ping Tom Memorial Park
- Bridgehouse and Chicago River Museum
- Monadnock Building
- Downtown Chicago Holidays
- Montrose Beach
- Chicago History Museum
- Hyde Park Hair Salon
- Greater Salem Baptist Church
- Peggy Notebaert Nature Museum
- Grace Abbott Homes Holidays
- Wintrust Arena
- Aon Center
- Water Tower Place
- Lincoln Park Zoo
- Prentice Women's Hospital
- Chicago Museum Campus Holidays
- Frank Lloyd Wright Historic District
- Lincoln Park Conservatory
- Gold Coast Holidays
- United Center
- North Avenue Beach
- Holy Name Cathedral
- Art Institute of Chicago
- Loyola University Chicago
- Willis Tower
- Kathy Osterman Beach
- Buckingham Fountain
- Crown Fountain
- Soldier Field
- Grant Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
