Chicago Holidays
- Plan, book, travel with confidence
- Better togetherSave up to HK$1,282 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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$1,111 per night from 24 Jan to 25 Jan
HK$1,111
HK$1,499 total
24 Jan - 25 Jan
includes taxes & fees
8.4/10 Very Good! (2,230 reviews)
Room was very clean and staff was great
Reviewed on 6 Jan 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is HK$1,079 per night from 24 Jan to 25 Jan
HK$1,079
HK$1,495 total
24 Jan - 25 Jan
includes taxes & fees
8.4/10 Very Good! (2,506 reviews)
The hotel property was amazing! Numerous options for dining and relaxing. The room was clean and inviting.
Reviewed on 8 Jan 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is HK$696 per night from 1 Feb to 2 Feb
HK$696
HK$817 total
1 Feb - 2 Feb
includes taxes & fees
8.8/10 Excellent! (3,673 reviews)
Room and hotel overall very clean. Noted some things that could be updated in bathroom(stopper in sink didnt go all the way down, peeling caulk and some missing grout). Minor updates. Our sink was clogged when we checked in and I called the front desk, housekeeping and the hotel hotline 4 different ...
Reviewed on 7 Jan 2026
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
4/5(44 reviews)
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
United Center
4.5/5(15 reviews)
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Grant Park
4.5/5(96 reviews)
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
Skydeck - Willis Tower Admission
HK$342
per adult
98% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
HK$191
per adult
88% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Chicago City Hall
- Casino Hotel Hotels in Chicago
- Yha Hotels in Chicago
- Golf Hotel Hotels in Downtown Chicago
- Aparthotels in Chicago
- Motels in Chicago
- 5 Star Hotels in Chicago
- Preferred Hotels in Chicago
- Apartments in Chicago
- Hilton Hotels in Downtown Chicago
- Hotel with Pool Hotels in Downtown Chicago
- 5 Star Hotels in The Loop
- Pet-Friendly Hotel Hotels in Downtown Chicago
- Budgetel Hotels in Chicago
- Yotel Hotels in Chicago
- Vacation Homes in Chicago
- Wyndham Hotels in Chicago
- Affinia Hotels in Magnificent Mile
- Resorts in Chicago Museum Campus-11th Street Station
- Hotel with Pool Hotels in West Loop
- 5 Star Hotels in Streeterville
- Hotels near Aon Center
- Lgbt Welcoming Hotel Hotels in Chicago
- Four Seasons Hotels in Chicago
- The Loop Hotels
- Fairmont Hotels in Chicago
- Hotels near Chicago Riverwalk
- All-Inclusive Hotel Hotels in Chicago
- Hotels near Cloud Gate
- Hotels near Richard J. Daley Center
- Pet-Friendly Hotel Hotels in Chicago
- Business Hotel Hotels in Downtown Chicago
- Hotels near Carbide and Carbon Building
- Club Quarters Hotels in Central Chicago
- The Peninsula Group Hotels in Chicago
- Hotels near Chicago Theatre
- 3 Star Hotels in The Loop
- Beach Hotel Hotels in Downtown Chicago
- Destination Hotels in Chicago
- Waterpark Hotels in Chicago
- Loews Hotels in Chicago
- Luxury Hotel Hotels in The Loop
- Pet-Friendly Hotel Hotels in The Loop
- Hotels near Monroe Station
- Beach Hotel Hotels in Magnificent Mile
- Motel 6 Hotels in Chicago
- Kimpton Hotels in Chicago
- Nikko Hotels in Chicago
- Hostels in Chicago
- Romantic Hotel Hotels in Chicago
- Hotels near Millennium Park
- Club Quarters Hotels in Chicago
- Casino Hotel Hotels in The Loop
- Hotels near Skydeck Ledge
- Accor Hotels in Chicago
- Cheap Hotels in Downtown Chicago
- Chicago Hotels
- Guest Houses in Chicago
- Fairmont Hotels in Downtown Chicago
- Family Hotel Hotels in Chicago
- Marriott Hotels & Resorts in Central Station
- B&B in Chicago Union Station
- Boutique Hotel Hotels in Streeterville
- 4 Star Hotels in Chicago
- Red Roof Inn Hotels in Chicago
- 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.
