Chicago Vacations
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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.
Find the Best Chicago Vacation Packages
Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,196 per night from May 26 to May 27
NT$4,196
NT$4,989 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,213 reviews)
This hotel is decent for the cost but overall I’ve stayed in better places. It was a little dangerous with homeless hanging in the back of the lobby. The main front door was barricaded off which was a pain going to the side doors. The rooms are older and drafty. My room in particular did not have ...
Reviewed on 2026/5/11
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,681 per night from May 25 to May 26
NT$4,681
NT$6,460 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,114 reviews)
Estaba todo muy bien
Reviewed on 2026/5/11
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,780 per night from May 26 to May 27
NT$4,780
NT$5,683 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (5,197 reviews)
I really appreciated the latte machine on the second floor
Reviewed on 2026/5/11
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.
Discover the most popular places to visit in Chicago
Wrigley Field
4.5/5(2,149 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(461 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(4,925 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Explore a world of travel with Expedia
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- Merchandise Mart
- Chicago Theatre
- Prentice Women's Hospital
- Willis Tower
- Art Institute of Chicago
- Chicago Children's Museum
- Water Tower Place
- Cooking & Hospitality Institute of Chicago
- Oak Street Beach
- Shops at North Bridge
- Crown Fountain
- Visit Greektown
- Northwestern Memorial Hospital
- Visit Chicago
- Buckingham Fountain
- Gold Coast Vacations
- Afrocentric Bookstore
- Navy Pier
- Chicago Riverwalk
- Museum of Contemporary Art Chicago
- 333 West Wacker Drive
- State Street
- Harold Washington Library Center
- Millennium Park
- Bridgehouse and Chicago River Museum
- Newberry Library
- The East Bank Club
- 311 S Wacker Dr
- Visit Downtown Chicago
- Grant Park
- Chicago City Hall
- Vietnam Veterans Memorial
- Film Row Cinema
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
