Chicago Vacations from NT$15,110
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The Latest Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$24,563, price is now NT$17,225 per person
NT$17,225
per person
Apr 28 - May 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Comfy beds, great staff, great shower, great breakfast
Reviewed on 2026/3/13
The Emily Hotel
Downtown Chicago
Price was NT$32,671, price is now NT$25,681 per person
NT$25,681
per person
Apr 28 - May 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Great location! Room was nice and clean and comfortable.
Reviewed on 2026/3/14
Arlo Chicago
Downtown Chicago
Price was NT$23,315, price is now NT$18,434 per person
NT$18,434
per person
Apr 28 - May 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (2,002 reviews)
Second time staying @ Arlo & will come again anytime I’m in Chicago. So much to do walking distance & the staff is always amazing!
Reviewed on 2026/3/14
Eurostars Magnificent Mile
Downtown Chicago
Price was NT$22,978, price is now NT$18,760 per person
NT$18,760
per person
Apr 28 - May 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street
Reviewed on 2026/3/12
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$5,124 per night from Mar 27 to Mar 28
NT$5,124
NT$6,015 total
Mar 27 - Mar 28
includes taxes & fees
8/10 Very Good! (9,925 reviews)
The entire place appears to be dated, terrible customer service. Rooms were not clean, had my room changed and same thing. Showers were filthy and the shower liner had mold on it. Completely unacceptable.
Reviewed on 2026/3/14
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,196 per night from Mar 22 to Mar 23
NT$4,196
NT$5,822 total
Mar 22 - Mar 23
includes taxes & fees
9.4/10 Exceptional! (3,528 reviews)
Clean, central and amazing breakfast
Reviewed on 2026/3/13
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,103 per night from Mar 15 to Mar 16
NT$4,103
NT$4,816 total
Mar 15 - Mar 16
includes taxes & fees
8.6/10 Excellent! (5,738 reviews)
Clean property overall, cleaning staff did not clean our room daily and we had to ask for towels and wash clothes. It is close and in walking distance of restaurants and shopping.
Reviewed on 2026/3/14
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
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
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.
