
Chicago Vacations from NT$21,422
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The Latest Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was NT$35,224, price is now NT$21,422 per person
NT$21,422
per person
Jul 23 - Jul 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
the only issue i had it was that they didn’t do room service in the room, no new towels , no toilet paper and stuff like that
Reviewed on 2026/6/12


Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$53,294, price is now NT$37,677 per person
NT$37,677
per person
Jul 23 - Jul 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.
Reviewed on 2026/6/12

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was NT$32,046, price is now NT$23,517 per person
NT$23,517
per person
Jul 23 - Jul 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,634 reviews)
It is well placed. Good breakfasts
Reviewed on 2026/6/13

Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was NT$37,067, price is now NT$27,292 per person
NT$27,292
per person
Jul 23 - Jul 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
Pro: Good gym, good room size, 676 restaurant. Con: room 1610 by the elevator is extremely noisy. Plus slow elevators. Late checkout charge, even though I'm a member. Shower pressure was like a fire hose, water everywhere.
Reviewed on 2026/6/12
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$4,301 per night from Jun 29 to Jun 30
NT$4,301
NT$5,113 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,264 reviews)
"Great stay!"
Reviewed on 2026/6/14

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NT$4,275 per night from Jun 28 to Jun 29
NT$4,275
NT$4,873 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,666 reviews)
"Overall stay was great with my brother. I will come back agin. Staff were helpful especially with our shuttle ride to the airport."
Reviewed on 2026/6/13

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is NT$4,566 per night from Jun 30 to Jul 1
NT$4,566
NT$5,429 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (1,577 reviews)
"My family and I visited on a very busy weekend. I was displeased initially, that the front desk receptionist was by herself considering the hotel was sold out. However, she handled the check-ins with ease; but because of them being short staffed, the extra towels we needed did not get delivered to ..."
Reviewed on 2026/6/14
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.
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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.












