
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.
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Chicago Hotel Deals

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$3,648 per night from Nov 23 to Nov 24
NT$3,648
NT$4,283 total
Nov 23 - Nov 24
includes taxes & fees
8.4/10 Very Good! (5,196 reviews)
Excellent experience. Breakfast was great and hotel is at a good location.
Reviewed on 2025/11/4

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$2,897 per night from Nov 24 to Nov 25
NT$2,897
NT$3,401 total
Nov 24 - Nov 25
includes taxes & fees
7.8/10 Good! (9,679 reviews)
I love the classical charm of this hotel. High ceiling rooms, curved walls. The staff are friendly and efficient, even though they were handling guests in for at least two major events. Minor quibbles are the drink was very expensive at the bar, the noise beteeen rooms is loud (we used ear plugs ...
Reviewed on 2025/11/4

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is NT$3,118 per night from Nov 17 to Nov 18
NT$3,118
NT$3,660 total
Nov 17 - Nov 18
includes taxes & fees
8.8/10 Excellent! (3,228 reviews)
Room was very comfortable and clean. Staff was very helpful. We had dinner and breakfast at the restaurant and it was excellent.
Reviewed on 2025/11/4
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(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
4.5/5(332 reviews)
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
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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