Chicago Vacations
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- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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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
4 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 ₩281,545 per night from Mar 13 to Mar 14
₩281,545
₩330,506 total
Mar 13 - Mar 14
includes taxes & fees
8/10 Very Good! (9,880 reviews)
Overall pretty great other than no microwave
Reviewed on Feb 15, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩163,104 per night from Feb 16 to Feb 17
₩163,104
₩232,154 total
Feb 16 - Feb 17
includes taxes & fees
9.2/10 Wonderful! (3,342 reviews)
Rooms were great and breakfast was delicious
Reviewed on Feb 14, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩200,085 per night from Feb 27 to Feb 28
₩200,085
₩277,254 total
Feb 27 - Feb 28
includes taxes & fees
8.4/10 Very Good! (2,614 reviews)
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...
Reviewed on Feb 8, 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.
Discover the most popular places to visit in Chicago
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
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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.
