Chicago Vacations from ₩1,499,435

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The Latest Chicago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Trump International Hotel & Tower Chicago
Level Chicago – Old Town
Hilton Chicago O'Hare Airport
Pendry Chicago

Where to stay in Chicago

Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago

Find the Best Chicago Vacation Packages

Chicago Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩128,856 per night from Jan 5 to Jan 6
₩128,856
₩151,265 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.8/10 Excellent! (3,592 reviews)
Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet.

Reviewed on Dec 28, 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩189,146 per night from Jan 3 to Jan 4
₩189,146
₩258,081 total
Jan 3 - Jan 4, 2026
includes taxes & fees
8.4/10 Very Good! (2,182 reviews)
Excellent stay, we loved it

Reviewed on Dec 27, 2025

Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩176,142 per night from Jan 3 to Jan 4
₩176,142
₩249,084 total
Jan 3 - Jan 4, 2026
includes taxes & fees
8.4/10 Very Good! (2,424 reviews)
Overall very clean and very friendly staff

Reviewed on Dec 28, 2025

Hilton Chicago
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.