Chicago Vacations from ₩485,298
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was ₩623,518, price is now ₩485,298 per person
₩485,298
per person
Nov 25 - Nov 27
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice
Reviewed on Oct 9, 2025
Pendry Chicago
Downtown Chicago
Price was ₩723,125, price is now ₩533,110 per person
₩533,110
per person
Nov 25 - Nov 27
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on Oct 7, 2025
Arlo Chicago
Downtown Chicago
Price was ₩640,121, price is now ₩494,238 per person
₩494,238
per person
Nov 25 - Nov 27
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
I wish that all the staff was more accommodating! some of them were some were not!
Reviewed on Oct 6, 2025
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 ₩181,673 per night from Nov 2 to Nov 3
₩181,673
₩213,268 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (9,331 reviews)
"Very clean"
Reviewed on Oct 7, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩234,513 per night from Nov 9 to Nov 10
₩234,513
₩275,295 total
Nov 9 - Nov 10
includes taxes & fees
8.4/10 Very Good! (5,063 reviews)
"Great place, good breakfast and the location"
Reviewed on Oct 8, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩204,565 per night from Nov 9 to Nov 10
₩204,565
₩240,141 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (3,035 reviews)
"Our suite was roomy and comfortable with a nice view of Lake Michigan. The only negative was that the sleeper sofa was uncomfortable."
Reviewed on Oct 7, 2025
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
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
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.
Other vacations you might like
Expedia's Latest Trends
Hotels
Cars
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
