
Chicago Vacations
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
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

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩209,327 per night from Jun 30 to Jul 1
₩209,327
₩245,729 total
Jun 30 - Jul 1
includes taxes & fees
8.4/10 Very Good! (4,248 reviews)
"Good experience"
Reviewed on Jun 20, 2025

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ₩214,823 per night from Jul 1 to Jul 2
₩214,823
₩296,024 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (1,903 reviews)
"Over all, a very pleasant stay."
Reviewed on Jun 20, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩185,220 per night from Jul 6 to Jul 7
₩185,220
₩217,429 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (2,328 reviews)
"I loved the view from my room. Everything was great except the parking situation. 80 to 90$ a day to park so add that into your stay if you’re on a budget like me. Nice big tv’s."
Reviewed on Jun 22, 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.
Frequently asked questions
Discover the most popular places to visit in Chicago

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

Millennium Park
4.5/5(7,198 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Grant Park
4.5/5(3,318 reviews)
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.