Chicago Vacations from ₩2,209,752
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The Latest Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ₩2,798,097, price is now ₩2,209,752 per person
₩2,209,752
per person
Jun 12 - Jun 17
found 16 hours ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
8.2/10 Very Good! (2,628 reviews)
The room was actually pretty good and pretty good size for two people and a queen bed I really loved it and I would go back again.
Reviewed on Apr 21, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ₩3,530,037, price is now ₩2,474,221 per person
₩2,474,221
per person
Jun 12 - Jun 17
found 16 hours ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
9.4/10 Exceptional! (3,831 reviews)
Excellent, customer service. Excellent, customer service excellent room excellent breakfast excellent rooftop excellent lounging area top-tier hotel.
Reviewed on Apr 20, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ₩3,303,546, price is now ₩2,443,940 per person
₩2,443,940
per person
Jun 12 - Jun 17
found 16 hours ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!
Reviewed on Apr 20, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ₩3,109,747, price is now ₩2,453,394 per person
₩2,453,394
per person
Jun 12 - Jun 17
found 16 hours ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
9.2/10 Wonderful! (1,417 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026
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 ₩170,049 per night from Apr 26 to Apr 27
₩170,049
₩199,631 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,160 reviews)
Hotel has the markings of being grand, but needs a renovation in a lot of areas. The biggest issue we had is that the a/c is not adjustable in each room and the building was very warm on the 75 degree day in April. We called the front desk and they did bring us a fan that helped some and we realized ...
Reviewed on Apr 20, 2026
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩127,764 per night from Apr 26 to Apr 27
₩127,764
₩194,929 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (2,635 reviews)
The room was actually pretty good and pretty good size for two people and a queen bed I really loved it and I would go back again.
Reviewed on Apr 21, 2026
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩189,880 per night from Apr 26 to Apr 27
₩189,880
₩222,940 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (3,445 reviews)
Breakfast was not included but there is a restaurant colliding (Elephant and Castle). The West Adam’s Club Quarters is an old and outdated property but room was ok, cleaned daily and the staff super friendly. Location was unique, it is near a lot of opportunities to see points of interest in this ...
Reviewed on Apr 20, 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
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
