
Roseland Vacations from ₩589,714
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Save up to ₩234,741 when you book a flight and hotel together*
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The Latest Roseland Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was ₩961,022, price is now ₩589,714 per person
₩589,714
per person
Dec 6 - Dec 9
found 12 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine
Reviewed on Oct 4, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,747,949, price is now ₩1,040,990 per person
₩1,040,990
per person
Dec 6 - Dec 9
found 12 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.
Reviewed on Oct 6, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,623,004, price is now ₩983,945 per person
₩983,945
per person
Dec 26 - Dec 31
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Breakfast are fresh. Shops are near by.
Reviewed on Oct 10, 2025

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,542,280, price is now ₩977,117 per person
₩977,117
per person
Dec 26 - Dec 31
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) 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

Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,495,140, price is now ₩1,584,500 per person
₩1,584,500
per person
Dec 26 - Dec 31
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Awesome room amazing tub even better service
Reviewed on Oct 2, 2025
Where to stay in Roseland
Find the best Roseland areas and neighborhoods for the activities you enjoy most. Learn more about Roseland

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.
Roseland Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩181,945 per night from Nov 2 to Nov 3
₩181,945
₩213,587 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 ₩228,774 per night from Nov 10 to Nov 11
₩228,774
₩268,560 total
Nov 10 - Nov 11
includes taxes & fees
8.4/10 Very Good! (5,063 reviews)
"Great place, good breakfast and the location"
Reviewed on Oct 8, 2025

Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩116,804 per night from Nov 10 to Nov 11
₩116,804
₩162,230 total
Nov 10 - Nov 11
includes taxes & fees
7.8/10 Good! (2,435 reviews)
"Great place"
Reviewed on Oct 8, 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 Roseland

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