
Near South Side Vacations from ₩647,822
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The Latest Near South Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was ₩1,024,421, price is now ₩647,822 per person
₩647,822
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.
Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,595,170, price is now ₩881,084 per person
₩881,084
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was extremely polite, rooms were clean. No issues at all
Reviewed on Feb 2, 2026

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,589,574, price is now ₩980,560 per person
₩980,560
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on Jan 31, 2026

Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,164,006, price is now ₩756,344 per person
₩756,344
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Hotel was very clean and all staff were great. Loved the water station on the 2nd floor. Great location downtown. Only thing that I disliked was that our key cards stopped working before our check out time. You have to use the key card to use the elevator and get into your room.
Reviewed on Feb 4, 2026

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
Save 100% on your flight
Price was ₩1,206,561, price is now ₩794,710 per person
₩794,710
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,067 reviews)
Thank you for a comfortable and relaxing stay in Chicago. Our room was spacious and very nice. Your staff were welcoming and attentive. Location is perfect, walkable distance to so many attractions. We will definitely will be back!
Reviewed on Feb 5, 2026
Where to stay in Near South Side
Find the best Near South Side areas and neighborhoods for the activities you enjoy most. Learn more about Near South Side

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.
Near South Side Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩130,404 per night from Feb 8 to Feb 9
₩130,404
₩153,081 total
Feb 8 - Feb 9
includes taxes & fees
8/10 Very Good! (9,844 reviews)
Clean room. Historic charm
Reviewed on Feb 3, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩149,764 per night from Feb 11 to Feb 12
₩149,764
₩175,808 total
Feb 11 - Feb 12
includes taxes & fees
8.4/10 Very Good! (5,633 reviews)
Staff are goid ,clean room,just one comment M
Reviewed on Feb 3, 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩200,955 per night from Mar 5 to Mar 6
₩200,955
₩278,462 total
Mar 5 - Mar 6
includes taxes & fees
8.4/10 Very Good! (2,605 reviews)
Great location and great hotel!
Reviewed on Feb 3, 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.
Frequently asked questions
Discover the most popular places to visit in Near South Side

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.



