
Near South Side Vacations from ¥187,807
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The Latest Near South Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Embassy Suites by Hilton Chicago O'Hare Rosemont
Price was ¥210,169, price is now ¥187,807 per person
¥187,807
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (1,208 reviews)
Room is spacious, good breakfast, airport shuttle sevice. Only complaint is the atrium is very noisy at night and can be disruptive if your room is on a lower floor
Reviewed on Dec 30, 2025


Radisson Blu Aqua Hotel Chicago
Downtown Chicago
Price was ¥220,623, price is now ¥190,646 per person
¥190,646
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.6/10 Excellent! (1,761 reviews)
The room was clean. The staff was very nice and helpful. Breakfast was worth the price, the freshness and the portions were nice. There were a few maintenance issues in the room, that need to be taken care of, but didn't impact our stay that much.
It was a great location, easy to walk to different museums and restaurants.
Reviewed on Jan 1, 2026

Virgin Hotels Chicago
Downtown Chicago
Price was ¥228,222, price is now ¥199,423 per person
¥199,423
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
Room was great, staff was incredible and so friendly! Location was awesome-restaurant was closed during our stay so -1 Star but would recommend.
Reviewed on Dec 21, 2025

Hilton Garden Inn Chicago / Oak Brook
Yorkfield
Price was ¥221,086, price is now ¥198,414 per person
¥198,414
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.2/10 Very Good! (1,003 reviews)
Clean room, friendly staff and great location for our needs!
Reviewed on Dec 27, 2025
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

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥21,671 per night from Jan 17 to Jan 18
¥21,671
¥30,029 total
Jan 17 - Jan 18
includes taxes & fees
8.4/10 Very Good! (2,445 reviews)
Best option for us while attending an event at McCormick place, with ability to park in public parking that is cheaper than the hotel parking!
Reviewed on Dec 30, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥13,977 per night from Feb 1 to Feb 2
¥13,977
¥16,407 total
Feb 1 - Feb 2
includes taxes & fees
8.8/10 Excellent! (3,613 reviews)
Clean room , great location.
Reviewed on Dec 30, 2025

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,312 per night from Jan 17 to Jan 18
¥22,312
¥30,102 total
Jan 17 - Jan 18
includes taxes & fees
8.4/10 Very Good! (2,195 reviews)
Our stay was absolutely perfect. The room was clean. The staff was amazing! The decorations were festive and the pool was spotless warm and very very family friendly!!
Reviewed on Dec 29, 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 Near South Side

Soldier Field
4.5/5(1,256 reviews)
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Adler Planetarium and Astronomy Museum
4.5/5(186 reviews)
Opportunities for fun, learning and wonder abound at this historic and state-of-the-art museum on the pretty shore of Lake Michigan.
Things to do

Chicago: Navy Pier Centennial Wheel Ticket
¥3,827
per adult
88% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
¥6,310
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




