
Near South Side Vacations
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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
The price is NT$5,214 per night from Aug 4 to Aug 5
NT$5,214
NT$6,120 total
Aug 4 - Aug 5
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"2nd time staying here. I love it! Older hotel but it’s nice! Bell staff are great, super helpful. Hotel bar is decent . Right across from lake"
Reviewed on 2025/7/21

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is NT$7,318 per night from Jul 24 to Jul 25
NT$7,318
NT$9,532 total
Jul 24 - Jul 25
includes taxes & fees
9/10 Wonderful! (2,071 reviews)
"Great location!"
Reviewed on 2025/7/19

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,222 per night from Aug 17 to Aug 18
NT$4,222
NT$4,956 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (2,495 reviews)
"Loved it!"
Reviewed on 2025/7/20
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

Lakefront Trail
4.5/5(50 reviews)
Lakefront Trail is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Wander the lakeside and beautiful beaches in the area.

Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.