Near South Side
Chicago
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Near South Side Hotel Deals
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
The price is CA $249 per night from Jul 2 to Jul 3
CA $249
CA $337 total
Jul 2 - Jul 3
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,128 reviews)
"very nice. No room service which was a bummer."
Reviewed on Jun 13, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $190 per night from Jun 29 to Jun 30
CA $190
CA $226 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,253 reviews)
"It's a very unique and different hotel, however, it's in a historic building, so you will learn to understand it's uniqueness."
Reviewed on Jun 13, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $202 per night from Jun 30 to Jul 1
CA $202
CA $240 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,569 reviews)
"I"
Reviewed on Jun 12, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Jun 28 to Jun 29
CA $222
CA $254 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,656 reviews)
"I really liked it and recommend it."
Reviewed on Jun 12, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is CA $355 per night from Jul 3 to Jul 4
CA $355
CA $417 total
Jul 3 - Jul 4
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,337 reviews)
"Todo estuvo muy bueno"
Reviewed on Jun 11, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $219 per night from Jun 29 to Jun 30
CA $219
CA $260 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,597 reviews)
"Filthy, dirty, hotel housekeeping services rundown needs paint attention. It was absolutely disgusting like being in the college dorm room."
Reviewed on Jun 12, 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.
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
Learn more about Near South Side
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Near South Side
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- Visit Back of the Yards
- Visit Brighton Park
- Visit Canaryville
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- Visit East Garfield Park
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- Visit Fuller Park
- Visit Gold Coast
- Visit Goose Island
- Visit Grace Abbott Homes
- Visit Indian Village
- Visit Lincoln Park
- Visit Little Village
- Visit Magnificent Mile
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- Visit Noble Square
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- Visit Sheffield and DePaul
- Visit Smith Park
- Visit South Loop
- Visit Streeterville
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- Visit Tri-Taylor
- Visit West Loop Gate
- Visit West Loop
- Visit Wicker Park
- Chicago Vacations
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- Grant Park
- Visit Rush Street
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