Cheap 2025 Near South Side Hotels

Choose from 4610 Near South Side Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
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2.02 km from Near South Side
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Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
3.77 km from Near South Side
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Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Free Cancellation
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4.71 km from Near South Side
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Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Free Cancellation
3.5 km from Near South Side
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Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Free Cancellation
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4 km from Near South Side
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Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Free Cancellation
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3.87 km from Near South Side
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Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Free Cancellation
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3.32 km from Near South Side
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Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl, Chicago, IL
Free Cancellation
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4.65 km from Near South Side
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Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Free Cancellation
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3.95 km from Near South Side
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Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free Cancellation
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4.29 km from Near South Side
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Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Free Cancellation
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3.39 km from Near South Side
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Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Free Cancellation
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2.68 km from Near South Side
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Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Free Cancellation
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4.06 km from Near South Side
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Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Free Cancellation
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3.19 km from Near South Side
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Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Free Cancellation
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1.74 km from Near South Side
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Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr, Chicago, IL
Free Cancellation
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3.39 km from Near South Side
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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 restaurant ...
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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.

Family Friendly Vacations in Near South Side

Is it time to pick your next family vacation destination? Not to worry, because the AARP Travel Center Powered by Expedia® is here to help you make all your travel decisions much easier. You can quickly and conveniently book with us, as well as save time while doing so. AARP Travel has partnered with the world's leading travel suppliers to offer special deals on vacation packages at amazingly low rates.

What Should We See and Do in Near South Side?

While you're staying in Near South Side, you might want to check out some of our family-friendly ideas. At the Shedd Aquarium, you'll get to meet sea otters, penguins, lake sturgeons, beluga whales, and more. You can also book an Extraordinary Experience, and choose between many private animal encounter options. These options include private tours, shark feeding tours, sea otter and penguin encounters, being a trainer for a day, and a behind-the-scenes tour. Remember to check the weather forecast before you pack your bags, so you don't have any surprises along the way. You may experience a longer than usual commute time, so please prepare in advance and double-check your reservation and excursion schedule.

Where to Stay in Near South Side

When you book your hotel with AARP Travel, you will find an array of amenities waiting for you. From cribs and roll-away beds, enormous resort pools, and specialty dining, you won't have to lift a finger to make sure your whole crew is satisfied with the accommodations of your choosing.

Families on vacation have good things to say about these accommodations:

  • Virgin Hotels Chicago
  • Renaissance Chicago Downtown Hotel
  • The St. Clair Hotel – Magnificent Mile

Browse other hotels in Near South Side as well, so you can please even the pickiest of travelers.

Call the Family, You're Going to Near South Side

A family that plays together saves together. We make it easy for you to book everything all at once—from plane tickets, rental cars, hotel accommodations, and even excursions or activities. Do not miss out on these all-inclusive deals, and make sure you have your member advantage information handy. The best family getaway in Near South Side is just a click away.