Explore 4 Luxury Hotels in South Side

Name: Chinatown Hotel Chicago
Price range: $88 total
Rating: 5.4

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Best Luxury Hotels in South Side

The Wheeler Mansion

2020 South Calumet Avenue, Chicago, IL

This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game ...

9/10 Wonderful! (4 reviews)

A unique place to stay near the convention centre.

Reviewed on Jun 23, 2025

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Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

Fully refundableReserve now, pay when you stay

$199 nightly

$234 total

Nov 23 - Nov 24

Total with taxes and fees

This hotel features 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...

9/10 Wonderful! (1,016 reviews)

Great stay. Staff was wonderful.

Reviewed on Nov 10, 2025

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$81 nightly

$95 total

Dec 4 - Dec 5

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking, a computer station, and dry cleaning are also ...

8/10 Very Good! (2,617 reviews)

I had an awesome stay! They allowed me to check-in early for free, because I had to rush for a conference, and were super quick in responding, when I needed something. Also, there is a Paris Baguette right next to it and they give you a 10% discount for staying at the hotel. Overall, perfect place ...

Reviewed on Nov 12, 2025

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

Fully refundableReserve now, pay when you stay

$75 nightly

$88 total

Nov 17 - Nov 18

Total with taxes and fees

Free WiFi in public areas, a communal living room, and express check-out are available at this hotel. Luggage storage and a safe deposit box are also ...

5.4/10 (1,000 reviews)

Chinatown was a very beautiful area.

Reviewed on Oct 21, 2025

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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.

South Side Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the South Side luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in South Side to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in South Side will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in South Side, and plan your next opulent escape.

South Side hotels essential information

Accommodation	461 hotels
Lowest Price	$88
Highest Price	$234
Popular hotels	The Wheeler Mansion, Best Western Grant Park Hotel, Hyatt Regency McCormick Place Chicago , Chinatown Hotel Chicago