Explore 4 Luxury Hotels in South Side

Name: Chinatown Hotel Chicago
Price range: $77 total
Rating: 5.4

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Best Luxury Hotels in South Side

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL

$616 nightly

$724 total

Jan 13 - Jan 14

Total with taxes and fees

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

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

Fully refundableReserve now, pay when you stay

$197 nightly

$231 total

Jan 31 - Feb 1

Total with taxes and fees

This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, ...

9/10 Wonderful! (1,051 reviews)

All the above

Reviewed on Jan 4, 2026

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$72 nightly

$85 total

Jan 11 - Jan 12

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! (2,676 reviews)

Stayed for the weekend to enjoy the city and shopping! Cons: -Rooms may be smaller than expected but they have everything you need -Sink in bathroom was leaking -Items around room looked worn like they will need replaced soon -Parking: the lots they suggest are a bit of a walk (which is difficult ...

Reviewed on Jan 4, 2026

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

Fully refundableReserve now, pay when you stay

$66 nightly

$77 total

Jan 7 - Jan 8

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 (1,003 reviews)

It was an older hotel, but maintained and clean. The heater in my room did not work, but the staff moved me to a different room immediately. Staff was nice and very helpful.

Reviewed on Dec 31, 2025

Don't see what you're looking for?

See all available properties in South Side

View all properties

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	469 hotels
Lowest Price	$77
Highest Price	$724
Popular hotels	The Wheeler Mansion, Best Western Grant Park Hotel, Hyatt Regency McCormick Place Chicago , Chinatown Hotel Chicago