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Top Romantic South Side Hotels

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

11 min drive from University of Chicago

Al fresco dining and premium mattresses await at this romantic hotel, which also offers luxury bedding and a lakeside location.

9.2/10 Wonderful! (1,066 reviews)

Couples like: onsite spa services, al fresco dining

Travelers say...

Lovely stay

Reviewed on 2026/4/23

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL

11 min drive from University of Chicago

Ready for a romantic getaway? You are sure to enjoy the garden, lobby fireplace, and premium mattresses at this boutique hotel. You'll also appreciate the luxury ...

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

11 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Soldier Field and Grant Park are located ...

5.6/10 (1,001 reviews)

No elevator should be in bold. I had a bike with me and the narrow stairs were tough. Room's carpet looked like my friends rugby house floor after 3 years of not vacuuming and partying. Front desk saw me with a bike and still gave me a top floor room. Lady wandering the hotel knocking on all the ...

Reviewed on 2026/4/29

See all 473 properties in South Side

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.