Romantic Hotels in South Side, IL
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Top South Side Romantic Getaways & Hotels

Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
$197 nightly
The price is $231 total per night
$231 total
Jan 31 - Feb 1
Total with taxes and fees
Book a stay at this romantic hotel, featuring in-room massages and al fresco dining. Couples will appreciate the premium mattresses, luxury bedding, and 2 ...

The Wheeler Mansion
2020 South Calumet Avenue Chicago IL
$616 nightly
The price is $724 total per night
$724 total
Jan 13 - Jan 14
Total with taxes and fees
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
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $88 total per night
$88 total
Jan 8 - Jan 9
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 ...
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 hotels essential information
Accommodation | 469 hotels |
|---|---|
Lowest Price | $88 |
Highest Price | $724 |
Popular hotels | Hyatt Regency McCormick Place Chicago , The Wheeler Mansion, Chinatown Hotel Chicago |
Recent South Side hotel reviews by fellow wanderers

Hyatt Place Chicago-South/University Medical Center
5 out of 5
Posted 5 days ago
Travelocity Verified Review
"The room was excellent clean and a nice view the breakfast was great 👍👍👍"
A verified traveler from Chicago stayed at Hyatt Place Chicago-South/University Medical Center

Chinatown Hotel Chicago
5 out of 5
Posted 3 weeks ago
Travelocity Verified Review
"Excellent "
A verified traveler stayed at Chinatown Hotel Chicago
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