Romantic Hotels & Resorts in South Side from AU$136
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Our top choices for South Side romantic hotels
9.6 out of 10, Exceptional, (1000)
"Great staff, location and ambience."
Jaison
The price is AU$354
includes taxes & fees
28 Dec - 29 Dec
8.6 out of 10, Excellent, (2966)
"Great place to stay"
Elisha
The price is AU$151
includes taxes & fees
22 Jan - 23 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2285)
"Great staff and restaurants!!"
Abigale
The price is AU$201
includes taxes & fees
20 Jan - 21 Jan 2026
8.4 out of 10, Very good, (2412)
"The room was clean and the staff was outstanding. "
Albert
The price is AU$243
includes taxes & fees
30 Dec - 31 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.2 out of 10, Very good, (2762)
"Excellent place to stay "
Teniesha
The price is AU$192
includes taxes & fees
6 Jan - 7 Jan 2026
8.4 out of 10, Very good, (3007)
"Enjoyed this hotel stay. "
Kimberly
The price is AU$160
includes taxes & fees
6 Jan - 7 Jan 2026
9.4 out of 10, Exceptional, (3417)
"The Hotel was amazing great location "
Donnisha
The price is AU$296
includes taxes & fees
20 Jan - 21 Jan 2026
8.0 out of 10, Very good, (9698)
"Wonderful stay!"
Zach
The price is AU$136
includes taxes & fees
26 Dec - 27 Dec
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.
Top South Side Hotel Reviews
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
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