Romantic Hotels in South Side, Chicago
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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 P10,519
P13,934 total
includes taxes & fees
Jan 7 - Jan 8, 2026
8.6 out of 10, Excellent, (2966)
"Great place to stay"
Elisha
The price is P5,051
P5,929 total
includes taxes & fees
Jan 22 - Jan 23, 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 P5,021
P7,894 total
includes taxes & fees
Jan 20 - Jan 21, 2026
8.4 out of 10, Very Good, (2412)
"What a great stay!!"
Alejandra
The price is P7,190
P10,167 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.2 out of 10, Very Good, (2763)
"Excellent place to stay "
Teniesha
The price is P4,971
P7,563 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.4 out of 10, Very Good, (3008)
"Enjoyed this hotel stay. "
Kimberly
The price is P4,708
P7,253 total
includes taxes & fees
Dec 28 - Dec 29
9.4 out of 10, Exceptional, (3417)
"The Hotel was amazing great location "
Donnisha
The price is P8,457
P11,652 total
includes taxes & fees
Jan 20 - Jan 21, 2026
8.0 out of 10, Very Good, (9698)
"Wonderful stay!"
Zach
The price is P12,181
P14,299 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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
