Find Romantic Hotels in South Side
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on South Side Romantic Hotels
Tonight
Tomorrow
This weekend
Next weekend
Top Romantic Hotels in South Side
Our top choices for South Side romantic hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
9.4 out of 10, Exceptional, (2123)
The price is S$349
includes taxes & fees
22 Sept - 23 Sept

The Publishing House B&B
The Publishing House B&B
9.8 out of 10, Exceptional, (181)
The price is S$315
includes taxes & fees
21 Sept - 22 Sept

Wind Creek Southland Casino and Hotel
Wind Creek Southland Casino and Hotel
9.4 out of 10, Exceptional, (107)
The price is S$277
includes taxes & fees
21 Sept - 22 Sept

Sophy Hyde Park
Sophy Hyde Park
9.6 out of 10, Exceptional, (1000)
The price is S$432
includes taxes & fees
15 Sept - 16 Sept

Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
8.6 out of 10, Excellent, (2818)
The price is S$236
includes taxes & fees
14 Sept - 15 Sept

Carleton of Oak Park
Carleton of Oak Park
9.0 out of 10, Wonderful, (1010)

Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
9.0 out of 10, Wonderful, (1483)
The price is S$286
includes taxes & fees
28 Sept - 29 Sept

Ameristar Casino Hotel East Chicago
Ameristar Casino Hotel East Chicago
8.4 out of 10, Very good, (1000)
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
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Hotel Options in South Side
- Beach Resorts in South Side
- Boutique Hotels in South Side
- Budget Hotels in South Side
- Business Hotels in South Side
- Casino Hotels in South Side
- Family friendly Hotels in South Side
- Golf Hotels in South Side
- Hotels near Shopping Areas in South Side
- Hotels with Air Conditioning in South Side
- Hotels with Airport Shuttle in South Side
- Hotels with Balcony in South Side
- Hotels with Bars / Lounges in South Side
- Hotels with Breakfast in South Side
- Hotels with Childcare in South Side
- Hotels with Early Check In in South Side
- Hotels with Entertainment in South Side
- Hotels with Gyms in South Side
- Hotels with Hot Tubs in South Side
- Hotels with Internet in South Side
- Hotels with Restaurants in South Side
- Hotels with Spa in South Side
- Hotels with Swimming Pools in South Side
- Hotels with Views in South Side
- Hotels with WiFi in South Side
- Hotels with connecting rooms in South Side
- Hotels with free Internet in South Side
- Hotels with free breakfast in South Side
- Hotels with free parking in South Side
- Hotels with free wifi in South Side
- Hotels with parking in South Side
- Hotels with shuttle in South Side
- Luxury Hotels in South Side