Romantic Hotels & Resorts in South Side

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Check availability on South Side Romantic Hotels

Best South Side Romantic Hotels

Our top choices for South Side romantic hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2158)
"I enjoyed my stay cant wait to go back. "
The price is AU$412
includes taxes & fees
2 Oct - 3 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1144)
"Great classic place to stay"
The price is AU$265
includes taxes & fees
29 Sept - 30 Sept
The Chicago Hotel Collection Ambassador Gold Coast
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1975)
"Excellent location, clean and save hotel."
The price is AU$270
includes taxes & fees
21 Oct - 22 Oct
Millennium Knickerbocker Chicago
Wind Creek Southland Casino and Hotel
Couples treatment room(s), sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.4 out of 10, Exceptional, (119)
"Amazing hotel "
The price is AU$338
includes taxes & fees
28 Sept - 29 Sept
Wind Creek Southland Casino and Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9294)
"The staff was top notch, the bed so comfortable, just a great overall stay"
The price is AU$275
includes taxes & fees
29 Sept - 30 Sept
Congress Plaza Hotel
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1233)
"The hotel is beautiful! Great staff and perfect location"
The price is AU$468
includes taxes & fees
5 Oct - 6 Oct
The Emily Hotel
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1538)
"Excellent breakfast and room was quiet and clean. "
The price is AU$274
includes taxes & fees
19 Oct - 20 Oct
Crowne Plaza Chicago West Loop by IHG
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (185)
"Wonderful staff, beautiful hotel and great breakfast!"
The price is AU$362
includes taxes & fees
6 Oct - 7 Oct
The Publishing House B&B
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1727)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2212)
"Amazing stay and great location…"
The price is AU$372
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
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.
View all properties

Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Nothing fancy, but I'll be back. Very safe and cozy. "
Andrea 3-night trip
Posted 2 days ago
Chinatown Hotel Chicago

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