Romantic Hotels & Resorts in South Side from NZ$411

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Check availability on South Side Romantic Hotels

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best South Side Romantic Hotels

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, (1049)
"Great location for shopping and dining. "
The price is NZ$318
includes taxes & fees
5 Aug - 6 Aug
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1115)
"Enjoyed staying here!"
The price is NZ$315
includes taxes & fees
5 Aug - 6 Aug
The Chicago Hotel Collection - Magnificent Mile
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1902)
"Great stay"
The price is NZ$290
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Sophy Hyde Park
View from room

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (990)
"perfect hotel for visiting UChicago."
The price is NZ$539
includes taxes & fees
10 Aug - 11 Aug
Sophy Hyde Park
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9038)
"Great place to stay."
The price is NZ$350
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (181)
"What a lovely place to stay. This bnb was perect!"
The price is NZ$388
includes taxes & fees
20 Aug - 21 Aug
The Publishing House B&B
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, (1328)
"Staff was so friendly and the rooms were really clean!"
The price is NZ$296
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1820)
"What a wonderful place to stay"
The price is NZ$384
includes taxes & fees
21 Aug - 22 Aug
Palmer House a Hilton Hotel
The Westin Michigan Avenue Chicago
View from room

The Westin Michigan Avenue Chicago

4.5 star property
8.8 out of 10, Excellent, (1001)
"Very nice place to stay great location"
The price is NZ$347
includes taxes & fees
24 Aug - 25 Aug
The Westin Michigan Avenue Chicago
The Godfrey Hotel Chicago
American cuisine, al fresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1894)
"Great hotel in a great location. Would definitely stay again "
The price is NZ$339
includes taxes & fees
24 Aug - 25 Aug
The Godfrey Hotel 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.

Top South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Great property!"
Dwayne 3-night trip
Posted 2 days ago
Hyatt Place Chicago-South/University Medical Center
Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good
"It’s OK "
Pius 2-night trip
Posted 6 days ago
Chinatown Hotel Chicago