Romantic Hotels in South Side, Chicago

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Check availability on South Side Romantic Hotels

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5

Top South Side Romantic Hotels

The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1226)
"The hotel is beautiful! Great staff and perfect location"
The Emily Hotel
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2780)
"The hotel was in a great location. "
The price is P11,830
P15,564 total
includes taxes & fees
Sep 22 - Sep 23
Swissotel - Chicago
The Robey, Chicago, a Member of Design Hotels
3 bars/lounges, cocktail bar, rooftop bar, rooftop bar

The Robey, Chicago, a Member of Design Hotels

3.5 star property
9.2 out of 10, Wonderful, (980)
"Great hotel. "
The price is P11,653
P15,088 total
includes taxes & fees
Oct 19 - Oct 20
The Robey, Chicago, a Member of Design Hotels
Sophy Hyde Park
View from room

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (1007)
"Loved my stay!"
The price is P15,372
P19,588 total
includes taxes & fees
Oct 5 - Oct 6
Sophy Hyde Park
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (2941)
"Wonderful property with wonderful staff will definitely stay here again. "
The price is P13,790
P18,016 total
includes taxes & fees
Oct 19 - Oct 20
The Royal Sonesta Chicago Downtown
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, (1533)
"Great place to stay. "
The price is P9,597
P11,266 total
includes taxes & fees
Oct 19 - Oct 20
Crowne Plaza Chicago West Loop by IHG
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1964)
"Good place to stay"
The price is P6,798
P9,321 total
includes taxes & fees
Sep 24 - Sep 25
Millennium Knickerbocker Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1004)
"Amazing hotel"
The price is P30,847
P36,211 total
includes taxes & fees
Sep 28 - Sep 29
Four Seasons Hotel Chicago
The Westin Michigan Avenue Chicago
View from room

The Westin Michigan Avenue Chicago

4.5 star property
8.8 out of 10, Excellent, (1051)
"Great location and wonderful staff"
The price is P13,081
P17,368 total
includes taxes & fees
Oct 3 - Oct 4
The Westin Michigan Avenue Chicago
Graduate by Hilton Evanston
Lobby

Graduate by Hilton Evanston

4.0 star property
8.8 out of 10, Excellent, (1011)
"Cute cozy hotel. Restaurant and bar in hotel. Very close to beach and restaurants "
The price is P7,266
P8,318 total
includes taxes & fees
Sep 29 - Sep 30
Graduate by Hilton Evanston
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

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Loved it"
Todd 1-night trip
Posted 11 days ago
Hyatt Place Chicago-South/University Medical Center

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