Find Romantic Hotels in South Side

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Check availability on South Side Romantic Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Romantic Hotels in South Side

View from room
Sophy Hyde Park
Sophy Hyde Park
4.0 star property
9.6 out of 10, Exceptional, (1001)
"Loved my stay!"
United States
Dawnielle
The price is S$308
includes taxes & fees
23 Nov - 24 Nov
Sophy Hyde Park
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3146)
"Our stay was great"
United States
Bruce E
The price is S$171
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2867)
"Had a great stay!"
United States
Josh
The price is S$165
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Lobby sitting area
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very good, (2929)
"Nice hotel close to everything Enjoyed our stay"
United States
Barbara
The price is S$178
includes taxes & fees
24 Nov - 25 Nov
Warwick Allerton - Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2217)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is S$199
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9577)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is S$259
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Lobby
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 star property
8.6 out of 10, Excellent, (1976)
"Very good location, friendly staff and good breakfast "
United States
Maria
The price is S$181
includes taxes & fees
17 Nov - 18 Nov
Millennium Knickerbocker Chicago
Lobby
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.6 out of 10, Excellent, (5151)
"Great place, good breakfast and the location "
United States
NATIA
The price is S$196
includes taxes & fees
16 Nov - 17 Nov
Embassy Suites by Hilton Chicago Downtown River North
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2023)
"Great place to stay "
United States
Cheryl
Silversmith Hotel Chicago Downtown
Rooftop terrace
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1395)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is S$372
includes taxes & fees
26 Oct - 27 Oct
Virgin Hotels 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

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Just an overnight stay for a college campus visit, but had the Hyatt recommended by numerous people and it didn't disappoint. What a great community the Hyde Park area was. Rooms were very nice, big and extremely clean. Will definitely be making that out go to for all future trips to the Chicago land area"
David 1-night trip
Posted 4 days ago
Hyatt Place Chicago-South/University Medical Center

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