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Top 10 trending Southwest Side hotels

Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2135)
"Location was just what needed and at an affordable price "
The price is P6,219
P10,032 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago
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, (1057)
"Great place to stay, would definitely recommend and stay here again "
The price is P2,434
P11,047 total
includes taxes & fees
Aug 4 - Aug 5
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
7.4 out of 10, Good, (1128)
"Enjoyed staying here!"
The price is P2,434
P11,047 total
includes taxes & fees
Aug 4 - Aug 5
The Chicago Hotel Collection - Magnificent Mile
Rainbow Motel
Interior detail

Rainbow Motel

2.5 star property
6.4 out of 10, (6)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
The price is P5,203
P6,108 total
includes taxes & fees
Aug 4 - Aug 5
Rainbow Motel
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1003)
"Staff are very friendly:) "
The price is P6,091
P7,150 total
includes taxes & fees
Aug 5 - Aug 6
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (114)
"Poorly cleaned and not kept up well."
The price is P6,340
P7,442 total
includes taxes & fees
Aug 7 - Aug 8
Skylark Motel
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, (2050)
"Beautiful property, will definitely stay there again."
The price is P10,509
P14,023 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (538)
"It was a wonderful place to stay! "
The price is P3,926
P9,383 total
includes taxes & fees
Aug 10 - Aug 11
The Chicago Hotel Collection River North
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1289)
"A wonderful hotel in a great location!"
The price is P11,464
P15,165 total
includes taxes & fees
Aug 4 - Aug 5
Claridge House
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2571)
"Good location and excellent staff and service."
The price is P6,872
P8,067 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Grant Park Hotel
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2269)
"Location, cleanness and staff were very good "
The price is P6,224
P7,306 total
includes taxes & fees
Aug 25 - Aug 26
Travelodge by Wyndham Downtown Chicago
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place to stay!"
The price is P7,166
P8,412 total
includes taxes & fees
Aug 24 - Aug 25
Ohio House Motel
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1915)
"Great stay"
The price is P7,387
P10,037 total
includes taxes & fees
Aug 24 - Aug 25
Millennium Knickerbocker Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (162)
"Great stay"
The price is P6,415
P7,531 total
includes taxes & fees
Aug 24 - Aug 25
FOUND Hotel Chicago River North
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1026)
"Good budget hotel"
The price is P7,169
P8,415 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent location and great vibe. "
The price is P12,156
P14,270 total
includes taxes & fees
Aug 17 - Aug 18
The Hoxton Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3625)
"Great stay. "
The price is P8,355
P9,808 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2778)
"We love our stay here !"
The price is P7,102
P8,337 total
includes taxes & fees
Aug 10 - Aug 11
Aloft Chicago Mag Mile
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1979)
"Great hotel ! "
Hotel Felix River North/Magnificent Mile
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1181)
"Perfect location, great staff and comfortable bed"
The price is P6,863
P9,773 total
includes taxes & fees
Sep 1 - Sep 2
Thompson Chicago, by Hyatt
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.
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Top Southwest Side Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"First time solo travel and decided to stay with CitizenM and it was COMPLETELY worth it, in an ideal central location to many of the attractions available around the city and super close to millennium park, loved it and found it easy to navigate around and if you book at a good time the price is reasonable. 10/10 would 100% book again."
Isabel 2-night trip
Posted 19 hours ago
citizenM Chicago Downtown