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4 Aug - 5 Aug
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8 Aug - 10 Aug
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Top 10 Southwest Side hotels and places to stay

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 £79
includes taxes & fees
5 Aug - 6 Aug
Rainbow Motel
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Staff are very friendly:) "
The price is £93
includes taxes & fees
5 Aug - 6 Aug
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (114)
"A dump. Next time im forced to choose this place or a floor in the airport, I'll choose the floor."
The price is £95
includes taxes & fees
10 Aug - 11 Aug
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, (2056)
"Beautiful property, will definitely stay there again."
The price is £178
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2548)
"Hotel is amazing "
The price is £170
includes taxes & fees
1 Sept - 2 Sept
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1514)
"This is a nice hotel in a great neighborhood. "
The price is £200
includes taxes & fees
1 Sept - 2 Sept
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1955)
"Very pleasant stay!"
The price is £141
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1578)
"Lovely hotel and in the most convenient location"
The price is £186
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1827)
"Excellent accommodation, very clean and friendly staff "
The price is £228
includes taxes & fees
10 Aug - 11 Aug
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2780)
"We love our stay here !"
The price is £108
includes taxes & fees
17 Aug - 18 Aug
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1009)
"Great location and hotel "
The price is £131
includes taxes & fees
2 Sept - 3 Sept
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1989)
"Friendly staff, clean and great location. We’ll definitely stay here again."
The price is £121
includes taxes & fees
17 Aug - 18 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3334)
"Great location and wonderful hotel. "
The price is £205
includes taxes & fees
1 Sept - 2 Sept
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2571)
"Great location and hotel!"
The price is £127
includes taxes & fees
17 Aug - 18 Aug
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1924)
"Great stay"
The price is £130
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Room, 1 King Bed, Corner | Premium bedding, pillow-top beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1025)
"Best place we have stayed in Chicago in a long time. "
The price is £163
includes taxes & fees
24 Aug - 25 Aug
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1136)
"Enjoyed staying here!"
The price is £135
includes taxes & fees
6 Aug - 7 Aug
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1680)
"Great place to stay, close to mag mile"
The price is £105
includes taxes & fees
2 Sept - 3 Sept
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2268)
"Beautiful hotel , breakfast was amazing "
The price is £162
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2575)
"Good location and excellent staff and service."
The price is £104
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park Hotel
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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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

The Wade

The Wade

10/10 Excellent
"The staff is wonderful. Everyone is very attentive to customer needs. The room was just spacious enough. The beds were comfortable. I love a hotel that provides bottles of water in the room at no additional cost. I have only two minor complaints. First, there was only one bar of soap provided. We need two - one for the shower and one for the sink. There were no other soap or body wash options either. Second, (and this is a pet peeve of mine), when reservations are made in advance and you know how many are staying in the room, please be sure there are enough towels and wash cloths for each. Two of the three nights I had to call the front desk and ask for towels and soap. I appreciate the staff’s promptness. "
Tara 3-night trip
Posted 9 hours ago
The Wade