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4 Oct - 5 Oct
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10 Oct - 12 Oct
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Top hotels and accommodation in Southwest Side

Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1003)
"Front Desk attention was great."
The price is NZ$240
includes taxes & fees
5 Oct - 6 Oct
Carlton Inn Midway
Rainbow Motel
Interior detail

Rainbow Motel

2.5 star property
5.8 out of 10, (12)
"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 NZ$185
includes taxes & fees
6 Oct - 7 Oct
Rainbow Motel
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
The price is NZ$211
includes taxes & fees
15 Oct - 16 Oct
Skylark Motel
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4709)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is NZ$320
includes taxes & fees
5 Oct - 6 Oct
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3057)
"Perfect location, walkable to many restaurants and shops"
The price is NZ$221
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2076)
"Great hotel"
The price is NZ$321
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3902)
"Great place to stay. "
The price is NZ$349
includes taxes & fees
4 Nov - 5 Nov
citizenM Chicago Downtown
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2844)
"Had a great stay!"
The price is NZ$290
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile
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, (2166)
"Great hotel "
The price is NZ$435
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9293)
"Beautiful hotel!"
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2415)
"Great walkable location to all the sights! "
The price is NZ$252
includes taxes & fees
27 Oct - 28 Oct
Freehand 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, (4025)
"We definitely will stay there again place was very nice "
The price is NZ$361
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2240)
"Great Hotel"
The price is NZ$421
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3017)
"Enjoyed our stay"
The price is NZ$291
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (263)
"Loved this place if you want something affordable and nice! "
The price is NZ$196
includes taxes & fees
4 Nov - 5 Nov
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, (1017)
"Great stay"
The price is NZ$255
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2532)
"Location is great and the breakfast buffet is amazing"
The price is NZ$371
includes taxes & fees
3 Nov - 4 Nov
Hotel Riu Plaza Chicago
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2159)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is NZ$450
includes taxes & fees
23 Oct - 24 Oct
Hyatt Centric The Loop Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2562)
"Good place to stay"
The price is NZ$350
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3176)
"Great stay "
The price is NZ$421
includes taxes & fees
5 Oct - 6 Oct
voco Chicago Downtown - Riverwalk by IHG
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 Union Stock Yard Gate as you discover things to see and do in Southwest Side.

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

Top Southwest Side Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Very comfortable stay, excellent location. "
Andrea 3-night trip
Posted 1 day ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

More cheap accommodation in Southwest Side

More cheap accommodation in Southwest Side

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street, Lombard, IL
The price is NZ$154 per night from 6 Oct to 7 Oct
NZ$154
6 Oct - 7 Oct
includes taxes & fees
8.8/10 Excellent! (2,263 reviews)

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