Search Hotels in Southwest Side

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Check prices for these dates

Tonight
15 July - 16 July
Tomorrow
16 July - 17 July
This weekend
18 July - 20 July
Next weekend
25 July - 27 July

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Compare hotels in Southwest Side with room rates, reviews, and availability. Most hotels are fully refundable.

Rainbow Motel
Interior detail

Rainbow Motel

7.6 out of 10, Good, (4)
"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 AU$160
includes taxes & fees
21 July - 22 July
Rainbow Motel
Sleep Inn Midway Airport Bedford Park
Reception

Sleep Inn Midway Airport Bedford Park

2.5 star property
7.8 out of 10, Good, (1548)
"Great stay at a reasonable price. Close to Midway airport, food and shopping. "
The price is AU$177
includes taxes & fees
28 July - 29 July
Sleep Inn Midway Airport Bedford Park
Hyatt Place Chicago Midway Airport
Daily buffet breakfast (USD 11 per person)

Hyatt Place Chicago Midway Airport

3.0 star property
9.0 out of 10, Wonderful, (1091)
"Great location and many wonderful things to eat"
The price is AU$282
includes taxes & fees
12 Aug - 13 Aug
Hyatt Place Chicago Midway Airport
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.6 out of 10, (1007)
"The female clerk was very friendly and helpful!"
The price is AU$188
includes taxes & fees
28 July - 29 July
Carlton Inn Midway
Hilton Garden Inn Chicago/Midway Airport
Exterior

Hilton Garden Inn Chicago/Midway Airport

3.0 star property
8.4 out of 10, Very good, (1000)
"Great stay clean quiet and great amenities."
The price is AU$273
includes taxes & fees
21 July - 22 July
Hilton Garden Inn Chicago/Midway Airport
Chicago Marriott Midway
View from property

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (859)
"Amazing stay!"
The price is AU$246
includes taxes & fees
27 July - 28 July
Chicago Marriott Midway
Charming 2-bedroom townhome in brilliant Chicago with WiFi, AC
Fridge, microwave, oven, stovetop

Charming 2-bedroom townhome in brilliant Chicago with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Me and my partner enjoyed staying here! Everything was just as advertised!"
Charming 2-bedroom townhome in brilliant Chicago with WiFi, AC
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Fridge, microwave, oven, stovetop

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

9.0 out of 10, Wonderful, (17)
"It was great for our needs! Definitely hear EVERYTHING though as usual for most older places in the city."
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Fridge, microwave, oven, stovetop

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

9.6 out of 10, Exceptional, (4)
"It was great it had the basic amenities for a family to enjoy the stay"
The price is AU$441
includes taxes & fees
28 July - 29 July
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Holiday Inn Chicago – Midway Airport S by IHG
Lobby

Holiday Inn Chicago – Midway Airport S by IHG

2.5 star property
8.4 out of 10, Very good, (1000)
"Great stay"
Holiday Inn Chicago – Midway Airport S by IHG
1-bedroom condo next to Chicago Midway International Airport
Fridge, microwave, oven, stovetop

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (5)
"super nice place!"
1-bedroom condo next to Chicago Midway International Airport
Cozy Urban Retreat Near Midway – Perfect for Travelers!
Private kitchen

Cozy Urban Retreat Near Midway – Perfect for Travelers!

Cozy Urban Retreat Near Midway – Perfect for Travelers!
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Interior

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

The price is AU$443
includes taxes & fees
29 July - 30 July
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Cozy 2- bedroom w/ patio mins from Midway Airport
Smart TV, books

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (12)
"Scrupulously clean, plenty of room, easy entry, quiet, comfortable, convenient to orange line."
Cozy 2- bedroom w/ patio mins from Midway Airport
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Dining

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.6 out of 10, Exceptional, (11)
"Nice amenities, and centrally located, grocery store near, nice full kitchen, nothing we didn’t like about."
The price is AU$454
includes taxes & fees
21 July - 22 July
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Smokers Preferred-Spacious 3-bedroom apartment with WiFi, AC in awesome Chicago
Fridge, microwave, oven, stovetop

Smokers Preferred-Spacious 3-bedroom apartment with WiFi, AC in awesome Chicago

10.0 out of 10, Exceptional, (1)
"This property provided an amazing place for our family to hang out, cook, and feel safe. Our host was friendly and hospitable. We plan to be back!"
Smokers Preferred-Spacious 3-bedroom apartment with WiFi, AC in awesome Chicago
Stylish comfortable 3BR with tons of natural light
Fridge, microwave, oven, stovetop

Stylish comfortable 3BR with tons of natural light

10.0 out of 10, Exceptional, (1)
Stylish comfortable 3BR with tons of natural light
Luxurious 3Br with parking on premises 🌔
Terrace/patio

Luxurious 3Br with parking on premises 🌔

9.4 out of 10, Exceptional, (13)
"fabulous stay, highly recommended"
Luxurious 3Br with parking on premises 🌔
Great 3 bedroom walking distance from MDW airport
Fridge, microwave, oven, stovetop

Great 3 bedroom walking distance from MDW airport

Great 3 bedroom walking distance from MDW airport
Cozy 3 Bedroom Family Sized Duplex/ 9 mins from Midway airport!
Property grounds

Cozy 3 Bedroom Family Sized Duplex/ 9 mins from Midway airport!

Cozy 3 Bedroom Family Sized Duplex/ 9 mins from Midway airport!
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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