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Find hotels in Southwest Side, IL from 1.391.369 ₫

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Check prices for these dates

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26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Southwest Side hotels

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Carlton Inn Midway

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is 2.605.284 ₫
3.058.343 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Carlton Inn Midway
Restaurant
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1000)
"Great stay"
United States
Maria
The price is 2.680.764 ₫
3.409.769 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Holiday Inn Chicago – Midway Airport S by IHG
Exterior
Skylark Motel

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is 2.339.098 ₫
2.745.867 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Skylark Motel
Room, 1 Queen Bed, Jetted Tub | Jetted bathtub
Rainbow Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18)
"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 "
United States
Conner
The price is 2.549.354 ₫
3.255.814 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Rainbow Motel
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3434)
"Amazing place to stay and super accommodating "
United States
Carson
The price is 3.647.398 ₫
4.281.681 ₫ total
includes taxes & fees
29 Dec - 30 Dec
L7 Chicago by LOTTE
American cuisine, al fresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1948)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is 2.502.046 ₫
3.554.253 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
The Godfrey Hotel Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3391)
"The Hotel was amazing great location "
United States
Donnisha
The price is 3.784.608 ₫
5.214.128 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago
Exterior
AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1004)
"Clean room, good staff. Overall excellent place to stay."
United States
Shameer Ahmed Zakir Ali
The price is 2.652.653 ₫
3.113.950 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
AC Hotels by Marriott Chicago Downtown
Lobby
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1003)
"Great location and restaurant "
United Kingdom
Asvin
The price is 3.857.672 ₫
5.299.899 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
theWit Chicago, a Hilton Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3512)
"Really nice hotel"
United States
Saulius
The price is 2.658.424 ₫
3.120.725 ₫ total
includes taxes & fees
28 Dec - 29 Dec
voco Chicago Downtown - Riverwalk by IHG
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3463)
"Great hotel! "
United States
Kianna
The price is 3.642.160 ₫
4.275.531 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2971)
"Great place to stay"
United States
Elisha
The price is 2.263.176 ₫
2.656.742 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1791)
"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."
United States
Gina
The price is 3.510.224 ₫
4.804.087 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Radisson Blu Aqua Hotel Chicago
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1536)
"Great staff and great location. "
United States
Joe
The price is 2.444.226 ₫
2.869.278 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3186)
"Staff, location, views and rooms were amazing!!"
United States
Gabriela Michelle Riveiro
The price is 2.996.148 ₫
4.358.202 ₫ total
includes taxes & fees
24 Jan - 25 Jan 2026
The Royal Sonesta Chicago Downtown
Lobby
Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1344)
"Had the best stay here! Would definitely stay here again! "
United States
Nancy
The price is 2.241.329 ₫
2.631.096 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Chicago Downtown
Exterior
Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1004)
"Great location, great hotel, friendly staff "
United States
Eric
The price is 3.022.430 ₫
3.548.029 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
Springhill Suites by Marriott Chicago Downtown/ River North
Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout curtains
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1160)
"Great stay!"
United States
Tea
The price is 3.022.430 ₫
3.548.029 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago Downtown River North
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1052)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is 2.575.636 ₫
3.794.916 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2203)
"Great location, easy parking. "
United States
Maria
The price is 2.241.329 ₫
2.631.095 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
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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Stay near popular Central United States attractions

Marquette Park

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
See properties

Balzekas Museum of Lithuanian Culture

You can spend time studying the exhibits at Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the riverfront in this vibrant area or visit its top-notch restaurants.
See properties

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
Chicago, IL showing interior views, heritage elements and an airport
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

More cheap stays in Southwest Side

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
The price is 1.248.132 ₫ per night from 11 Jan to 12 Jan
1.248.132 ₫
1.391.369 ₫ total
11 Jan - 12 Jan 2026
includes taxes & fees
7.8/10 Good! (1,166 reviews)