Find hotels in Southwest Side, IL from $67

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Apr 28 - Apr 29
Tomorrow
Apr 29 - Apr 30
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Southwest Side hotels

Restaurant

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, (1,008 reviews)
"Great stay!"
United States
Nancy
$137 nightly
The price is $159
May 3 - May 4
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG
Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,004 reviews)
"It is a good place to stay."
United States
Paul Adrian
$104 nightly
The price is $122
May 18 - May 19
Total with taxes and fees
Carlton Inn Midway
Deluxe Single Room | Free WiFi, bed sheets

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (21 reviews)
"Did not have a spa at all. The deluxe bedroom has no spa :( Very very disappointing "
United States
Mauricio
$77 nightly
The price is $90
Apr 29 - Apr 30
Total with taxes and fees
Rainbow Motel
Exterior

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
United States
Roop
$89 nightly
The price is $105
May 18 - May 19
Total with taxes and fees
Skylark Motel
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,476 reviews)
"Great place to stay "
United States
Mark
$222 nightly
The price is $264
May 26 - May 27
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,416 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
$168 nightly
The price is $195
May 25 - May 26
Total with taxes and fees
Palmer House a Hilton Hotel
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,966 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
$126 nightly
The price is $150
May 26 - May 27
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,245 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
$161 nightly
The price is $191
May 25 - May 26
Total with taxes and fees
Silversmith Hotel Chicago Downtown
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,291 reviews)
"Very good, would stay here again!"
United States
Lorena
$228 nightly
The price is $271
May 27 - May 28
Total with taxes and fees
Swissotel - Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,156 reviews)
"Great stay"
United States
Matthew
$121 nightly
The price is $143
May 8 - May 9
Total with taxes and fees
Congress Plaza Hotel
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,143 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
$117 nightly
The price is $137
Apr 30 - May 1
Total with taxes and fees
River Hotel
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,053 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
$158 nightly
The price is $187
May 25 - May 26
Total with taxes and fees
Staypineapple, An Iconic Hotel, The Loop
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,498 reviews)
"Clean, friendly, modern, overall great stay!!"
United States
Jennifer
$246 nightly
The price is $292
May 25 - May 26
Total with taxes and fees
Hyatt Regency Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,141 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
$202 nightly
The price is $240
May 8 - May 9
Total with taxes and fees
Fairmont Chicago at Millennium Park
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,669 reviews)
"Loved staying at this hotel"
United States
Kimberly Marie
$194 nightly
The price is $230
May 10 - May 11
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,759 reviews)
"Clean room and great location "
United States
Diana
$155 nightly
The price is $184
May 25 - May 26
Total with taxes and fees
Hilton Chicago
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,419 reviews)
"Enjoyed our 5 night stay immensely"
United States
Marilyn
$186 nightly
The price is $221
May 25 - May 26
Total with taxes and fees
The Royal Sonesta Chicago Downtown
Restaurant

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,682 reviews)
"Great location, right across the street from the park."
United States
Jamison
$116 nightly
The price is $138
May 26 - May 27
Total with taxes and fees
Best Western Grant Park Hotel
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,019 reviews)
"Great stay all around "
United States
Logan
$245 nightly
The price is $292
May 10 - May 11
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
Exterior detail

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (573 reviews)
"Great location great staff great hotel!"
United States
Refak
$85 nightly
The price is $100
Apr 30 - May 1
Total with taxes and fees
FOUND Hotel Chicago River North
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Great Lakes attractions

Marquette Park

4.7/5 (3 reviews)
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 scene.
See properties

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center 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

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"Overall stay was excellent. Coffee always available in the morning. You could order your breakfast meal at reasonable prices, and it was prepared quickly and efficiently. Ambience is fun and hip! Easy walking to the train station and major attractions in downtown Chicago. Close to Whole Foods!"
maangelica 5-night trip
Posted 6 hours ago
Aloft Chicago Mag Mile

More cheap stays in Southwest Side

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL
$60 nightly
The price is $67 total per night from May 8 to May 9
$67 total
May 8 - May 9
Total with taxes and fees
6.4/10 (1,098 reviews)

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia