Top 10 Hotels in Southwest Side, IL from $56 - Competitive Prices - Expedia

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Southwest Side
Chicago
Illinois
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Southwest Side Travel Guide Vacation Rentals in Southwest Side Flights to Southwest Side Car Rentals in Southwest Side Southwest Side Vacation Packages

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Our top choices for Southwest Side hotels

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 star property

West Lawn

8.0 out of 10, Very good, (1,008 reviews)

8.0/10

Very good

(1,008 reviews)

"The staff was really kind and helpful!"

"The staff was really kind and helpful!"

United States

Dorsy

$115 nightly

The price is $133

$133 total

Dec 6 - Dec 7

Total with taxes and fees

Holiday Inn Chicago – Midway Airport S by IHG

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

A breakfast bar with coffee makers, a toaster, and a variety of pastries.

2. Carlton Inn Midway

Carlton Inn Midway

2.0 star property

Archer Heights

5.8 out of 10, (1,008 reviews)

5.8/10

(1,008 reviews)

"good location for access to the city"

"good location for access to the city"

United States

stephen T

$107 nightly

The price is $126

$126 total

Nov 11 - Nov 12

Total with taxes and fees

Carlton Inn Midway

A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.

A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

A reception desk with a glass partition, a no pets allowed sign, a no smoking sign, a QR code for check-in, and a sign indicating a 1-minute wait for guests.

A small bathroom with a white sink, a mirror, and a window with an air conditioning unit.

3. Rainbow Motel

2.0 star property

Garfield Ridge

5.6 out of 10, (78 reviews)

5.6/10

(78 reviews)

"The woman there is cool and sweet and helpful I’ll be back"

"The woman there is cool and sweet and helpful I’ll be back"

United States

Kendall

$67 nightly

The price is $78

$78 total

Nov 11 - Nov 12

Total with taxes and fees

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

4. 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, (2,780 reviews)

9.4/10

Exceptional

(2,780 reviews)

"Best stay, wonderful property."

"Best stay, wonderful property."

Canada

Bonnie

$160 nightly

The price is $190

$190 total

Nov 23 - Nov 24

Total with taxes and fees

Sable at Navy Pier Chicago, Curio Collection by Hilton

A modern interior with a bar area, seating, and decorative wooden panels.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

5. Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 star property

Downtown Chicago

8.2 out of 10, Very good, (2,751 reviews)

8.2/10

Very good

(2,751 reviews)

"Room was dated but clean, staff was friendly, location was perfect for my needs"

"Room was dated but clean, staff was friendly, location was perfect for my needs"

United States

Michelle

$86 nightly

The price is $102

$102 total

Dec 7 - Dec 8

Total with taxes and fees

Best Western Grant Park Hotel

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

6. 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, (2,199 reviews)

8.8/10

Excellent

(2,199 reviews)

"Great place to stay at"

"Great place to stay at"

United States

Aran

$97 nightly

The price is $113

$113 total

Dec 9 - Dec 10

Total with taxes and fees

Hilton Garden Inn Chicago Downtown South Loop

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

A modern restaurant interior with a long counter, booths, and tables.

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (2,537 reviews)

8.8/10

Excellent

(2,537 reviews)

"Wonderful room and great breakfast buffet!"

"Wonderful room and great breakfast buffet!"

United States

Nicole

$105 nightly

The price is $124

$124 total

Nov 23 - Nov 24

Total with taxes and fees

Homewood Suites by Hilton Chicago Downtown South Loop

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A hotel entrance with a marquee sign, a glass awning, and a blue carpet leading to the door.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

A modern conference room with a wooden table, white chairs, a potted plant, and a large window with decorative plants.

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

4.0 star property

Downtown Chicago

9.6 out of 10, Exceptional, (1,221 reviews)

9.6/10

Exceptional

(1,221 reviews)

"Great location from both airports. Lovely hotel clean and convenient"

"Great location from both airports. Lovely hotel clean and convenient"

United Kingdom

Kanokkan

$104 nightly

The price is $124

$124 total

Dec 10 - Dec 11

Total with taxes and fees

Hilton Vacation Club Hotel Blake Chicago

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

A modern living room with a sofa, chairs, a coffee table, and a bookshelf.

9. Le Méridien Essex Chicago

Le Méridien Essex Chicago

4.0 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1,000 reviews)

9.0/10

Wonderful

(1,000 reviews)

"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"

"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"

United States

Taso

$127 nightly

The price is $151

$151 total

Dec 7 - Dec 8

Total with taxes and fees

Le Méridien Essex Chicago

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

A modern hotel with a corner location, large windows, and a green awning.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

10. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

3.0 star property

Downtown Chicago

9.2 out of 10, Wonderful, (1,596 reviews)

9.2/10

Wonderful

(1,596 reviews)

"Great hotel"

"Great hotel"

United States

Tracy

$102 nightly

The price is $121

$121 total

Dec 8 - Dec 9

Total with taxes and fees

Hampton Inn & Suites Chicago Downtown

A multi-story building with a prominent entrance featuring a large archway and a sign.

A spacious lobby with a patterned carpet, seating area, and a fireplace.

A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

11. Hilton Chicago

4.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (3,536 reviews)

8.6/10

Excellent

(3,536 reviews)

"Enjoyed my stay will book again!"

"Enjoyed my stay will book again!"

United States

Jordan

$162 nightly

The price is $190

$190 total

Nov 27 - Nov 28

Total with taxes and fees

A multi-story hotel with a prominent sign reading "Crowne Plaza."

A hotel room with a sofa, a small table, a bed, and a view of the city through a window.

A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

12. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (2,814 reviews)

9.0/10

Wonderful

(2,814 reviews)

"Wonderful stay!"

"Wonderful stay!"

United States

Dejai

$115 nightly

The price is $137

$137 total

Nov 22 - Nov 23

Total with taxes and fees

Crowne Plaza Chicago West Loop by IHG

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

A modern interior with a dining area, sofas, and artwork on the walls.

A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

13. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (2,397 reviews)

8.6/10

Excellent

(2,397 reviews)

"Great location and friendly staff."

"Great location and friendly staff."

United States

Grace

$88 nightly

The price is $104

$104 total

Dec 9 - Dec 10

Total with taxes and fees

Hotel Saint Clair- Magnificent Mile

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

14. Hotel 505 River North

Hotel 505 River North

4.5 star property

Downtown Chicago

9.2 out of 10, Wonderful, (3,017 reviews)

9.2/10

Wonderful

(3,017 reviews)

"Great location, reasonably rates and a staff that made us feel like we were home from the minute we pulled up to the front of the hotel."

"Great location, reasonably rates and a staff that made us feel like we were home from the minute we pulled up to the front of the hotel."

United States

Melvin

$166 nightly

The price is $197

$197 total

Dec 9 - Dec 10

Total with taxes and fees

Hotel 505 River North

A rooftop terrace with lounge chairs and tables, offering a city skyline view.

A modern bar area with a stainless steel bar counter, multiple stools, a refrigerated display, and a large window offering a view of the city.

A hotel lobby with a reception desk, seating area, and a view of the city.

A hotel room with a large bed, two armchairs, a wooden dresser, a desk with a chair, a flat-screen TV, and framed pictures on the wall.

15. Best Western River North Hotel

Best Western River North Hotel

2.5 star property

Downtown Chicago

7.8 out of 10, Good, (1,192 reviews)

7.8/10

Good

(1,192 reviews)

"Good location, friendly staff!"

"Good location, friendly staff!"

United States

Alexis

$80 nightly

The price is $95

$95 total

Dec 7 - Dec 8

Total with taxes and fees

Best Western River North Hotel

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

A gym with cardio machines, weight benches, and a large window offering a city view.

16. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (1,701 reviews)

8.8/10

Excellent

(1,701 reviews)

"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"

"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"

United States

maribeth

$118 nightly

The price is $140

$140 total

Nov 23 - Nov 24

Total with taxes and fees

Hyatt Place Chicago/Downtown - The Loop

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

A modern bar area with seating and a bar counter.

A modern bar area with a central counter, multiple seating tables, and a large window offering a view.

A hotel room with a large window, a bed, a sofa, a desk, and a TV.

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property

Downtown Chicago

8.4 out of 10, Very good, (2,954 reviews)

8.4/10

Very good

(2,954 reviews)

"Overall a great stay. It was clean and we had a comfortable place to stay."

"Overall a great stay. It was clean and we had a comfortable place to stay."

United States

Andres

$114 nightly

The price is $136

$136 total

Nov 23 - Nov 24

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Chicago Downtown

A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.

A multi-level hotel lobby with a central food service area, multiple dining tables, and a modern architectural design.

An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

A hotel room with a large bed, a nightstand with a lamp, a decorative snowflake, and a view of a cityscape through the window.

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property

Downtown Chicago

8.4 out of 10, Very good, (3,021 reviews)

8.4/10

Very good

(3,021 reviews)

"Great stay!"

"Great stay!"

United States

Serge

$135 nightly

The price is $180

$180 total

Dec 8 - Dec 9

Total with taxes and fees

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

19. Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property

Downtown Chicago

8.0 out of 10, Very good, (10,162 reviews)

8.0/10

Very good

(10,162 reviews)

"Rooms were excellent, staff was helpful, and this short trip was easier to manage this close to our destination."

"Rooms were excellent, staff was helpful, and this short trip was easier to manage this close to our destination."

United States

Skylar

$107 nightly

The price is $127

$127 total

Nov 22 - Nov 23

Total with taxes and fees

Congress Plaza Hotel

A hotel room with a flat-screen TV, a desk with a coffee machine, a chair, and a window with curtains.

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

A hotel lobby with marble walls, a black and gold elevator, a staircase, and a framed sign.

Reception

20. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District

3.0 star property

Downtown Chicago

9.2 out of 10, Wonderful, (1,003 reviews)

9.2/10

Wonderful

(1,003 reviews)

"Nice clean hotel with nice breakfast."

"Nice clean hotel with nice breakfast."

United States

Alicia

$114 nightly

The price is $136

$136 total

Nov 23 - Nov 24

Total with taxes and fees

Hampton Inn Majestic Chicago Theatre District

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.

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 Southwest Side attractions

Marquette Park

9.4/10 (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.

Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.

Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)

You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.

Blessed Sacrament Catholic Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

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

An airport with multiple runways, parked airplanes, and a large terminal building.

Top Southwest Side Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent

"Bbq"

Ryan 3-night trip

Posted 1 hour ago

Sports Illustrated Resorts Chicago

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"The rooms were clean,but small. The hotel staff were very friendly and helpful. I would stay here again"

Sharon 3-night trip

Posted 6 hours ago

Hotel Saint Clair- Magnificent Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent

"The staff is so well-trained - professional, caring, friendly - a joy. An upscale hotel with a great breakfast restaurant in the morning, Room very comfortable."

William 2-night trip

Posted 6 hours ago

Fairmont Chicago at Millennium Park

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Great stay. Location is perfect."

Kevin 3-night trip

Posted 7 hours ago

The Royal Sonesta Chicago Downtown

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Love this hotel! It was really nice, staff were very friendly and helpful! Restaurant and bar were perfect and open late. Paid breakfast buffet was nice as well!"

Melissa 1-night trip

Posted 7 hours ago

The Chicago Hotel Collection Ambassador Gold Coast

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent

"Great location. Hotel just ok. Having a bar/restaurant below, was a convenience. However, you basically had to doordash to get them to deliver to your room... inconvenience. For the location, alone, I'd stay here again."

Michael 3-night trip

Posted 8 hours ago

Eurostars Magnificent Mile

The Wade

The Wade

10/10 Excellent

"Great stay very close to everything"

Baldemar 2-night trip

Posted 9 hours ago

Hilton Chicago

Hilton Chicago

10/10 Excellent

"Incredible hotel n gorgeous lake view. Staff were so friendly and helpful. Loved it. Will stay here again for sure!"

Amanda 1-night trip

Posted 12 hours ago

Arlo Chicago

Arlo Chicago

10/10 Excellent

"Had the best stay at Arlo when we were in Chicago. Super convenient and all staff are attentive. Will definitely go back here again"

Jenice 3-night trip

Posted 14 hours ago

More cheap stays in Southwest Side

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

$50 nightly

The price is $56 total per night from Dec 1 to Dec 2

$56 total

Dec 1 - Dec 2

Total with taxes and fees

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

$89 nightly

The price is $99 total per night from Nov 11 to Nov 12

$99 total

Nov 11 - Nov 12

Total with taxes and fees

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

$100 nightly

The price is $115 total per night from Nov 23 to Nov 24

$115 total

Nov 23 - Nov 24

Total with taxes and fees

9.4/10 Exceptional! (2,417 reviews)

Hampton Inn Chicago-O'Hare International Airport

Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

$101 nightly

The price is $119 total per night from Dec 1 to Dec 2

$119 total

Dec 1 - Dec 2

Total with taxes and fees

Sleep Inn Midway Airport Bedford Park

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

$110 nightly

The price is $130 total per night from Nov 23 to Nov 24

$130 total

Nov 23 - Nov 24

Total with taxes and fees

8/10 Very Good! (1,686 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$129 nightly

The price is $151 total per night from Nov 12 to Nov 13

$151 total

Nov 12 - Nov 13

Total with taxes and fees

7.8/10 Good! (2,966 reviews)

Travelodge by Wyndham Downtown Chicago

Hotels in Southwest Side with star-rating

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