Top 10 Hotels in Southwest Side (from $71) 2026 - Competitive Prices

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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 modern lobby with a vending machine, a statue, and an exit sign.

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

West Lawn

Paulina

$145 nightly

$168 total

Nov 13 - Nov 14

Total with taxes and fees

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 reception area with a wooden reception desk, a sofa, and a coffee table.

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.

2. Carlton Inn Midway

Archer Heights

stephen T

$119 nightly

$140 total

Oct 14 - Oct 15

Total with taxes and fees

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

A compact kitchenette with a built-in refrigerator, a coffee maker, and a small countertop.

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

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

3. Rainbow Motel

Garfield Ridge

Jerry

$93 nightly

$109 total

Oct 14 - Oct 15

Total with taxes and fees

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

4. Carleton of Oak Park

Oak Park

Brad

$109 nightly

$121 total

Nov 8 - Nov 9

Total with taxes and fees

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

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

5. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

$125 nightly

$149 total

Nov 9 - Nov 10

Total with taxes and fees

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

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

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

Downtown Chicago

Aran

$127 nightly

$151 total

Nov 10 - Nov 11

Total with taxes and fees

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

7. Hilton Chicago

Downtown Chicago

Anna

$190 nightly

$226 total

Oct 30 - Oct 31

Total with taxes and fees

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

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

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

8. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Corinn

$144 nightly

$171 total

Nov 10 - Nov 11

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 modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

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

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

$234 nightly

$278 total

Nov 12 - Nov 13

Total with taxes and fees

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.

A snack and beverage kiosk with various snacks and drinks.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

10. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

$97 nightly

$107 total

Oct 19 - Oct 20

Total with taxes and fees

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

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

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

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

11. Congress Plaza Hotel

Downtown Chicago

Ashya

$106 nightly

$126 total

Nov 11 - Nov 12

Total with taxes and fees

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

12. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Mario

$172 nightly

$204 total

Nov 3 - Nov 4

Total with taxes and fees

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A restaurant with booths, tables, and a green wall in the background.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A compact kitchen with a microwave, coffee maker, and sink.

13. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

$115 nightly

$135 total

Nov 12 - Nov 13

Total with taxes and fees

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

14. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Jennifer

$125 nightly

$144 total

Nov 1 - Nov 2

Total with taxes and fees

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

A modern gym with various exercise equipment, large windows, and a city view.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

15. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

$195 nightly

$232 total

Nov 1 - Nov 2

Total with taxes and fees

A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.

A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

A conference room with a long table, chairs, a projector screen, and a carpeted floor.

A hotel room with a bed, a TV, a window with curtains, and a view of tall buildings.

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

jaimie

$178 nightly

$211 total

Nov 1 - Nov 2

Total with taxes and fees

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A person overlooking a cityscape from a high vantage point.

A modern building with large glass windows and a covered walkway.

A grand ballroom with ornate chandeliers, round tables with floral centerpieces, and elegant chairs.

17. Palmer House a Hilton Hotel

Downtown Chicago

Christy

$215 nightly

$256 total

Oct 31 - Nov 1

Total with taxes and fees

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

A laundry area with a washing machine, a dryer, and an ice dispenser.

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

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.

18. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

ARLEEN

$142 nightly

$168 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

19. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

$195 nightly

$232 total

Nov 1 - Nov 2

Total with taxes and fees

A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.

A cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.

A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

A rooftop pool area with lounge chairs and a view of the city skyline.

20. The Hoxton, Chicago

Downtown Chicago

Jordan

$234 nightly

$278 total

Nov 1 - Nov 2

Total with taxes and fees

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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.

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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.

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Union Stock Yard Gate

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

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S.S. Peter and Paul 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.

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Ephraim Bajar Cultural Center

Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.

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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

Fairmont Chicago at Millennium Park

10/10 Excellent

"The front staff is excellent. As is the housekeeping and room service staff. The room was very clean, comfortable and a beautiful view of Grant Park. I didn’t utilize the service but they did have a 4 am breakfast the morning of the marathon."

Congress Plaza Hotel

10/10 Excellent

"Good location. Close to lake side parks and museums, close to public transportation and bus. Lake view room can see fireworks in summer from navy pier."

The Wade

10/10 Excellent

"Great location for those that want to be downtown with easy access to everything!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"."

The Godfrey Hotel Chicago

8/10 Good

"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Awesome Location, free expresso machine"

Eurostars Magnificent Mile

10/10 Excellent

"Hands-down, always my favorite place to stay when I am in Chicago. I’ve been staying here for years. It’s essentially located so you can walk everywhere to the magnificent mile to the Gold Coast Beach to all of the shopping. Restaurants are right next to it. There is a true food, kitchen and a soul cycle right next to it as well and Tal nightclub is also right next-door. The staff is absolutely amazing in the rooms are luxurious for a great price."

River Hotel

10/10 Excellent

"I absolutely loved this place. Close to everything and great view"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Great location... Amazing hotel..."

More cheap stays in Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

$62 nightly

$71 total

Oct 21 - Oct 22

Total with taxes and fees

6.8/10 (2,349 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

$81 nightly

$90 total

Oct 19 - Oct 20

Total with taxes and fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

$97 nightly

$107 total

Oct 19 - Oct 20

Total with taxes and fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

$110 nightly

$130 total

Nov 1 - Nov 2

Total with taxes and fees

8/10 Very Good! (1,664 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$115 nightly

$135 total

Nov 12 - Nov 13

Total with taxes and fees

7.8/10 Good! (2,906 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

$125 nightly

$144 total

Nov 1 - Nov 2

Total with taxes and fees

9.4/10 Exceptional! (2,400 reviews)

Hotels in Southwest Side with star-rating

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Things to do in Chicago

Find hotels in Southwest Side, IL from $71

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Southwest Side hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

3. Rainbow Motel

4. Carleton of Oak Park

5. Best Western Grant Park Hotel

6. Hilton Garden Inn Chicago Downtown South Loop

7. Hilton Chicago

8. Homewood Suites by Hilton Chicago Downtown South Loop

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

10. SureStay Plus Hotel by Best Western Chicago Lombard

11. Congress Plaza Hotel

12. Hilton Vacation Club Hotel Blake Chicago

13. Travelodge by Wyndham Downtown Chicago

14. Hampton Inn Chicago-O'Hare International Airport

15. Hyatt House Chicago/West Loop-Fulton Market

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

17. Palmer House a Hilton Hotel

18. Hotel Saint Clair- Magnificent Mile

19. Hyatt Place Chicago/Downtown - The Loop

20. The Hoxton, Chicago

Stay near popular Southwest Side attractions

Marquette Park

Balzekas Museum of Lithuanian Culture

Union Stock Yard Gate

S.S. Peter and Paul Church

Ephraim Bajar Cultural Center

Learn more about Southwest Side

Top Southwest Side Hotel Reviews

Fairmont Chicago at Millennium Park

Congress Plaza Hotel

The Wade

The Chicago Hotel Collection - Magnificent Mile

The Godfrey Hotel Chicago

Club Quarters Hotel, Central Loop, Chicago

Eurostars Magnificent Mile

River Hotel

The Royal Sonesta Chicago Downtown

More cheap stays in Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago-O'Hare International Airport

Hotels in Southwest Side with star-rating

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