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

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

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.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Paulina

$145 nightly

$168 total

Nov 1 - Nov 2

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 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.

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

2. Carlton Inn Midway

Archer Heights

stephen T

$99 nightly

$116 total

Oct 18 - Oct 19

Total with taxes and fees

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

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

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

3. Rainbow Motel

Garfield Ridge

Jerry

$93 nightly

$109 total

Oct 19 - Oct 20

Total with taxes and fees

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

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

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

A residential street with a sidewalk, houses, and greenery.

4. Carleton of Oak Park

Oak Park

Brad

$112 nightly

$124 total

Oct 21 - Oct 22

Total with taxes and fees

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

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.

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

5. Best Western Grant Park Hotel

Downtown Chicago

Colin

$107 nightly

$127 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 spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

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

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

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

Downtown Chicago

Shanequa

$219 nightly

$260 total

Nov 12 - Nov 13

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

7. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

$127 nightly

$151 total

Nov 9 - Nov 10

Total with taxes and fees

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

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

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

8. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cynthia

$144 nightly

$171 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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A conference room with a long table, chairs, and a large screen.

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

9. Hilton Chicago

Downtown Chicago

Anna

$194 nightly

$227 total

Oct 30 - Oct 31

Total with taxes and fees

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

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.

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

10. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Mario

$172 nightly

$204 total

Nov 3 - Nov 4

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

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

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

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

12. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

$112 nightly

$133 total

Nov 11 - Nov 12

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 modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

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.

13. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Dimitrina

$97 nightly

$107 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

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

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

14. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

$195 nightly

$232 total

Nov 1 - Nov 2

Total with taxes and fees

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

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

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

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

15. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

$134 nightly

$160 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 large banquet hall with round tables, blue tablecloths, and white chairs with blue sashes.

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

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

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

jaimie

$151 nightly

$201 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

17. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

$195 nightly

$232 total

Nov 1 - Nov 2

Total with taxes and fees

A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

A hotel room with two beds, a desk with a television, a chair, a ceiling fan, and a window with a view of a building.

A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

A modern office setup with two monitors, a keyboard, and leather chairs.

18. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Brock

$193 nightly

$229 total

Oct 30 - Oct 31

Total with taxes and fees

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

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

A formal dining room with a round table set for eight, surrounded by leather chairs, a chandelier, and potted plants.

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

19. Palmer House a Hilton Hotel

Downtown Chicago

Christy

$218 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 hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

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

20. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Robert

$142 nightly

$168 total

Nov 2 - Nov 3

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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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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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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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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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.

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

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

Top Southwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Room smelled so clean and fresh! Our room size was perfect for our stay. Staff was super nice and helped a lot. I did wish a microwave was available in the room. Location was great - nearby stores, cafes and a good bagel spot. Neighborhood was safe and secure. Would recommend the hotel for future stays."

The Wade

10/10 Excellent

"Loved this trendy hotel. Great location, amenities, and service."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Great central Chicago location; everything was walkable from this great hotel."

The Godfrey Hotel Chicago

10/10 Excellent

"Godfrey is a beautiful hotel in a great location. I had the deluxe King room that was very spacious and it had an amazing view. Staff was friendly and attentive. I will definitely be staying here when I am back in Chicago."

Fairmont Chicago at Millennium Park

10/10 Excellent

"clean, perfect for a family trip!"

Hilton Chicago

10/10 Excellent

"The property was great"

Freehand Chicago

10/10 Excellent

"It was comfortable"

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"The staff was 10/10."

Hyatt Regency Chicago

10/10 Excellent

"Great location"

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 28 - Oct 29

Total with taxes and fees

6.8/10 (2,352 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

$81 nightly

$90 total

Oct 22 - Oct 23

Total with taxes and fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

$97 nightly

$107 total

Oct 26 - Oct 27

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! (1,671 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$112 nightly

$133 total

Nov 11 - Nov 12

Total with taxes and fees

7.8/10 Good! (2,909 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

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. Sable at Navy Pier Chicago, Curio Collection by Hilton

7. Hilton Garden Inn Chicago Downtown South Loop

8. Homewood Suites by Hilton Chicago Downtown South Loop

9. Hilton Chicago

10. Hilton Vacation Club Hotel Blake Chicago

11. Congress Plaza Hotel

12. Travelodge by Wyndham Downtown Chicago

13. SureStay Plus Hotel by Best Western Chicago Lombard

14. Hyatt House Chicago/West Loop-Fulton Market

15. Hampton Inn & Suites Chicago Downtown

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

17. Hyatt Place Chicago/Downtown - The Loop

18. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

19. Palmer House a Hilton Hotel

20. Hotel Saint Clair- Magnificent Mile

Stay near popular Southwest Side attractions

Marquette Park

Union Stock Yard Gate

Balzekas Museum of Lithuanian Culture

Ephraim Bajar Cultural Center

S.S. Peter and Paul Church

Learn more about Southwest Side

Top Southwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Wade

The Chicago Hotel Collection - Magnificent Mile

The Godfrey Hotel Chicago

Fairmont Chicago at Millennium Park

Hilton Chicago

Freehand Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Hyatt Regency Chicago

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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