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

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Our top choices for Southwest Side hotels

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 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.

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

1. Carlton Inn Midway

Archer Heights

stephen T

$107 nightly

$126 total

Oct 18 - Oct 19

Total with taxes and fees

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

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 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.

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

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 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.

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

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 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.

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

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

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

Downtown Chicago

Shanequa

$218 nightly

$259 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 hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

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

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

7. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

$122 nightly

$146 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 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.

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

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

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

9. Hilton Chicago

Downtown Chicago

Anna

$194 nightly

$230 total

Nov 13 - Nov 14

Total with taxes and fees

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.

10. Congress Plaza Hotel

Downtown Chicago

Ashya

$108 nightly

$129 total

Nov 10 - Nov 11

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

A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.

11. 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 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.

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

A snack and beverage kiosk with various snacks and drinks.

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

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

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

15. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

$129 nightly

$153 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 modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

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

$168 nightly

$200 total

Nov 1 - Nov 2

Total with taxes and fees

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

A spacious lobby with a seating area, a reception desk, and a large screen.

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

A hotel room with a large bed, a desk with a computer, a TV, and a seating area with a chair and ottoman.

17. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Chriselda

$161 nightly

$191 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 modern office setup with two monitors, a keyboard, and leather chairs.

A conference room with a long table, chairs, a projector screen, and a television on the wall.

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

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

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.

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

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.

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.

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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

Hyatt Regency Chicago

10/10 Excellent

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Congress Plaza Hotel

10/10 Excellent

"We stayed at the Congress for a Bears game. We selected it based on price and proximity to Soldier Field. The price was incredibly reasonable, so I was a bit concerned about the quality and cleanliness of the room and hotel prior to checking in. We were more than pleased with our room and the hotel overall and feel it was great value for our money. The room was very clean and had been updated quite recently. It was roomie in both the room itself and the bathroom. We also appreciated the amenities in the room, including a coffee maker, refrigerator, a large, walk-in closet, plenty of drawer storage for clothes and extra seating and table. It is also near do much in the city, so it’s a great place to stay. The only issue that I had is I wish the TV had been a bit larger. But other than that, I would highly recommend the Congress."

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"The hotel is in a great location. The room was decent and so was the breakfast. We were entitled to vouchers for breakfast, cocktails and dinner as well as water bottles. At check-in, it would have been nice to be told that and get those vouchers. We had to ask for them the next day after reading a message received from the hotel. It would be nice also at check-in to let us know that housekeeping is every other day. Overall we still had a good stay."

Fairmont Chicago at Millennium Park

10/10 Excellent

"So far the best hotel we have found in Chicago. Everything was in close walking distance. Super easy to get to from the airport, fabulous food outlets nearby, easy stroll to Lake Michigan. And the friendliest, most helpful staff !!"

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."

Freehand Chicago

10/10 Excellent

"It was comfortable"

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"The staff was 10/10."

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 26 - Oct 27

Total with taxes and fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

$81 nightly

$90 total

Oct 24 - Oct 25

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! (1,673 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

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

$124 nightly

$143 total

Oct 25 - Oct 26

Total with taxes and fees

9.4/10 Exceptional! (2,393 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. Carlton Inn Midway

2. Holiday Inn Chicago – Midway Airport S by IHG

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. Congress Plaza Hotel

11. Hilton Vacation Club Hotel Blake Chicago

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. Crowne Plaza Chicago West Loop by IHG

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

Hyatt Regency Chicago

Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

Fairmont Chicago at Millennium Park

The Godfrey Hotel Chicago

Freehand Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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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