Best Southwest Side Hotels in 2026 from HK$555 - Fully Refundable Options

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Go beyond your typical stay in Southwest Side

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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

Fabian

HK$1,090

HK$1,358 total

includes taxes & fees

26 Oct - 27 Oct

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

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

2. Carlton Inn Midway

Archer Heights

Icaro

HK$821

HK$964 total

includes taxes & fees

29 Sept - 30 Sept

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

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

HK$604

HK$709 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

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

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

Downtown Chicago

Shanequa

HK$2,120

HK$2,791 total

includes taxes & fees

29 Oct - 30 Oct

A large, historic building with a central courtyard surrounded by trees.

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

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

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

5. Hilton Chicago

Downtown Chicago

Alan

HK$1,260

HK$1,728 total

includes taxes & fees

24 Oct - 25 Oct

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

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

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

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

6. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Phillip

HK$1,480

HK$1,760 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern lounge area with seating, a bar, and large windows offering views.

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.

7. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

HK$2,063

HK$2,453 total

includes taxes & fees

25 Oct - 26 Oct

A hotel lobby with a bar area, a chandelier, and a reception desk.

A hotel lobby with leather seating, a flat-screen TV, and large windows with a view of the cityscape.

A view through a circular window of a cityscape with modern buildings and a body of water in the distance.

A lobby with a sofa, a coffee table, and an ottoman. There are wooden columns and a chandelier.

8. Residence Inn Chicago Downtown/Loop

Downtown Chicago

Karla

HK$2,063

HK$2,453 total

includes taxes & fees

24 Oct - 25 Oct

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

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.

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

9. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Lauren

HK$1,663

HK$1,977 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

10. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cecilia

HK$1,640

HK$1,950 total

includes taxes & fees

25 Oct - 26 Oct

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

11. L7 Chicago by LOTTE

Downtown Chicago

Emily

HK$2,294

HK$2,728 total

includes taxes & fees

1 Oct - 2 Oct

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.

A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

An indoor swimming pool with lounge chairs and a no diving sign.

12. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Patricia

HK$1,587

HK$2,117 total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A hotel room with a large bed, a bedside table with a lamp, a small table, a chair, and a view of a building through the window.

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

A conference room with a large screen, multiple tables, and chairs.

13. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Terri

HK$1,782

HK$2,118 total

includes taxes & fees

25 Oct - 26 Oct

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

A gym with treadmills, ellipticals, and weight machines.

A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

A modern indoor swimming pool with blue seating and a view of the city through large windows.

14. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Carmina

HK$1,703

HK$2,025 total

includes taxes & fees

25 Oct - 26 Oct

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

15. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Brian

HK$1,373

HK$1,633 total

includes taxes & fees

25 Oct - 26 Oct

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A bar area with a marble countertop, bar stools, and a variety of bottles.

16. Hotel Riu Plaza Chicago

Downtown Chicago

Sean Robert

HK$1,854

HK$2,428 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with a glass table, orange cushions, and potted plants.

A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.

A modern building with a large glass facade and a river in front.

A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

17. Sheraton Grand Chicago Riverwalk

Downtown Chicago

John

HK$2,460

HK$3,205 total

includes taxes & fees

3 Oct - 4 Oct

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A cityscape with modern high-rise buildings, a river, and a boat.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

18. Hyatt Regency Chicago

Downtown Chicago

Whitney

HK$2,479

HK$3,227 total

includes taxes & fees

24 Oct - 25 Oct

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A vending machine with various beverages and snacks.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

19. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

HK$1,734

HK$2,061 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A hotel lobby with a reception desk, seating area, and a mural of a city skyline.

A modern bar area with seating and a bar counter.

20. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Mythli

HK$1,721

HK$2,186 total

includes taxes & fees

25 Oct - 26 Oct

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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 galleries.

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Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)

You can spend time studying the exhibits at Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area or visit 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.

See properties

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.

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 - Magnificent Mile

10/10 Excellent

"Would recommend stay here very nice hotel"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"we were upgraded to a high floor corner room. It was lovely"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Loved the stay"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"The staff was amazing."

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Great location, quiet and spacious"

More cheap stays in Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

HK$483

HK$555 total

29 Sept - 30 Sept

includes taxes & fees

6.8/10 (2,353 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

HK$580

HK$650 total

29 Sept - 30 Sept

includes taxes & fees

6.4/10 (1,288 reviews)

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

HK$733

HK$814 total

29 Sept - 30 Sept

includes taxes & fees

9/10 Wonderful! (3,049 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

HK$1,114

HK$1,281 total

25 Oct - 26 Oct

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

HK$1,310

HK$1,557 total

26 Oct - 27 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

HK$1,614

HK$1,918 total

25 Oct - 26 Oct

includes taxes & fees

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia

Things to do in South Side

Southwest Side hotels from HK$555

Change your mind

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. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Hilton Chicago

6. Crowne Plaza Chicago West Loop by IHG

7. Hyatt House Chicago/West Loop-Fulton Market

8. Residence Inn Chicago Downtown/Loop

9. Hyatt Place Chicago/Downtown - The Loop

10. Homewood Suites by Hilton Chicago Downtown South Loop

11. L7 Chicago by LOTTE

12. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

13. Hampton Inn Chicago West Loop Fulton Market Area

14. Aloft by Marriott Chicago Mag Mile

15. Hilton Chicago/Magnificent Mile Suites

16. Hotel Riu Plaza Chicago

17. Sheraton Grand Chicago Riverwalk

18. Hyatt Regency Chicago

19. Hyatt Place Chicago/River North

20. La Quinta Inn & Suites by Wyndham Chicago Downtown

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

The Chicago Hotel Collection - Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

The Chicago Hotel Collection Ambassador Gold Coast

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Club Quarters Hotel, Central Loop, 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-O'Hare International Airport

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia

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