Southwest Side Hotel & Accommodation Deals 2026 from AU$101 - Compare prices by date

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

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

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Paulina

AU$242

includes taxes & fees

13 Nov - 14 Nov

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

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

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.

2. Carlton Inn Midway

Archer Heights

stephen T

AU$200

includes taxes & fees

14 Oct - 15 Oct

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 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.

3. Rainbow Motel

Garfield Ridge

Jerry

AU$117

includes taxes & fees

14 Oct - 15 Oct

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

AU$195

includes taxes & fees

14 Oct - 15 Oct

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

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

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.

5. Hilton Chicago

Downtown Chicago

Anna

AU$324

includes taxes & fees

30 Oct - 31 Oct

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 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.

6. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

AU$216

includes taxes & fees

9 Nov - 10 Nov

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

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

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

7. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kelsey

AU$309

includes taxes & fees

29 Oct - 30 Oct

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

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

8. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

AU$213

includes taxes & fees

9 Nov - 10 Nov

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.

9. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Corinn

AU$245

includes taxes & fees

10 Nov - 11 Nov

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.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

10. Congress Plaza Hotel

Downtown Chicago

Ashya

AU$198

includes taxes & fees

10 Nov - 11 Nov

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

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

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

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

11. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

AU$196

includes taxes & fees

12 Nov - 13 Nov

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

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

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

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

12. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Jennifer

AU$207

includes taxes & fees

1 Nov - 2 Nov

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

Blessing

AU$154

includes taxes & fees

21 Oct - 22 Oct

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

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.

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

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

Downtown Chicago

Shanequa

AU$400

includes taxes & fees

12 Nov - 13 Nov

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

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

15. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

AU$333

includes taxes & fees

1 Nov - 2 Nov

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

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.

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.

16. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

ARLEEN

AU$217

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

17. Palmer House a Hilton Hotel

Downtown Chicago

Christy

AU$368

includes taxes & fees

31 Oct - 1 Nov

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

A tall, modern hotel with a brick facade and numerous windows.

18. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Anand

AU$198

includes taxes & fees

2 Nov - 3 Nov

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 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.

19. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

AU$333

includes taxes & fees

1 Nov - 2 Nov

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 hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.

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

20. Hotel 505 River North

Downtown Chicago

Giana

AU$368

includes taxes & fees

11 Nov - 12 Nov

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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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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

Recent Reviews in Southwest Side

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..."

Hilton Chicago

10/10 Excellent

"5 star"

More cheap accommodation in Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

AU$101

21 Oct - 22 Oct

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

AU$129

19 Oct - 20 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

AU$154

21 Oct - 22 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

AU$187

1 Nov - 2 Nov

includes taxes & fees

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

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

AU$196

12 Nov - 13 Nov

includes taxes & fees

7.8/10 Good! (2,906 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

AU$207

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (2,400 reviews)

Explore a world of travel with Expedia

Activities in Chicago

Book Hotels in Southwest Side on Expedia.com

Search Southwest Side hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Southwest Side

Check prices for these dates

Filter by

Property class

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. Hilton Chicago

6. Hilton Garden Inn Chicago Downtown South Loop

7. Hilton Vacation Club Hotel Blake Chicago

8. Best Western Grant Park Hotel

9. Homewood Suites by Hilton Chicago Downtown South Loop

10. Congress Plaza Hotel

11. Travelodge by Wyndham Downtown Chicago

12. Hampton Inn Chicago-O'Hare International Airport

13. SureStay Plus Hotel by Best Western Chicago Lombard

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

15. Hyatt House Chicago/West Loop-Fulton Market

16. Hotel Saint Clair- Magnificent Mile

17. Palmer House a Hilton Hotel

18. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

19. Hyatt Place Chicago/Downtown - The Loop

20. Hotel 505 River North

Stay near popular Southwest Side attractions

Marquette Park

Balzekas Museum of Lithuanian Culture

Union Stock Yard Gate

Ephraim Bajar Cultural Center

S.S. Peter and Paul Church

Learn more about Southwest Side

Top Southwest Side Hotel Reviews

Recent Reviews in Southwest Side

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

Hilton Chicago

More cheap accommodation 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

Explore a world of travel with Expedia

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