Southwest Side Hotel & Accommodation Deals 2026 from AU$89 - Compare prices by date

An airplane exhibit labeled "Concourse A" in an airport terminal.

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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 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 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

Diane

AU$200

includes taxes & fees

8 Sept - 9 Sept

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

2. Carlton Inn Midway

Archer Heights

Rahul Pandit

AU$171

includes taxes & fees

30 Aug - 31 Aug

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 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.

3. Rainbow Motel

Garfield Ridge

Noel

AU$126

includes taxes & fees

31 Aug - 1 Sept

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 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.

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

Downtown Chicago

Ashraf

AU$311

includes taxes & fees

30 Aug - 31 Aug

A hotel entrance with a marquee and string lights above the entrance.

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

A hotel entrance with a marquee, American flag, and a person standing in front.

5. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Melanie

AU$300

includes taxes & fees

1 Sept - 2 Sept

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

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

6. Congress Plaza Hotel

Downtown Chicago

Mia

AU$175

includes taxes & fees

8 Sept - 9 Sept

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A lobby with two brown leather chairs, a marble table, and a large potted plant.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

7. LIVN - West Loop Chicago

Downtown Chicago

Courtney

AU$210

includes taxes & fees

30 Aug - 31 Aug

A large, multi-story hotel with a prominent entrance and classical architectural details.

A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

8. Hilton Chicago

Downtown Chicago

Konner

AU$320

includes taxes & fees

7 Sept - 8 Sept

A spacious lobby with a central coffee table, sofas, and a large mirror.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

9. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Alma

AU$236

includes taxes & fees

31 Aug - 1 Sept

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A conference room with a long table, chairs, and a vase.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

10. River Hotel

Downtown Chicago

Patti

AU$215

includes taxes & fees

9 Sept - 10 Sept

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.

11. Best Western Grant Park Hotel

Downtown Chicago

Diego

AU$231

includes taxes & fees

1 Sept - 2 Sept

A hotel bathroom with a large mirror, a sink, and a vanity.

A hotel with a classic facade, large windows, and a prominent entrance.

A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

A bakery display with pastries and a coffee shop sign in the background.

12. Sports Illustrated Resorts Chicago

Downtown Chicago

Marisela

AU$313

includes taxes & fees

31 Aug - 1 Sept

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

A modern kitchen area with a long counter, various food items, and a coffee machine.

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Karaline

AU$203

includes taxes & fees

7 Sept - 8 Sept

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

A gym with multiple treadmills aligned in rows, a cityscape mural on the wall, and a view of the water outside.

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

14. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

AU$311

includes taxes & fees

30 Aug - 31 Aug

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

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

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

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

15. Hotel Riu Plaza Chicago

Downtown Chicago

Peter

AU$336

includes taxes & fees

1 Sept - 2 Sept

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

16. The Wade

Downtown Chicago

Ayomikun Jedidiah

AU$246

includes taxes & fees

30 Aug - 31 Aug

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 a central counter, multiple seating tables, and a large window offering a view.

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Shilpa

AU$231

includes taxes & fees

30 Aug - 31 Aug

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

A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

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

18. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Odessia

AU$254

includes taxes & fees

7 Sept - 8 Sept

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.

19. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

LISA

AU$279

includes taxes & fees

7 Sept - 8 Sept

A grand staircase in a hotel lobby with marble walls, a patterned carpet, and seating areas with blue and brown upholstered chairs.

A lobby with leather sofas, a glass coffee table, and a TV on the left.

A tall building with a classic architectural style, featuring a central entrance with ornate details and large windows.

A hotel room with a grey sofa, a bed with a wooden headboard, a wooden dresser, and a large window with curtains.

20. Club Quarters Hotel Wacker at Michigan, Chicago

Downtown Chicago

Daphnie

AU$229

includes taxes & fees

1 Sept - 2 Sept

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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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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 acclaimed theatre 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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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

Recent Reviews in Southwest Side

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Clean and accessible"

Congress Plaza Hotel

10/10 Excellent

"The hotel offers an amazing, perfect location, and historic hotel experience."

Fairmont Chicago at Millennium Park

10/10 Excellent

"They were so accommodating. I thoroughly enjoyed the stay."

L7 Chicago by LOTTE

10/10 Excellent

"clean and new"

Hotel Riu Plaza Chicago

10/10 Excellent

"Wonderful hotel in a GREAT location with comfy King beds and a super breakfast! We will come beck here when in Chi-Town."

River Hotel

10/10 Excellent

"Convenient location near the CTA redline"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"😁"

The Wade

10/10 Excellent

"Good stay, great location"

More cheap accommodation in Southwest Side

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

AU$89

13 Sept - 14 Sept

includes taxes & fees

7.8/10 Good! (1,466 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

AU$98

3 Sept - 4 Sept

includes taxes & fees

6.4/10 (1,250 reviews)

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL

AU$131

20 Sept - 21 Sept

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

AU$191

30 Aug - 31 Aug

includes taxes & fees

7.6/10 Good! (2,795 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

AU$200

8 Sept - 9 Sept

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

AU$244

7 Sept - 8 Sept

includes taxes & fees

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. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Hilton Vacation Club Hotel Blake Chicago

6. Congress Plaza Hotel

7. LIVN - West Loop Chicago

8. Hilton Chicago

9. The Chicago Hotel Collection Ambassador Gold Coast

10. River Hotel

11. Best Western Grant Park Hotel

12. Sports Illustrated Resorts Chicago

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

14. Hyatt Centric The Loop Chicago

15. Hotel Riu Plaza Chicago

16. The Wade

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

18. Aloft by Marriott Chicago Mag Mile

19. Hyatt Place Chicago/Downtown - The Loop

20. Club Quarters Hotel Wacker at Michigan, Chicago

Stay near popular Southwest Side attractions

Marquette Park

Balzekas Museum of Lithuanian Culture

S.S. Peter and Paul Church

Union Stock Yard Gate

Ephraim Bajar Cultural Center

Learn more about Southwest Side

Top Southwest Side Hotel Reviews

Recent Reviews in Southwest Side

Club Quarters Hotel, Central Loop, Chicago

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

L7 Chicago by LOTTE

Hotel Riu Plaza Chicago

River Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Wade

More cheap accommodation in Southwest Side

Motel 6 Naperville, IL

Red Roof Inn PLUS+ Chicago - Willowbrook

Quality Inn & Suites Orland Park - Chicago

Travelodge by Wyndham Downtown Chicago

Holiday Inn Chicago – Midway Airport S by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

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