Far Southwest Side Hotel & Accommodation Deals 2026 from AU$138 - Compare prices by date

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

1. Motel 6 - Chicago, IL

Washington Heights

Nazli

AU$148

includes taxes & fees

29 Sept - 30 Sept

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

A motel with a row of parking spaces and a building with a red roof and beige walls.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Roseanne

AU$153

includes taxes & fees

21 Sept - 22 Sept

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

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

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

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

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

AU$252

includes taxes & fees

21 Sept - 22 Sept

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.

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

Downtown Chicago

Shanequa

AU$520

includes taxes & fees

1 Oct - 2 Oct

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

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 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

AU$443

includes taxes & fees

27 Sept - 28 Sept

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.

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

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

6. Congress Plaza Hotel

Downtown Chicago

John

AU$284

includes taxes & fees

27 Sept - 28 Sept

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

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

7. River Hotel

Downtown Chicago

steve

AU$265

includes taxes & fees

27 Sept - 28 Sept

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

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

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 a seating area, a reception desk, and a large screen.

8. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Victoria

AU$273

includes taxes & fees

20 Sept - 21 Sept

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

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

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Tremecka

AU$247

includes taxes & fees

27 Sept - 28 Sept

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.

10. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Carmina

AU$331

includes taxes & fees

20 Sept - 21 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.

11. LIVN - West Loop Chicago

Downtown Chicago

chidubem

AU$263

includes taxes & fees

21 Sept - 22 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 bar area with high stools, a bar counter, and shelves of liquor bottles.

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.

12. The Wade

Downtown Chicago

Jessica

AU$331

includes taxes & fees

20 Sept - 21 Sept

A modern building with a colorful facade and a red circular seating area.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

13. citizenM Chicago Downtown

Downtown Chicago

Isayra

AU$321

includes taxes & fees

20 Sept - 21 Sept

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

14. Swissotel - Chicago

Downtown Chicago

Aagrim

AU$439

includes taxes & fees

27 Sept - 28 Sept

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

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

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

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

AU$333

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

A modern lobby with a seating area, a bar, and a green wall.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

16. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Madelyn

AU$304

includes taxes & fees

27 Sept - 28 Sept

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

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

A modern living room with a fireplace, leather sofas, and a wooden floor.

A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

17. Central Loop Hotel

Downtown Chicago

Boyd

AU$259

includes taxes & fees

20 Sept - 21 Sept

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

18. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Patricia

AU$246

includes taxes & fees

20 Sept - 21 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 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.

19. Best Western Grant Park Hotel

Downtown Chicago

Melissa

AU$387

includes taxes & fees

7 Oct - 8 Oct

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

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

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

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

20. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Marissa

AU$315

includes taxes & fees

20 Sept - 21 Sept

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Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

See properties

Final Call Newspaper Headquarters

Find out about the history of Chicago when you take a trip to Final Call Newspaper Headquarters.

See properties

Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Top Far Southwest Side Hotel Reviews

Recent Reviews in Far Southwest Side

River Hotel

10/10 Excellent

"Great value"

L7 Chicago by LOTTE

10/10 Excellent

"Perfect location and very clean."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Freddy at the front desk did an amazing g job helping me ensure a special birthday for my husband!"

Hilton Chicago

8/10 Good

"Germain is the man, that get things done best worker there!"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good

"The location and room itself worked well for us after a wedding on the Southside and using a Spot Hero parking place. The breakfast was very good, made fresh with good options but the tables needed to be bused and wiped down. The lobby needed tending to as well"

Travelodge by Wyndham Downtown Chicago

8/10 Good

"I checked in 9/11 around 8pm, when I was greeted and asked for my confirmation, employee informed me that my reservation had been canceled. I made my reservation through Expedia. My initial reservation was for three nights, shortly after making my reservation. I canceled the third night and received a new confirmation from Expedia. Apparently Expedia decided to cancel the entire reservation, although they sent me a new confirmation number. The funny thing is, a minute before I walked in the hotel Expedia sent me an email asking me how the check in process had gone. But the young lady (unfortunately I didn't get her name) working the front desk, made me a new reservation and got me checked in smoothly. Thank you to her."

Congress Plaza Hotel

8/10 Good

"It was a great location. Walked back from Soldier Field and close to restaurants and shopping. Spacious room."

Eurostars Magnificent Mile

10/10 Excellent

"."

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Nice place. Perfect location."

More cheap accommodation in Far Southwest Side

Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

AU$138

4 Oct - 5 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

AU$157

28 Sept - 29 Sept

includes taxes & fees

9/10 Wonderful! (3,011 reviews)

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

AU$178

21 Sept - 22 Sept

includes taxes & fees

8/10 Very good! (2,120 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

AU$247

27 Sept - 28 Sept

includes taxes & fees

7.8/10 Good! (2,851 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

AU$316

20 Sept - 21 Sept

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

AU$324

20 Sept - 21 Sept

includes taxes & fees

8/10 Very good! (1,609 reviews)

Explore a world of travel with Expedia

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Book Hotels in Far Southwest Side on Expedia.com

Search Far Southwest Side hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Property class

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Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. The Chicago Hotel Collection Ambassador Gold Coast

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

5. Hilton Chicago

6. Congress Plaza Hotel

7. River Hotel

8. Crowne Plaza Chicago West Loop by IHG

9. Travelodge by Wyndham Downtown Chicago

10. Aloft by Marriott Chicago Mag Mile

11. LIVN - West Loop Chicago

12. The Wade

13. citizenM Chicago Downtown

14. Swissotel - Chicago

15. Hilton Chicago/Magnificent Mile Suites

16. DoubleTree by Hilton Chicago - Magnificent Mile

17. Central Loop Hotel

18. The Chicago Hotel Collection - Magnificent Mile

19. Best Western Grant Park Hotel

20. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Highland Community Bank

Final Call Newspaper Headquarters

Carter G. Woodson Library

Top Far Southwest Side Hotel Reviews

Recent Reviews in Far Southwest Side

River Hotel

L7 Chicago by LOTTE

InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Travelodge by Wyndham Downtown Chicago

Congress Plaza Hotel

Eurostars Magnificent Mile

Hotel Saint Clair- Magnificent Mile

More cheap accommodation in Far Southwest Side

Quality Inn O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

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