Far Southwest Side Hotel & Accommodation Deals 2026 from AU$100 - 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$150

includes taxes & fees

12 Oct - 13 Oct

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 reception desk with various notices and a security camera.

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

Ashburn

Aniya

AU$154

includes taxes & fees

14 Oct - 15 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 hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

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

3. Hilton Chicago

Downtown Chicago

Alan

AU$313

includes taxes & fees

24 Oct - 25 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 dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

4. Carleton of Oak Park

Oak Park

Suzanne

AU$193

includes taxes & fees

28 Sept - 29 Sept

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

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 modern bar area with high stools, a bar counter, and shelves of liquor bottles.

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

5. The Wade

Downtown Chicago

Fernanda

AU$252

includes taxes & fees

27 Sept - 28 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 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.

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

Downtown Chicago

Shanequa

AU$584

includes taxes & fees

22 Oct - 23 Oct

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

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.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

7. Congress Plaza Hotel

Downtown Chicago

John

AU$273

includes taxes & fees

25 Oct - 26 Oct

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 high ceilings, large arched windows, and a grand staircase.

8. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Michael T.

AU$272

includes taxes & fees

25 Oct - 26 Oct

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 man in a suit sitting by a window with a vase of red flowers.

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

9. River Hotel

Downtown Chicago

Isabella

AU$289

includes taxes & fees

25 Oct - 26 Oct

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

A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

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

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

10. LIVN - West Loop Chicago

Downtown Chicago

chidubem

AU$264

includes taxes & fees

27 Sept - 28 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 grilled pineapple on top of a stack of meat, served on a pan.

11. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

AU$372

includes taxes & fees

27 Sept - 28 Sept

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

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

A modern conference room with a large oval table, multiple chairs, and a city view through large windows.

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

12. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Rebecca

AU$348

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 modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

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.

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

13. Central Loop Hotel

Downtown Chicago

Nathan

AU$246

includes taxes & fees

25 Oct - 26 Oct

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.

14. Best Western Grant Park Hotel

Downtown Chicago

Damilola

AU$287

includes taxes & fees

25 Oct - 26 Oct

A grand lobby with a central bar, high ceilings, and classical architecture.

A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

A modern living room with a sofa set, ottoman, and armchairs.

15. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Amanda

AU$228

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

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 gym with treadmills, ellipticals, and weight machines.

16. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Carmina

AU$321

includes taxes & fees

27 Sept - 28 Sept

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

A modern bar area with a central counter, multiple seating tables, and a large window offering a view.

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.

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Mythli

AU$353

includes taxes & fees

27 Sept - 28 Sept

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 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.

18. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Caleb

AU$302

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

19. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Lora J

AU$302

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

A spacious lobby with a glass entrance, escalators, and a tiled floor.

A modern hotel room with a city view, a dining area with a table and chairs, and a large potted plant.

A hotel room with a large window, a dining area with a table and chairs, a sofa, a TV, and a decorative light fixture.

20. The Buckingham Hotel

Downtown Chicago

Ibrahim

AU$407

includes taxes & fees

4 Oct - 5 Oct

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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

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"staff was super friendly and helpful!"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Na"

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Great location, close to the pink line, river is walkable distance, lots of restaurants etc. close parking if you don’t want to pay valet. Downside: no coffee in the room, they have it in the lobby but I like a good garbage coffee before I get dressed (Starbucks is attached as well if you want to pay for coffee). Second was many of the restaurants close on the weekend since it’s the business district."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"The room was very clean and spacious. Our check in was easy and the staff was very helpful with recommendations. Didn't make it for the breakfast but it sounded like it was good after meeting some other guest."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"L"

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"The room was nice, small, but clean and nice! Staff were friendly and very helpful! It was in a great area with plenty of places in walking distance!"

More cheap accommodation in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

AU$100

14 Oct - 15 Oct

includes taxes & fees

6.8/10 (2,341 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

AU$100

30 Sept - 1 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

AU$153

4 Oct - 5 Oct

includes taxes & fees

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

AU$235

27 Sept - 28 Sept

includes taxes & fees

9.4/10 Exceptional! (2,384 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

AU$284

25 Oct - 26 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

AU$329

27 Sept - 28 Sept

includes taxes & fees

Explore a world of travel with Expedia

Activities in Chicago

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

Guest rating

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. Hilton Chicago

4. Carleton of Oak Park

5. The Wade

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

7. Congress Plaza Hotel

8. The Chicago Hotel Collection Ambassador Gold Coast

9. River Hotel

10. LIVN - West Loop Chicago

11. Hyatt Centric The Loop Chicago

12. Hampton Inn Chicago West Loop Fulton Market Area

13. Central Loop Hotel

14. Best Western Grant Park Hotel

15. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

16. Aloft by Marriott Chicago Mag Mile

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

18. Hotel Saint Clair- Magnificent Mile

19. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

20. The Buckingham Hotel

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

The Chicago Hotel Collection - Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

The Allegro Royal Sonesta Hotel Chicago Loop

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Chicago Hotel Collection Ambassador Gold Coast

Hotel Saint Clair- Magnificent Mile

More cheap accommodation in Far 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

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