Far Southwest Side Hotel & Accommodation Deals 2026 from NZ$126 - Fully Refundable Options

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Go beyond your typical stay in Far Southwest Side

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

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

1. Motel 6 - Chicago, IL

Washington Heights

Andrew

NZ$188

includes taxes & fees

26 Oct - 27 Oct

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

A reception desk with various notices and a security camera.

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

Aniya

NZ$195

includes taxes & fees

7 Oct - 8 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 lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

3. Carleton of Oak Park

Oak Park

Brad

NZ$223

includes taxes & fees

14 Oct - 15 Oct

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

A snack and beverage kiosk with various snacks and drinks.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

4. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

NZ$194

includes taxes & fees

7 Oct - 8 Oct

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.

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

A modern restaurant interior with a long counter, booths, and tables.

5. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Jayne

NZ$385

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

6. Hilton Chicago

Downtown Chicago

Anna

NZ$403

includes taxes & fees

30 Oct - 31 Oct

A modern interior with a bar area, seating, and decorative wooden panels.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

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

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

7. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

NZ$341

includes taxes & fees

25 Oct - 26 Oct

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.

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

Downtown Chicago

Shanequa

NZ$546

includes taxes & fees

1 Nov - 2 Nov

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

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

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

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

9. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

NZ$409

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

10. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

karen

NZ$256

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 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.

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.

11. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Adhba

NZ$239

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a marble island, fruit bowls, and a city view.

A modern bar area with a central bar, seating, and a distinctive ceiling design.

A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

12. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

NZ$458

includes taxes & fees

31 Oct - 1 Nov

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

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

13. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Anand

NZ$246

includes taxes & fees

2 Nov - 3 Nov

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.

14. Congress Plaza Hotel

Downtown Chicago

Katimah

NZ$248

includes taxes & fees

1 Nov - 2 Nov

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

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

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

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

15. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

NZ$236

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

16. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Poua

NZ$272

includes taxes & fees

1 Nov - 2 Nov

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.

A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

17. Swissotel - Chicago

Downtown Chicago

Hilary

NZ$468

includes taxes & fees

31 Oct - 1 Nov

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

18. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

NZ$364

includes taxes & fees

3 Nov - 4 Nov

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

19. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

NZ$399

includes taxes & fees

25 Oct - 26 Oct

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

A modern hotel with a corner location, large windows, and a green awning.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

20. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

NZ$292

includes taxes & fees

1 Nov - 2 Nov

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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.

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Final Call Newspaper Headquarters

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

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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

"Wonderful experience. So close to the river walk and activities. Staff was so helpful and attentive and property was clean and comfy! Highly recommend!"

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"very helpful staff, large rest areas for waiting, good price, convenient location. A nice no-frills restaurant and bar onsite. Best choice for an Unpretentious visit stay."

Congress Plaza Hotel

8/10 Good

"Old hotel! Front desk wasn’t helpful l, ask for several things and they never showed up. No A.C., coffee pot broken, ran out of toilet paper and towels. No ice in machine, vending machine served hot beverages. Maintenance men were very nice, Christian at the bar was excellent! I’ll never stay there again."

The Wade

10/10 Excellent

"Real nice room facing the lake, comfy bed, nice decor, rain shower head, I prefer reg shower head, no Biggy ....one more thing, no coffee maker in the room but fresh coffee in the lobby."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Fantastic hotel! Really nice, clean, staff was incredibly friendly. We got the Fairmont gold room edition and it was totally worth it having food and drinks available during the day. We ate breakfast there each morning and it was great! Would definitely stay here again Next time we come to visit."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Great location, good sized rooms, comfortable beds"

More cheap accommodation in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

NZ$126

22 Oct - 23 Oct

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

NZ$161

18 Oct - 19 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

NZ$194

7 Oct - 8 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

NZ$231

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,658 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

NZ$236

2 Nov - 3 Nov

includes taxes & fees

7.8/10 Good! (2,887 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

NZ$256

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (2,396 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. Carleton of Oak Park

4. SureStay Plus Hotel by Best Western Chicago Lombard

5. Homewood Suites by Hilton Chicago Downtown South Loop

6. Hilton Chicago

7. Best Western Grant Park Hotel

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

9. Hyatt House Chicago/West Loop-Fulton Market

10. Hampton Inn Chicago-O'Hare International Airport

11. Hotel Saint Clair- Magnificent Mile

12. Fairmont Chicago at Millennium Park

13. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

14. Congress Plaza Hotel

15. Travelodge by Wyndham Downtown Chicago

16. DoubleTree by Hilton Chicago - Magnificent Mile

17. Swissotel - Chicago

18. Hilton Vacation Club Hotel Blake Chicago

19. Hilton Garden Inn Chicago Downtown South Loop

20. Hampton Inn & Suites Chicago Downtown

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

Club Quarters Hotel, Central Loop, Chicago

Congress Plaza Hotel

The Wade

Fairmont Chicago at Millennium Park

The Chicago Hotel Collection - 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 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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