𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Far Southwest Side from S$91 (2026) - 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 modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

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

1. Motel 6 - Chicago, IL

Washington Heights

Andrew

S$135

includes taxes & fees

19 Oct - 20 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.

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

S$140

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

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.

3. Carleton of Oak Park

Oak Park

Brad

S$174

includes taxes & fees

27 Oct - 28 Oct

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

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

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 snack and beverage kiosk with various snacks and drinks.

4. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

S$139

includes taxes & fees

7 Oct - 8 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

Anna

S$289

includes taxes & fees

30 Oct - 31 Oct

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.

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.

6. Congress Plaza Hotel

Downtown Chicago

Katimah

S$178

includes taxes & fees

4 Nov - 5 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 living room with a sectional sofa, a fireplace, and a large window offering a city view.

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

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Jayne

S$276

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 modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

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

Downtown Chicago

Shanequa

S$392

includes taxes & fees

1 Nov - 2 Nov

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

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.

9. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

S$245

includes taxes & fees

25 Oct - 26 Oct

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.

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

10. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Anand

S$176

includes taxes & fees

2 Nov - 3 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 restaurant with booths, tables, and a green wall in the background.

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

11. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

S$170

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

12. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

karen

S$184

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 modern interior with a dining area, sofas, and artwork on the walls.

A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

A laundry area with a washing machine, a dryer, and an ice dispenser.

13. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Adhba

S$171

includes taxes & fees

4 Nov - 5 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 modern gym with various exercise equipment, large windows, and a city view.

A modern lounge area with seating, a bar, and large windows offering views.

14. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

S$294

includes taxes & fees

1 Nov - 2 Nov

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

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

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

15. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

S$328

includes taxes & fees

31 Oct - 1 Nov

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

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

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

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

Poua

S$195

includes taxes & fees

1 Nov - 2 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 hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

17. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

S$261

includes taxes & fees

3 Nov - 4 Nov

A dining table set for six with a cityscape view 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.

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.

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

18. Swissotel - Chicago

Downtown Chicago

Hilary

S$336

includes taxes & fees

31 Oct - 1 Nov

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

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

19. The Wade

Downtown Chicago

Erin

S$216

includes taxes & fees

1 Nov - 2 Nov

A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

A modern building with large glass windows and a covered walkway.

A grand hall with a central aisle, ornate chandeliers, and rows of chairs.

A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.

20. Palmer House a Hilton Hotel

Downtown Chicago

Sydney

S$327

includes taxes & fees

31 Oct - 1 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.

See properties

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

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 stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

S$91

22 Oct - 23 Oct

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

S$116

12 Oct - 13 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

S$139

7 Oct - 8 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

S$166

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

S$170

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

S$184

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (2,396 reviews)

Far Southwest Side Hotels from S$91

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

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. Carleton of Oak Park

4. SureStay Plus Hotel by Best Western Chicago Lombard

5. Hilton Chicago

6. Congress Plaza Hotel

7. Homewood Suites by Hilton Chicago Downtown South Loop

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

9. Best Western Grant Park Hotel

10. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

11. Travelodge by Wyndham Downtown Chicago

12. Hampton Inn Chicago-O'Hare International Airport

13. Hotel Saint Clair- Magnificent Mile

14. Hyatt House Chicago/West Loop-Fulton Market

15. Fairmont Chicago at Millennium Park

16. DoubleTree by Hilton Chicago - Magnificent Mile

17. Hilton Vacation Club Hotel Blake Chicago

18. Swissotel - Chicago

19. The Wade

20. Palmer House a Hilton 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

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 stays 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

Hotels in Far Southwest Side with star rating

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