Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $100 - Fully Refundable Options - Expedia

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Go beyond your typical stay in Far Southwest Side

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Pool

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Family friendly

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Check prices for these dates

Tonight

Oct 21 - Oct 22

Tomorrow

Oct 22 - Oct 23

This weekend

Oct 23 - Oct 25

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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.

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

Canada

Nazli

CA $127

CA $149 total

includes taxes & fees

Oct 27 - Oct 28

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.

Fitness facility

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

Ashburn

United States

Pedro

CA $121

CA $154 total

includes taxes & fees

Oct 22 - Oct 23

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.

3. Carleton of Oak Park

Oak Park

United States

Brad

CA $172

CA $191 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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.

4. Best Western Grant Park Hotel

Downtown Chicago

Canada

Colin

CA $151

CA $179 total

includes taxes & fees

Nov 10 - Nov 11

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

A snack and beverage kiosk with various snacks and drinks.

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 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.

5. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

United States

Shonnette

CA $136

CA $151 total

includes taxes & fees

Oct 27 - Oct 28

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 modern living room with a fireplace, a large sofa, a coffee table, and a bookshelf.

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

6. Hilton Chicago

Downtown Chicago

Canada

Anna

CA $234

CA $320 total

includes taxes & fees

Oct 30 - Oct 31

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

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

7. Le Méridien Essex Chicago

Downtown Chicago

United States

Caitlin Vania

CA $179

CA $238 total

includes taxes & fees

Nov 12 - Nov 13

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.

8. Congress Plaza Hotel

Downtown Chicago

United States

Ashya

CA $147

CA $175 total

includes taxes & fees

Nov 10 - Nov 11

A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

A spacious lobby with two elevators, a reception area, and a seating area with blue and white ottomans.

A hotel room with a bed, desk, chair, two small tables, a sofa, and a large window with a city view.

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden table, set against a modern room with a white sofa and a wooden accent wall.

9. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

United States

Donna

CA $208

CA $264 total

includes taxes & fees

Nov 11 - Nov 12

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

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

10. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

United States

Sandra

CA $161

CA $191 total

includes taxes & fees

Nov 12 - Nov 13

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

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

11. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

United States

Christian

CA $170

CA $202 total

includes taxes & fees

Nov 11 - Nov 12

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

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.

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

12. LIVN - West Loop Chicago

Downtown Chicago

United States

Anne

CA $196

CA $230 total

includes taxes & fees

Oct 25 - Oct 26

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

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

13. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Canada

Robert

CA $143

CA $172 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a bedside table with a lamp, a small table, a bench, and a large window with sheer curtains.

A modern bar area with a stainless steel bar counter, multiple stools, a refrigerated display, and a large window offering a view of the city.

A hotel lobby with a reception desk, seating area, and a view of the city.

A hotel room with a large bed, two armchairs, a wooden dresser, a desk with a chair, a flat-screen TV, and framed pictures on the wall.

14. Best Western River North Hotel

Downtown Chicago

United States

Jordan

CA $166

CA $198 total

includes taxes & fees

Nov 9 - Nov 10

A building with a stone facade and large glass windows.

A room with a large window, a patterned armchair, and a view of a cityscape with buildings and a street.

A hotel room with a large bed, two bedside tables with lamps, a chair, and a city view through large windows.

A balcony with outdoor seating, overlooking a busy street with cars and buildings.

15. Ohio House Motel

Downtown Chicago

United States

John

CA $154

CA $181 total

includes taxes & fees

Nov 15 - Nov 16

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

A bar area with a long counter, multiple stools, and a modern chandelier.

A modern kitchen with a central island, bar stools, a chandelier, and a large flat-screen TV.

A spacious living room with a large window, a sofa, a black chair, and a coffee table.

16. Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

United States

Scott

CA $154

CA $225 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel room with a flat-screen TV mounted on a wooden wall, a sofa with a teal pillow, a desk with a lamp, and a coffee maker.

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 hotel room with a large bed, a sofa, a nightstand, a lamp, and a window with curtains.

17. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

United States

Mario

CA $269

CA $319 total

includes taxes & fees

Nov 1 - Nov 2

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

A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.

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

A spacious lobby with a seating area, a reception desk, and a large screen.

18. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

United States

Chriselda

CA $226

CA $269 total

includes taxes & fees

Nov 15 - Nov 16

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.

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

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

19. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

United States

Poua

CA $189

CA $225 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

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

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

20. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

United States

Garthanne

CA $213

CA $254 total

includes taxes & fees

Nov 1 - Nov 2

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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.

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.

Highland Community Bank

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

Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

Top Far Southwest Side Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"very good"

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"It is nice and good location"

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent

"Our favorite downtown hotel!!"

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Staff were helpful"

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent

"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."

The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

10/10 Excellent

"I love that I had my own parking spot with the hotel"

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

CA $87

CA $100 total

Nov 2 - Nov 3

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

CA $114

CA $127 total

Oct 27 - Oct 28

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $136

CA $151 total

Oct 27 - Oct 28

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $161

CA $191 total

Nov 12 - Nov 13

includes taxes & fees

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

CA $174

CA $201 total

Oct 25 - Oct 26

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $202

CA $240 total

Nov 1 - Nov 2

includes taxes & fees

8/10 Very good! (1,673 reviews)

Hotels in Far Southwest Side with star rating

5 Star Hotels

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