Hotels in Far Southwest Side - Best Far Southwest Side Hotels from £53 - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Far Southwest Side

Pet friendly

Spa

Hot tub

Pool

Apart hotel

Family friendly

Waterpark

Apartment

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

1. Motel 6 - Chicago, IL

Washington Heights

Nazli

£80

includes taxes & fees

1 Nov - 2 Nov

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

Aniya

£83

includes taxes & fees

21 Oct - 22 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

£102

includes taxes & fees

21 Oct - 22 Oct

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

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.

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

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

Downtown Chicago

Shanequa

£195

includes taxes & fees

12 Nov - 13 Nov

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 flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

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

5. Best Western Grant Park Hotel

Downtown Chicago

Colin

£96

includes taxes & fees

10 Nov - 11 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.

6. Congress Plaza Hotel

Downtown Chicago

Ashya

£95

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a large window, a dining area, and a view of the sea.

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

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

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

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cynthia

£129

includes taxes & fees

10 Nov - 11 Nov

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

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

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

8. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

£113

includes taxes & fees

9 Nov - 10 Nov

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 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 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.

9. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Dimitrina

£81

includes taxes & fees

22 Oct - 23 Oct

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.

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

10. Hilton Chicago

Downtown Chicago

Anna

£171

includes taxes & fees

30 Oct - 31 Oct

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

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

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

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

11. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

£104

includes taxes & fees

10 Nov - 11 Nov

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

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

A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

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

12. The Wade

Downtown Chicago

Erin

£114

includes taxes & fees

12 Nov - 13 Nov

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 modern hotel room with a large bed, a chair, a small table, and a window with a view.

13. Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

Scott

£128

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

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

A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

14. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Mario

£154

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

15. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Poua

£116

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

16. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

£175

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

17. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Christian

£128

includes taxes & fees

3 Nov - 4 Nov

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

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

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

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

18. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

£120

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

19. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Robert

£114

includes taxes & fees

2 Nov - 3 Nov

A hotel reception area with a modern design, featuring a reception desk, a clock, and a signboard with upcoming events.

A tall, multi-story building with a prominent vertical feature, likely a lobby or atrium, and a ground-level entrance with a green awning.

A modern living room with a grey sofa, a black armchair, a round coffee table with a book and a plant, and a large window with curtains.

20. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

Downtown Chicago

stephanie

£148

includes taxes & fees

12 Nov - 13 Nov

View all properties

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

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

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

Top Far Southwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Room smelled so clean and fresh! Our room size was perfect for our stay. Staff was super nice and helped a lot. I did wish a microwave was available in the room. Location was great - nearby stores, cafes and a good bagel spot. Neighborhood was safe and secure. Would recommend the hotel for future stays."

The Wade

10/10 Excellent

"Loved this trendy hotel. Great location, amenities, and service."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Great central Chicago location; everything was walkable from this great hotel."

The Godfrey Hotel Chicago

10/10 Excellent

"Godfrey is a beautiful hotel in a great location. I had the deluxe King room that was very spacious and it had an amazing view. Staff was friendly and attentive. I will definitely be staying here when I am back in Chicago."

Fairmont Chicago at Millennium Park

10/10 Excellent

"clean, perfect for a family trip!"

Hilton Chicago

10/10 Excellent

"The property was great"

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Nice enough room on the small side with tight bathroom. Small lobby. It is what it is. Convenient location. No real complaints"

Freehand Chicago

10/10 Excellent

"It was comfortable"

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"The staff was 10/10."

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

£53

28 Oct - 29 Oct

includes taxes & fees

6.8/10 (2,352 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

£68

22 Oct - 23 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

£81

22 Oct - 23 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

£98

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,671 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

£104

10 Nov - 11 Nov

includes taxes & fees

7.8/10 Good! (2,909 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

£108

1 Nov - 2 Nov

includes taxes & fees

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

Chicago Holiday Rentals

Book Hotels in Far Southwest Side on Expedia.com

Find hotels in Far Southwest Side, IL from £53

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. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Best Western Grant Park Hotel

6. Congress Plaza Hotel

7. Homewood Suites by Hilton Chicago Downtown South Loop

8. Hilton Garden Inn Chicago Downtown South Loop

9. SureStay Plus Hotel by Best Western Chicago Lombard

10. Hilton Chicago

11. Travelodge by Wyndham Downtown Chicago

12. The Wade

13. Claridge House Chicago, Tapestry Collection by Hilton

14. Hilton Vacation Club Hotel Blake Chicago

15. DoubleTree by Hilton Chicago - Magnificent Mile

16. Hyatt House Chicago/West Loop-Fulton Market

17. The Chicago Hotel Collection Ambassador Gold Coast

18. Hampton Inn & Suites Chicago Downtown

19. Hotel Saint Clair- Magnificent Mile

20. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Carter G. Woodson Library

Highland Community Bank

Final Call Newspaper Headquarters

Top Far Southwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Wade

The Chicago Hotel Collection - Magnificent Mile

The Godfrey Hotel Chicago

Fairmont Chicago at Millennium Park

Hilton Chicago

Hotel Saint Clair- Magnificent Mile

Freehand Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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

Explore a world of travel with Expedia

Go further with the Expedia app