Top 10 Hotels in Southwest Side (from $60) 2026 - Competitive Prices

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Our top choices for Southwest Side hotels

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

A modern lobby with a vending machine, a statue, and an exit sign.

A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Fabian

$162 nightly

$188 total

Sep 27 - Sep 28

Total with taxes and fees

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

A reception area with a wooden reception desk, a sofa, and a coffee table.

A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

2. Carlton Inn Midway

Archer Heights

Icaro

$118 nightly

$138 total

Sep 28 - Sep 29

Total with taxes and fees

A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.

A reception desk with a glass partition, a no pets allowed sign, a no smoking sign, a QR code for check-in, and a sign indicating a 1-minute wait for guests.

A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

A small bathroom with a white sink, a mirror, and a window with an air conditioning unit.

3. Rainbow Motel

Garfield Ridge

Noel

$77 nightly

$90 total

Sep 28 - Sep 29

Total with taxes and fees

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.

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

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

4. Congress Plaza Hotel

Downtown Chicago

Manuel

$151 nightly

$180 total

Sep 10 - Sep 11

Total with taxes and fees

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

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

5. Best Western Grant Park Hotel

Downtown Chicago

Diego

$172 nightly

$201 total

Sep 10 - Sep 11

Total with taxes and fees

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.

6. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

$170 nightly

$202 total

Sep 10 - Sep 11

Total with taxes and fees

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

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.

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

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

Downtown Chicago

Ashraf

$306 nightly

$359 total

Sep 10 - Sep 11

Total with taxes and fees

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

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

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.

8. Hilton Chicago

Downtown Chicago

Lori

$224 nightly

$266 total

Sep 10 - Sep 11

Total with taxes and fees

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

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

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.

9. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dhannetta

$194 nightly

$228 total

Sep 10 - Sep 11

Total with taxes and fees

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

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

A cozy seating area with a round table and two chairs, a brick wall, 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.

10. LIVN - West Loop Chicago

Downtown Chicago

Tomas

$222 nightly

$261 total

Sep 10 - Sep 11

Total with taxes and fees

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

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

11. River Hotel

Downtown Chicago

steve

$181 nightly

$216 total

Sep 27 - Sep 28

Total with taxes and fees

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.

12. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jerry

$170 nightly

$202 total

Sep 10 - Sep 11

Total with taxes and fees

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

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

13. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Madelyn

$202 nightly

$237 total

Sep 10 - Sep 11

Total with taxes and fees

A hotel bathroom with a large mirror, a sink, and a vanity.

A gym with various exercise equipment, including treadmills and weight machines.

A bakery display with pastries and a coffee shop sign in the background.

A hotel with a classic facade, large windows, and a prominent entrance.

14. Sports Illustrated Resorts Chicago

Downtown Chicago

Jose Rafael

$261 nightly

$310 total

Sep 10 - Sep 11

Total with taxes and fees

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

15. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Patricia

$152 nightly

$181 total

Sep 10 - Sep 11

Total with taxes and fees

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

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

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.

16. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

LuShana

$176 nightly

$209 total

Sep 21 - Sep 22

Total with taxes and fees

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

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.

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

17. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Matthew

$147 nightly

$173 total

Sep 10 - Sep 11

Total with taxes and fees

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

moussa

$187 nightly

$222 total

Sep 10 - Sep 11

Total with taxes and fees

A modern rooftop lounge with white seating, a glass ceiling, and city views.

A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.

A modern building with a unique architectural design, featuring a mix of glass and concrete materials.

A rooftop bar with a city skyline view, wooden flooring, and bar stools.

19. The Godfrey Hotel Chicago

Downtown Chicago

Carol

$239 nightly

$284 total

Sep 20 - Sep 21

Total with taxes and fees

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

20. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Jyothi Swaroop

$215 nightly

$256 total

Sep 10 - Sep 11

Total with taxes and fees

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Stay near popular Southwest Side attractions

Marquette Park

9.4/10 (3 reviews)

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

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S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

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Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)

You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.

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Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.

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Ephraim Bajar Cultural Center

Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.

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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side

An airport with multiple runways, parked airplanes, and a large terminal building.

Top Southwest Side Hotel Reviews

Travelodge by Wyndham Downtown Chicago

8/10 Good

"Staff was great"

Hyatt Regency Chicago

10/10 Excellent

"Well located ! We would recommand"

River Hotel

10/10 Excellent

"I didn’t drive in so this was a great location. Staff was friendly. Small room as expected. Met all needs. Main highlight is the location"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"I have to say, the staff is great. I have stayed here a few times for work, and each time, I was warmly welcomed. Haven't had any issues with the rooms when I've stayed."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Room very clean, staff were very polite and helpful, the hotel is extremely well situated for easy access to all the sights. The breakfast was also great."

Congress Plaza Hotel

8/10 Good

"Excellent location, very clean and comfortable room."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Very good central location in downtown Chicago, walkable to major sites and near Bus and train. Staff very helpful, got room upgrade and very clean room. Breakfast buffet was alright"

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Great location, nice lobby bar and friendly staff!"

Warwick Allerton - Chicago

10/10 Excellent

"Very pleased with my stay. Check in staff was very friendly. Room was clean . First time here and will definitely stay again."

More cheap stays in Southwest Side

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL

$53 nightly

$60 total

Oct 1 - Oct 2

Total with taxes and fees

7.8/10 Good! (1,997 reviews)

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

$57 nightly

$64 total

Sep 22 - Sep 23

Total with taxes and fees

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

$118 nightly

$139 total

Oct 4 - Oct 5

Total with taxes and fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$147 nightly

$173 total

Sep 10 - Sep 11

Total with taxes and fees

7.6/10 Good! (2,817 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

$203 nightly

$241 total

Sep 20 - Sep 21

Total with taxes and fees

8.4/10 Very Good! (1,326 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

$203 nightly

$242 total

Sep 20 - Sep 21

Total with taxes and fees

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia

Lodging

Find hotels in Southwest Side, IL from $60

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Southwest Side hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

3. Rainbow Motel

4. Congress Plaza Hotel

5. Best Western Grant Park Hotel

6. The Chicago Hotel Collection Ambassador Gold Coast

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

8. Hilton Chicago

9. Hilton Garden Inn Chicago Downtown South Loop

10. LIVN - West Loop Chicago

11. River Hotel

12. Aloft by Marriott Chicago Mag Mile

13. DoubleTree by Hilton Chicago - Magnificent Mile

14. Sports Illustrated Resorts Chicago

15. The Chicago Hotel Collection - Magnificent Mile

16. Hotel Saint Clair- Magnificent Mile

17. Travelodge by Wyndham Downtown Chicago

18. Hilton Chicago/Magnificent Mile Suites

19. The Godfrey Hotel Chicago

20. Courtyard by Marriott Chicago Magnificent Mile

Stay near popular Southwest Side attractions

Marquette Park

S.S. Peter and Paul Church

Balzekas Museum of Lithuanian Culture

Union Stock Yard Gate

Ephraim Bajar Cultural Center

Learn more about Southwest Side

Top Southwest Side Hotel Reviews

Travelodge by Wyndham Downtown Chicago

Hyatt Regency Chicago

River Hotel

The Royal Sonesta Chicago Downtown

InterContinental Chicago Magnificent Mile by IHG

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

The Allegro Royal Sonesta Hotel Chicago Loop

Warwick Allerton - Chicago

More cheap stays in Southwest Side

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Naperville, IL

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Southwest Side with star-rating

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