𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Southwest Side from RM242 (2026) - Fully Refundable Options

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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 hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

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

RM617

RM765 total

includes taxes & fees

27 Sept - 28 Sept

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

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

2. Carlton Inn Midway

Archer Heights

Icaro

RM424

RM497 total

includes taxes & fees

22 Sept - 23 Sept

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

A compact kitchenette with a built-in refrigerator, a coffee maker, and a small countertop.

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.

3. Rainbow Motel

Garfield Ridge

Noel

RM313

RM367 total

includes taxes & fees

14 Sept - 15 Sept

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

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

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

Downtown Chicago

Ashraf

RM1,112

RM1,462 total

includes taxes & fees

27 Sept - 28 Sept

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A cityscape with modern high-rise buildings, a river, and a boat.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

5. Hyatt Regency Chicago

Downtown Chicago

Steve

RM1,141

RM1,501 total

includes taxes & fees

10 Sept - 11 Sept

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

A conference room with a long table, chairs, and a projector screen.

A grilled pineapple on top of a stack of meat, served on a pan.

A gym with multiple treadmills aligned in rows, a cityscape mural on the wall, and a view of the water outside.

6. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

RM809

RM1,064 total

includes taxes & fees

10 Sept - 11 Sept

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

A hotel entrance with a marquee and string lights above the entrance.

A hotel entrance with a marquee, American flag, and a person standing in front.

7. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Ann

RM1,283

RM1,525 total

includes taxes & fees

20 Sept - 21 Sept

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

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

RM805

RM1,076 total

includes taxes & fees

10 Sept - 11 Sept

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

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

A vending machine with various beverages and snacks.

9. Hyatt Place Chicago/River North

Downtown Chicago

Shoma

RM898

RM1,067 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

10. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

RM1,064

RM1,265 total

includes taxes & fees

20 Sept - 21 Sept

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

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

11. LIVN - West Loop Chicago

Downtown Chicago

Tomas

RM834

RM979 total

includes taxes & fees

20 Sept - 21 Sept

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

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

12. Congress Plaza Hotel

Downtown Chicago

Manuel

RM688

RM818 total

includes taxes & fees

10 Sept - 11 Sept

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

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

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

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

13. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Phillip

RM798

RM949 total

includes taxes & fees

20 Sept - 21 Sept

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

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.

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

14. River Hotel

Downtown Chicago

steve

RM733

RM872 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A cityscape with modern skyscrapers, a waterfront, and a winter setting.

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

A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

15. Silversmith Hotel Chicago Downtown

Downtown Chicago

Kun

RM743

RM1,007 total

includes taxes & fees

27 Sept - 28 Sept

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

16. Best Western Grant Park Hotel

Downtown Chicago

Diego

RM684

RM813 total

includes taxes & fees

10 Sept - 11 Sept

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

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

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

17. Hotel Riu Plaza Chicago

Downtown Chicago

Jarred

RM842

RM1,117 total

includes taxes & fees

10 Sept - 11 Sept

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 hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

moussa

RM780

RM927 total

includes taxes & fees

10 Sept - 11 Sept

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A gym with cardio machines, weight benches, and a large window offering a city view.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

19. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

LISA

RM894

RM1,063 total

includes taxes & fees

20 Sept - 21 Sept

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

A hotel room with a flat-screen TV, a round mirror, a wooden desk, a chair, and two beds.

20. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Richard

RM879

RM1,046 total

includes taxes & fees

27 Sept - 28 Sept

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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 galleries.

See properties

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.

See properties

Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)

You can spend time studying the exhibits at Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.

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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.

See properties

Union Stock Yard Gate

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

See properties

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

RM214

RM242 total

1 Oct - 2 Oct

includes taxes & fees

7.8/10 Good! (1,997 reviews)

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

RM231

RM258 total

20 Sept - 21 Sept

includes taxes & fees

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

RM432

RM507 total

4 Oct - 5 Oct

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

RM597

RM710 total

10 Sept - 11 Sept

includes taxes & fees

7.6/10 Good! (2,817 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

RM821

RM977 total

20 Sept - 21 Sept

includes taxes & fees

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

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

RM822

RM977 total

20 Sept - 21 Sept

includes taxes & fees

Southwest Side hotels from RM242

Change your mind

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. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Hyatt Regency Chicago

6. Hyatt Centric The Loop Chicago

7. Hilton Vacation Club Hotel Blake Chicago

8. Hilton Chicago

9. Hyatt Place Chicago/River North

10. Hyatt House Chicago/West Loop-Fulton Market

11. LIVN - West Loop Chicago

12. Congress Plaza Hotel

13. Crowne Plaza Chicago West Loop by IHG

14. River Hotel

15. Silversmith Hotel Chicago Downtown

16. Best Western Grant Park Hotel

17. Hotel Riu Plaza Chicago

18. Hilton Chicago/Magnificent Mile Suites

19. Hyatt Place Chicago/Downtown - The Loop

20. Hampton Inn Majestic Chicago Theatre District

Stay near popular Southwest Side attractions

Marquette Park

S.S. Peter and Paul Church

Balzekas Museum of Lithuanian Culture

Ephraim Bajar Cultural Center

Union Stock Yard Gate

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

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