Top 10 Hotels in Southwest Side (from $63) 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 reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

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 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.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Diane

$137 nightly

$159 total

Sep 7 - Sep 8

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

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 breakfast bar with coffee makers, a toaster, and a variety of pastries.

2. Carlton Inn Midway

Archer Heights

Rahul Pandit

$117 nightly

$137 total

Sep 10 - Sep 11

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

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

3. Rainbow Motel

Garfield Ridge

Noel

$77 nightly

$90 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 view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

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.

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

Downtown Chicago

Ashraf

$197 nightly

$235 total

Sep 7 - Sep 8

Total with taxes and fees

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.

5. Congress Plaza Hotel

Downtown Chicago

George

$109 nightly

$130 total

Sep 8 - Sep 9

Total with taxes and fees

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

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

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

6. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Melanie

$181 nightly

$216 total

Sep 2 - Sep 3

Total with taxes and fees

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

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.

7. Best Western Grant Park Hotel

Downtown Chicago

Diego

$143 nightly

$170 total

Sep 7 - Sep 8

Total with taxes and fees

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.

8. River Hotel

Downtown Chicago

Meri

$144 nightly

$171 total

Sep 9 - Sep 10

Total with taxes and fees

A large, multi-story hotel with a prominent entrance and classical architectural details.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.

9. Hilton Chicago

Downtown Chicago

Konner

$194 nightly

$230 total

Sep 7 - Sep 8

Total with taxes and fees

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 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.

10. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Alma

$143 nightly

$170 total

Aug 31 - Sep 1

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

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

11. LIVN - West Loop Chicago

Downtown Chicago

Courtney

$137 nightly

$161 total

Aug 31 - Sep 1

Total with taxes and fees

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

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.

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.

12. The Wade

Downtown Chicago

Ayomikun Jedidiah

$149 nightly

$177 total

Aug 31 - Sep 1

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

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

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

13. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dhannetta

$152 nightly

$181 total

Sep 7 - Sep 8

Total with taxes and fees

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

A modern kitchen area with a long counter, various food items, and a coffee machine.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Karaline

$123 nightly

$146 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

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

15. Sports Illustrated Resorts Chicago

Downtown Chicago

CHRISTIE

$215 nightly

$256 total

Sep 2 - Sep 3

Total with taxes and fees

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

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

A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

16. Central Loop Hotel

Downtown Chicago

Yiyang

$150 nightly

$179 total

Sep 7 - Sep 8

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.

17. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Jyothi Swaroop

$144 nightly

$171 total

Sep 7 - Sep 8

Total with taxes and fees

A grand staircase in a hotel lobby with marble walls, a patterned carpet, and seating areas with blue and brown upholstered chairs.

A grand hallway with ornate doors, a marble floor, and a chandelier.

A lobby with leather sofas, a glass coffee table, and a TV on the left.

A tall building with a classic architectural style, featuring a central entrance with ornate details and large windows.

18. Club Quarters Hotel Wacker at Michigan, Chicago

Downtown Chicago

Daphnie

$147 nightly

$175 total

Sep 8 - Sep 9

Total with taxes and fees

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

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

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

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

19. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

susie

$161 nightly

$191 total

Sep 8 - Sep 9

Total with taxes and fees

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

The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

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

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

20. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

$260 nightly

$309 total

Sep 7 - Sep 8

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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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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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 acclaimed theater scene.

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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

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Would have liked to have been informed that the pool would be closed during our stay for renovations"

L7 Chicago by LOTTE

10/10 Excellent

"Neat room with modern aesthetic. Location is great and they have a Korean Restaurant, Perilla Steakhouse, where you can order breakfast or lunch delivered to your room."

Eurostars Magnificent Mile

10/10 Excellent

"An amazing view paired with the very best customer service I heve received in years made our experience top notch!"

Hilton Chicago

10/10 Excellent

"The hotel was exceptionally beautifully and the staff were so friendly and helpful. We were there for the BTS concert and the hotel went out of their way to make the space welcoming to Army (fans) by setting up a designated spot for photo ops and meet ups! They also played BTS music in the lobby to help foster a fun and exciting atmosphere. Besides the electric atmosphere, the hotel itself was comfortable with many amenities available. The rooms were spacious clean. It was centrally located and we were walking distance to many restaurants and tourist sites. It was my first time in Chicago and when I go back for a visit, the Hilton Chicago will be my first choice for accommodations"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"It’s clean, service is great, and close to Michigan avenue!"

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Breakfast was not free, bed were not that comfortable...but hotel was very nice."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"

Travelodge by Wyndham Downtown Chicago

8/10 Good

"The room was very large and the air conditioning worked well although it was very noisy."

The Wade

8/10 Good

"Great location, grew views of the lake, beds were comfortable"

More cheap stays in Southwest Side

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

$56 nightly

$63 total

Sep 27 - Sep 28

Total with taxes and fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

$62 nightly

$69 total

Sep 9 - Sep 10

Total with taxes and fees

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL

$85 nightly

$95 total

Sep 27 - Sep 28

Total with taxes and fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$119 nightly

$140 total

Aug 31 - Sep 1

Total with taxes and fees

7.6/10 Good! (2,808 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

$137 nightly

$159 total

Sep 7 - Sep 8

Total with taxes and fees

8.2/10 Very Good! (1,012 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

$148 nightly

$176 total

Sep 7 - Sep 8

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 $63

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. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Congress Plaza Hotel

6. Hilton Vacation Club Hotel Blake Chicago

7. Best Western Grant Park Hotel

8. River Hotel

9. Hilton Chicago

10. The Chicago Hotel Collection Ambassador Gold Coast

11. LIVN - West Loop Chicago

12. The Wade

13. Hilton Garden Inn Chicago Downtown South Loop

14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

15. Sports Illustrated Resorts Chicago

16. Central Loop Hotel

17. Courtyard by Marriott Chicago Magnificent Mile

18. Club Quarters Hotel Wacker at Michigan, Chicago

19. Hilton Chicago/Magnificent Mile Suites

20. Hyatt Centric The Loop Chicago

Stay near popular Southwest Side attractions

Marquette Park

Balzekas Museum of Lithuanian Culture

S.S. Peter and Paul Church

Union Stock Yard Gate

Ephraim Bajar Cultural Center

Learn more about Southwest Side

Top Southwest Side Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

L7 Chicago by LOTTE

Eurostars Magnificent Mile

Hilton Chicago

The Chicago Hotel Collection - Magnificent Mile

Hyatt Regency O'Hare Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Travelodge by Wyndham Downtown Chicago

The Wade

More cheap stays in Southwest Side

Motel 6 Naperville, IL

Red Roof Inn PLUS+ Chicago - Willowbrook

Quality Inn & Suites Orland Park - Chicago

Travelodge by Wyndham Downtown Chicago

Holiday Inn Chicago – Midway Airport S by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Southwest Side with star-rating

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