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

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

$119 nightly

$140 total

Sep 21 - Sep 22

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

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

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 17 - Sep 18

Total with taxes and fees

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

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.

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

4. Congress Plaza Hotel

Downtown Chicago

Manuel

$164 nightly

$195 total

Sep 27 - Sep 28

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 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.

5. Best Western Grant Park Hotel

Downtown Chicago

Diego

$179 nightly

$213 total

Sep 29 - Sep 30

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

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

6. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

$161 nightly

$191 total

Sep 28 - Sep 29

Total with taxes and fees

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

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

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.

7. Hilton Chicago

Downtown Chicago

Lori

$248 nightly

$295 total

Sep 25 - Sep 26

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

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

8. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Durant

$154 nightly

$181 total

Sep 27 - Sep 28

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.

9. River Hotel

Downtown Chicago

steve

$152 nightly

$181 total

Sep 27 - Sep 28

Total with taxes and fees

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

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

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

10. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Phillip

$164 nightly

$195 total

Sep 20 - Sep 21

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

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

11. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

$235 nightly

$279 total

Sep 27 - Sep 28

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 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.

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

Downtown Chicago

Shanequa

$315 nightly

$375 total

Sep 27 - Sep 28

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.

13. LIVN - West Loop Chicago

Downtown Chicago

chidubem

$198 nightly

$232 total

Sep 20 - Sep 21

Total with taxes and fees

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

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

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

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

14. Silversmith Hotel Chicago Downtown

Downtown Chicago

Zamira

$219 nightly

$261 total

Sep 21 - Sep 22

Total with taxes and fees

A grand lobby with a central bar, high ceilings, and classical architecture.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

A modern living room with a sofa set, ottoman, and armchairs.

15. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Scott

$159 nightly

$189 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 high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

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.

16. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jacqueline

$190 nightly

$226 total

Sep 20 - Sep 21

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

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

17. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Brian

$203 nightly

$242 total

Sep 20 - Sep 21

Total with taxes and fees

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

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.

A modern lobby with a central seating area, a reception desk, and elevators.

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

18. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

Jennifer

$196 nightly

$233 total

Sep 20 - Sep 21

Total with taxes and fees

A modern building with a colorful facade and a red circular seating area.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

19. citizenM Chicago Downtown

Downtown Chicago

Germaine

$193 nightly

$229 total

Sep 20 - Sep 21

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

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

20. Central Loop Hotel

Downtown Chicago

Yiyang

$163 nightly

$194 total

Sep 20 - Sep 21

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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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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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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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

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"We booked because we liked the idea of the rooftop, but we couldn't access it as they were hosting a private event. So next time we'll ask before booking, since we assumed it was included with the reservation. The valet parking service was great; the guy who helped us was very friendly."

Hilton Chicago

10/10 Excellent

"Our stay here was wonderful. Our room had a view of the lake which was beautiful. We could walk to the aquarium, the Chicago Institute of Art, and Soldier Field. Excellent location."

Congress Plaza Hotel

10/10 Excellent

"Love the Victorian vibes this place gives, as well as the updated modern rooms while still giving us that beautiful space to sleep in. Would recommend!"

L7 Chicago by LOTTE

10/10 Excellent

"We had a wonderful stay at L7 Chicago. From the moment we arrived, Antonio greeted us and was absolutely amazing—friendly, welcoming, and incredibly helpful. He truly set the tone for a great stay and made us feel welcome from the minute we walked in. The hotel was beautiful, comfortable, and in a great location, and the service throughout our stay was excellent. Antonio especially deserves recognition for going above and beyond. We would absolutely stay at L7 again and highly recommend it!"

The Royal Sonesta Chicago Downtown

8/10 Good

"n"

Travelodge by Wyndham Downtown Chicago

10/10 Excellent

"Perfect place to stay in downtown Chicago! Super close to everything. I always stay here when I visit Chicago"

Club Quarters Hotel, Central Loop, Chicago

8/10 Good

"Very clean and well staffed. Just older. Bed is not for people with back issues."

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 4 - Oct 5

Total with taxes and fees

7.8/10 Good! (2,007 reviews)

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

$57 nightly

$64 total

Oct 4 - Oct 5

Total with taxes and fees

7.8/10 Good! (1,447 reviews)

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

$154 nightly

$181 total

Sep 27 - Sep 28

Total with taxes and fees

7.6/10 Good! (2,838 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

$199 nightly

$237 total

Sep 20 - Sep 21

Total with taxes and fees

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

8/10 Very Good! (1,606 reviews)

Hotels in Southwest Side with star-rating

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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. Hilton Chicago

8. Travelodge by Wyndham Downtown Chicago

9. River Hotel

10. Crowne Plaza Chicago West Loop by IHG

11. Hilton Garden Inn Chicago Downtown South Loop

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

13. LIVN - West Loop Chicago

14. Silversmith Hotel Chicago Downtown

15. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

16. Aloft by Marriott Chicago Mag Mile

17. Hilton Chicago/Magnificent Mile Suites

18. Holiday Inn & Suites Chicago - Downtown by IHG

19. citizenM Chicago Downtown

20. Central Loop Hotel

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

The Chicago Hotel Collection - Magnificent Mile

Hilton Chicago

Congress Plaza Hotel

L7 Chicago by LOTTE

The Royal Sonesta Chicago Downtown

Travelodge by Wyndham Downtown Chicago

Club Quarters Hotel, Central Loop, 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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