Top 10 Hotels in Southwest Side (from $62) 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

Diane

$124 nightly

$144 total

Sep 8 - Sep 9

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 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.

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

2. Carlton Inn Midway

Archer Heights

Kevin

$105 nightly

$123 total

Aug 24 - Aug 25

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

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 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 3 - Sep 4

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.

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

Downtown Chicago

Dawn

$202 nightly

$241 total

Aug 30 - Aug 31

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 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.

5. Congress Plaza Hotel

Downtown Chicago

Christina

$109 nightly

$130 total

Sep 8 - Sep 9

Total with taxes and fees

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

A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

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

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

6. Hilton Chicago

Downtown Chicago

Konner

$197 nightly

$231 total

Sep 9 - Sep 10

Total with taxes and fees

A rooftop pool with lounge chairs, a red building with vertical windows, and a city skyline at dusk.

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

A modern reception area with two desks, a large window, and a city view.

A modern building with large glass windows and a covered walkway.

7. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

Cesar

$167 nightly

$199 total

Sep 7 - Sep 8

Total with taxes and fees

A hotel lobby with a bar area, seating, and a large mirror.

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

A modern hotel lobby with seating areas, large windows, and a unique ceiling light fixture.

A corridor with a checkered floor, rows of blue and white chairs, and string lights.

8. Hilton Garden Inn Chicago Central Loop

Downtown Chicago

Theresa

$168 nightly

$200 total

Sep 7 - Sep 8

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

9. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Dylan

$140 nightly

$167 total

Sep 21 - Sep 22

Total with taxes and fees

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

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

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.

10. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

AMBER

$156 nightly

$184 total

Sep 7 - Sep 8

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

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

11. Best Western Grant Park Hotel

Downtown Chicago

Melissa

$143 nightly

$170 total

Aug 30 - Aug 31

Total with taxes and fees

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

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.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

12. citizenM Chicago Downtown

Downtown Chicago

lakadria

$170 nightly

$202 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

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

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

13. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Shiraz

$122 nightly

$144 total

Aug 31 - Sep 1

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

$127 nightly

$151 total

Aug 30 - Aug 31

Total with taxes and fees

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.

A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Bridget

$160 nightly

$190 total

Aug 31 - Sep 1

Total with taxes and fees

A grand lobby with ornate ceiling artwork, chandeliers, and a central staircase.

A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

A grand hall with a central aisle, ornate chandeliers, and rows of chairs.

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

16. Palmer House a Hilton Hotel

Downtown Chicago

$198 nightly

$236 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

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

17. Silversmith Hotel Chicago Downtown

Downtown Chicago

Xiao

$186 nightly

$222 total

Aug 30 - Aug 31

Total with taxes and fees

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

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

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

18. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dhannetta

$161 nightly

$189 total

Aug 30 - Aug 31

Total with taxes and fees

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

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

A modern lobby with a seating area, a bar, and a green wall.

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

19. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

MAGALY

$152 nightly

$181 total

Aug 30 - Aug 31

Total with taxes and fees

A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

A modern hotel room with a city view, a dining area with a table and chairs, and a large potted plant.

A hotel room with a city view, a dining area, a sofa, and a TV.

A spacious lobby with a glass entrance, escalators, and a tiled floor.

20. The Buckingham Hotel

Downtown Chicago

Dominique

$169 nightly

$199 total

Aug 30 - Aug 31

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

Congress Plaza Hotel

10/10 Excellent

"Very nice hotel. We had a King size bed overlooking Buckingham fountain. Booking a park view room is highly recommended. The shower/bathroom is on the smaller end, however, knowing the history of the hotel, it comes at no surprise. The hotel itself has so much history and has quite a few famous guests throughout it's time. We are already planning our next trip back to Chicago and will likely stay here again! Highly recommend staying here!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Everything was great!"

Hotel Riu Plaza Chicago

10/10 Excellent

"Incredible hotel — it was clean, the room was spacious, the staff were incredibly friendly, and it was conveniently located in the heart of downtown, within walking distance of everything we needed."

Hyatt Regency O'Hare Chicago

10/10 Excellent

"It was fantastic!"

River Hotel

10/10 Excellent

"Our stay at the River Hotel was fantastic! Check-in was easy and fast, the staff was friendly and welcoming, and the location was perfect. It’s within walking distance of so many great places, which made exploring the area incredibly convenient. Overall, we had a wonderful stay and would definitely come back!"

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"Great experience in the high Room suite which had a pull out sofa bed."

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Great stay, clean simple rooms with kind staff. Perfect for a business trip."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Spacious, clean room with nice city view. Comfortable beds, loved to have a couch. Very friendly staff during check-in. Great location, block from RiverWalk and London House, where we had dinner. Great stay all together. Highly recommend."

Kasa Magnificent Mile Chicago

10/10 Excellent

"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"

More cheap stays in Southwest Side

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

$56 nightly

$62 total

Sep 22 - Sep 23

Total with taxes and fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

$61 nightly

$68 total

Sep 22 - Sep 23

Total with taxes and fees

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL

$90 nightly

$101 total

Aug 30 - Aug 31

Total with taxes and fees

7.4/10 Good! (1,007 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

$124 nightly

$144 total

Sep 8 - Sep 9

Total with taxes and fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$122 nightly

$144 total

Aug 31 - Sep 1

Total with taxes and fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

$152 nightly

$181 total

Aug 30 - Aug 31

Total with taxes and fees

Hotels in Southwest Side with star-rating

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Lodging

Find hotels in Southwest Side, IL from $62

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 Chicago

7. Holiday Inn & Suites Chicago - Downtown by IHG

8. Hilton Garden Inn Chicago Central Loop

9. The Chicago Hotel Collection Ambassador Gold Coast

10. Homewood Suites by Hilton Chicago Downtown South Loop

11. Best Western Grant Park Hotel

12. citizenM Chicago Downtown

13. Travelodge by Wyndham Downtown Chicago

14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

16. Palmer House a Hilton Hotel

17. Silversmith Hotel Chicago Downtown

18. Hilton Garden Inn Chicago Downtown South Loop

19. DoubleTree by Hilton Chicago - Magnificent Mile

20. The Buckingham Hotel

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

Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

Hotel Riu Plaza Chicago

Hyatt Regency O'Hare Chicago

River Hotel

Crowne Plaza Chicago West Loop by IHG

Club Quarters Hotel, Central Loop, Chicago

Fairmont Chicago at Millennium Park

Kasa Magnificent Mile Chicago

More cheap stays in Southwest Side

Motel 6 Naperville, IL

Red Roof Inn PLUS+ Chicago - Willowbrook

Quality Inn & Suites Orland Park - Chicago

Holiday Inn Chicago – Midway Airport S by IHG

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Southwest Side with star-rating

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