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Southwest Side
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Illinois
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Compare 4,909 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Enjoy a self-service breakfast with a variety of options at this well-equipped breakfast bar.

Enjoy a comfortable stay with two single beds, a flat-screen TV, and a desk for work or relaxation.

Cozy up by the fireplace and enjoy entertainment on the flat-screen TV.

Welcome to our reception area, featuring a comfortable waiting space with a sofa and coffee table.

Carlton Inn Midway

Carlton Inn Midway

2.0 star property

Archer Heights

6.6 out of 10, (1007)

6.6/10

(1007)

"The female clerk was very friendly and helpful!"

The price is ￥15,477

￥15,477

￥18,168 total

includes taxes & fees

Jul 28 - Jul 29

Carlton Inn Midway

Relax in a serene bedroom with a large bed, minimalist decor, and a cityscape painting above.

Enjoy cooking in this functional kitchen with a central island and dining area.

Cozy retreat with a compact kitchenette, microwave, and toaster, perfect for a relaxing stay.

Kitchen area features a dishwasher, trash bin, and a potted plant on the countertop.

Rainbow Motel

Rainbow Motel

Garfield Ridge

7.6 out of 10, Good, (4)

7.6/10

Good

(4)

"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "

The price is ￥13,188

￥13,188

￥15,481 total

includes taxes & fees

Jul 16 - Jul 17

Skylark Motel's exterior features a prominent sign with its name displayed in bold letters.

Comfortable retreat with a bed, desk, and TV, perfect for a restful stay.

Cozy retreat with a kitchenette featuring a microwave and refrigerator, plus a comfortable bed with a floral-patterned bedspread.

Enter a welcoming space with a reception desk and a sign that reads 'WATCH YOUR STEP'.

Skylark Motel

Skylark Motel

2.0 star property

Garfield Ridge

4.8 out of 10, (112)

4.8/10

(112)

"Poorly cleaned and not kept up well."

The price is ￥16,070

￥16,070

￥18,863 total

includes taxes & fees

Aug 10 - Aug 11

Elevators lead to upper floors from this grand corridor, flanked by ornate columns.

Classic architecture meets modern comfort at Club Quarters Hotel, featuring a beautifully detailed entrance and inviting outdoor spaces.

Meetings and presentations take place in this well-designed conference room with long tables and comfortable seating.

Cozy gathering space with a fireplace, comfortable armchairs, and a vase of flowers.

River Hotel

River Hotel

4.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (4379)

8.8/10

Excellent

(4379)

"Nice staff and really great location :) "

The price is ￥26,011

￥26,011

￥30,535 total

includes taxes & fees

Jul 24 - Jul 25

Enjoy a meal with a view at this restaurant, offering a variety of seating options and a central bar area.

Relax and socialize on this rooftop terrace with a bar, garden, and city views.

Relax in a stylish room with a panoramic city view, featuring a cozy seating area and large windows.

Experience the urban atmosphere in our spacious lobby, featuring a long reception desk and comfortable seating areas.

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (3029)

8.8/10

Excellent

(3029)

"Loved our stay! "

The price is ￥23,410

￥23,410

￥27,481 total

includes taxes & fees

Aug 14 - Aug 15

Eurostars Magnificent Mile

Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

Welcome to DoubleTree by Hilton, featuring a modern entrance with large columns and lush greenery.

Relax in a stylish outdoor lounge with seating areas, round tables, and a fire pit.

Welcome to our reception area, featuring a sleek desk and unique wooden panel design.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (1906)

8.8/10

Excellent

(1906)

"I loved the room pool view, the restaurants & the location "

The price is ￥27,745

￥27,745

￥32,569 total

includes taxes & fees

Aug 6 - Aug 7

DoubleTree by Hilton Chicago - Magnificent Mile

Experience the vibrant city atmosphere in this urban oasis, featuring a striking geometric-patterned awning and modern architecture.

Stylish high-rise building in a vibrant urban setting.

Relax in the spacious lobby with a large sofa, comfortable seating options, and a reception desk.

Enjoy a city view from the large window in this stylish room with a comfortable bed and modern decor.

citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property

Downtown Chicago

9.4 out of 10, Exceptional, (3362)

9.4/10

Exceptional

(3362)

"Great location- fun hotel"

The price is ￥24,998

￥24,998

￥29,344 total

includes taxes & fees

Aug 4 - Aug 5

citizenM Chicago Downtown

Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Relax in a classic lobby with a central seating area, armchairs, and sofas, surrounded by high ceilings and large windows.

Experience the grandeur of the Concourse Hotel, a historic building with a classic architectural style, featuring a prominent entrance and ground-floor windows.

Enjoy a city view from the large window, framed by a simple design.

Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property

Downtown Chicago

8.0 out of 10, Very Good, (8977)

8.0/10

Very Good

(8977)

"Great location, beautiful hotel "

The price is ￥21,847

￥21,847

￥25,647 total

includes taxes & fees

Aug 5 - Aug 6

Congress Plaza Hotel

Conference room with a large, round table and six chairs, offering city views.

Exercise in style with a city view from this hotel room's stationary bike.

Located in the heart of the city, this high-rise building offers stunning views from its multiple floors.

Relax in a stylish lounge with a sofa set, armchairs, and ottomans, surrounded by a mix of contemporary and classic furniture.

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (2762)

8.6/10

Excellent

(2762)

"Great location and friendly staff"

The price is ￥25,063

￥25,063

￥29,422 total

includes taxes & fees

Aug 10 - Aug 11

Aloft Chicago Mag Mile

Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Relax in our spacious lobby with a seating area, coffee table, and lush greenery.

Enter a stylish lobby with a long corridor, seating area, and central coffee table.

Enjoy a drink at Smokeey Joe's Bar, featuring a curved counter and stools, a selection of liquor bottles, and a TV.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property

Downtown Chicago

8.4 out of 10, Very Good, (3539)

8.4/10

Very Good

(3539)

"Very pleasant place to stay "

The price is ￥26,692

￥26,692

￥31,335 total

includes taxes & fees

Aug 10 - Aug 11

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Relax on the rooftop with wicker lounge chairs and take in the city skyline views.

Two beds with matching headboards, a desk, and a chair are featured in this stylish room.

Welcome to our lobby, featuring a reception desk, comfortable seating area, and a large window offering a view of the street outside.

Enjoy a drink at the bar, where you can watch Sky TV and browse the menu.

Best Western River North Hotel

Best Western River North Hotel

2.5 star property

Downtown Chicago

7.8 out of 10, Good, (1000)

7.8/10

Good

(1000)

"Great parking!"

The price is ￥19,515

￥19,515

￥22,908 total

includes taxes & fees

Aug 10 - Aug 11

Best Western River North Hotel

Relax in a casual, urban setting with seating areas and a prominent counter for ordering.

Relax in this stylish seating area with four comfortable armchairs and a central coffee table, offering a view of the street outside.

Relax in our spacious lobby, featuring a central seating area with armchairs and sofas, a large flat-screen TV, and a decorative water feature.

Enjoy a fully stocked kitchen with a refrigerator, condiments, and cereal.

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1264)

9.0/10

Wonderful

(1264)

"Great location and hotel "

The price is ￥21,755

￥21,755

￥25,538 total

includes taxes & fees

Aug 10 - Aug 11

Crowne Plaza Chicago West Loop by IHG

Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Welcome to our reception area, featuring a stylish counter and pendant lights above, a shelf with decorative items, and a window with a view of the street.

Relax in a cozy lounge area with a comfortable sofa, wooden cabinet, and decorative sculpture.

Book lovers can enjoy a curated collection of art and literature on display.

Freehand Chicago

Freehand Chicago

4.0 star property

Downtown Chicago

8.0 out of 10, Very Good, (2074)

8.0/10

Very Good

(2074)

"Stayed many times, great fun!"

The price is ￥15,457

￥15,457

￥20,747 total

includes taxes & fees

Aug 13 - Aug 14

Freehand Chicago

Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Enjoy a city view from the large window, with a round table and chair for relaxing.

Enjoy a panoramic view of the water and city skyline from this stylish room with a large corner window.

Relax in this stylish living room with a panoramic sea view, comfortable seating, and a sleek coffee table.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property

Downtown Chicago

9.4 out of 10, Exceptional, (2067)

9.4/10

Exceptional

(2067)

"Amazing property clean comfy bedding and wonderful views"

The price is ￥35,074

￥35,074

￥45,460 total

includes taxes & fees

Aug 7 - Aug 8

Sable at Navy Pier Chicago, Curio Collection by Hilton

Relax by the rooftop pool with a stunning view of the city skyline.

Experience a bright and welcoming atmosphere in our spacious lobby, featuring comfortable seating and modern amenities.

Welcome to the Holiday Inn & Suites, featuring a modern entrance with a covered walkway and lush greenery.

Relax in a compact room with a sofa, kitchenette, and large window.

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property

Downtown Chicago

8.4 out of 10, Very Good, (1002)

8.4/10

Very Good

(1002)

"Nice place to stay"

The price is ￥22,291

￥22,291

￥27,938 total

includes taxes & fees

Aug 10 - Aug 11

Holiday Inn & Suites Chicago - Downtown by IHG

Classic hotel with a symmetrical facade and central entrance.

Relax in style with a sofa facing the sea, complemented by a cozy coffee table and comfortable seating area.

Relax in our elegant lobby, featuring a spacious seating area, fireplace, and high ceiling with a stunning chandelier.

Experience the grandeur of this luxurious space, featuring grand chandeliers, gilded moldings, and intricate frescoes.

Hilton Chicago

Hilton Chicago

4.0 star property

Downtown Chicago

8.4 out of 10, Very Good, (1985)

8.4/10

Very Good

(1985)

"Great stay! "

The price is ￥27,182

￥27,182

￥36,247 total

includes taxes & fees

Aug 4 - Aug 5

Enjoy a sophisticated dining experience with a beautifully set table and city view.

Enjoy a city and sea view from the comfort of this stylish room, featuring a sofa, armchair, and flat-screen TV.

Experience the vibrant city from our hotel's central location, offering stunning views of the urban landscape.

Enjoy a warm and inviting dining experience with a beautifully set table and elegant decor.

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property

Downtown Chicago

8.8 out of 10, Excellent, (2445)

8.8/10

Excellent

(2445)

"Friendly staff, beautiful views, excellent location "

The price is ￥21,747

￥21,747

￥25,529 total

includes taxes & fees

Aug 10 - Aug 11

Hilton Chicago/Magnificent Mile Suites

Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Stylish building with a striking red accent, set in the heart of the city.

Two single beds with brown headboards, a desk and chair, and a television on a stand, offer a comfortable space to rest and unwind with a city view.

Compact kitchenette with microwave, sink, and coffee maker for convenient meals.

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2.0 star property

Downtown Chicago

7.2 out of 10, Good, (2223)

7.2/10

Good

(2223)

"Great value for the cost. Pleasant room and facilities, and very friendly and helpful staff. Will stay there again. "

The price is ￥18,622

￥18,622

￥21,862 total

includes taxes & fees

Aug 5 - Aug 6

Travelodge by Wyndham Downtown Chicago

Experience the vibrant city at La Quinta Inn & Suites, offering a variety of rooms with city views.

Relax in style with comfortable seating options, a large cityscape artwork, and modern amenities.

Relax in a stylish lounge area with a cityscape mural, comfortable seating, and potted plants.

Two double beds with white bedding and a dark headboard, complemented by a framed cityscape and a nightstand with a lamp.

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (2429)

8.6/10

Excellent

(2429)

"Great hotel"

The price is ￥23,751

￥23,751

￥30,478 total

includes taxes & fees

Aug 10 - Aug 11

La Quinta Inn & Suites by Wyndham Chicago Downtown

Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Experience grandeur in our opulent lobby, featuring an ornate staircase, arched columns, and intricate frescoes.

Relax by the pool surrounded by comfortable lounge chairs and framed artwork.

Experience the grandeur of our lobby, featuring ornate doorways, intricate mosaic artwork, and a grand piano.

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property

Downtown Chicago

8.4 out of 10, Very Good, (1789)

8.4/10

Very Good

(1789)

"Love this hotel"

The price is ￥26,129

￥26,129

￥34,366 total

includes taxes & fees

Aug 5 - Aug 6

Palmer House a Hilton Hotel

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side

Chicago, IL featuring interior views and an airport as well as a couple

More cheap stays in Southwest Side

More cheap stays in Southwest Side

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street, Lombard, IL

The price is ￥16,329 per night from Jul 16 to Jul 17

￥16,329

￥18,121 total

Jul 16 - Jul 17

includes taxes & fees

8.8/10 Excellent! (2,115 reviews)

SureStay Plus Hotel by Best Western Chicago Lombard

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road, Naperville, IL

The price is ￥8,423 per night from Aug 11 to Aug 12

￥8,423

￥9,390 total

Aug 11 - Aug 12

includes taxes & fees

7.8/10 Good! (1,021 reviews)

Motel 6 Naperville, IL

Quality Inn O'Hare Airport

Quality Inn O'Hare Airport

3801 North Mannheim Road, Schiller Park, IL

The price is ￥11,809 per night from Aug 10 to Aug 11

￥11,809

￥13,460 total

Aug 10 - Aug 11

includes taxes & fees

7.4/10 Good! (1,399 reviews)

Quality Inn O'Hare Airport

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St, Chicago, IL

The price is ￥18,622 per night from Aug 5 to Aug 6

￥18,622

￥21,862 total

Aug 5 - Aug 6

includes taxes & fees

7/10 Good! (2,235 reviews)

Travelodge by Wyndham Downtown Chicago

Best Western Grant Park Hotel

Best Western Grant Park Hotel

1100 S Michigan Ave, Chicago, IL

The price is ￥21,230 per night from Jul 24 to Jul 25

￥21,230

￥24,921 total

Jul 24 - Jul 25

includes taxes & fees

8/10 Very Good! (2,556 reviews)

Best Western Grant Park Hotel

Best Western River North Hotel

Best Western River North Hotel

125 W Ohio St, Chicago, IL

The price is ￥19,515 per night from Aug 10 to Aug 11

￥19,515

￥22,908 total

Aug 10 - Aug 11

includes taxes & fees

7.6/10 Good! (1,014 reviews)

Best Western River North Hotel

Hotels in Southwest Side with star-rating

Hotels in Southwest Side with star-rating

5 Star Hotels

4 Star Hotels

3 Star Hotels

2 Star Hotels

1 Star Hotels

Stay near popular Southwest Side attractions

Stay near popular Southwest Side attractions

St. Bernard Hospital

Though St. Bernard Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.

See propertiesSee properties in St. Bernard Hospital

St. Bernard Hospital

Top Southwest Side Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent

"The staff is incredible."

John 1-night trip

Posted 5 hours ago

citizenM Chicago Downtown

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"We arrived super late from a very delayed flight and the staff was so accomodating as I was with my 2 young daughters. They checked us in quickly. Hotel was great and will stay there more often as everyone was super friendly and knowledgeable"

salvatore 2-night trip

Posted 6 hours ago

InterContinental Chicago Magnificent Mile by IHG

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Great location on a quiet street close to water tower downtown. Parking across the street for a reasonable price. Huge room, comfortable beds and great staff. Breakfast was good also!"

Heidi 4-night trip

Posted 18 hours ago

The Whitehall Hotel, BW Premier Collection

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Perfect location for walking Chicago. Beautiful. "

Jake 2-night trip

Posted 18 hours ago

The Royal Sonesta Chicago Downtown

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Great service and location "

Erik 4-night trip

Posted 21 hours ago

Embassy Suites by Hilton Chicago Downtown River North

The Wade

The Wade

10/10 Excellent

"The room was beautiful Brandon at the front desk was so nice. The hotel is clean and staff was nice."

Mia 3-night trip

Posted 21 hours ago

Freehand Chicago

Freehand Chicago

10/10 Excellent

"Great place, been coming here often. "

Anonymous traveler 2-night trip

Posted 23 hours ago

Freehand Chicago

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"Love the location, cleanliness, and great customer service. Everyone was welcoming and provided excellent service. Amy was very helpful with our request and questions. Thank you IHG for our great first experience with Chicago! "

Kevin 3-night trip

Posted 1 day ago

Holiday Inn Chicago Dwtn - The Mart by IHG

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Location is top notch you can literally walk to everything! This is my second stay and I’d highly recommend"

Laurie 3-night trip

Posted 1 day ago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

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Hotels in Southwest Side Neighborhoods

Hotels in Lower West Side
Hotels in Bridgeport
Hotels in Bedford Park
Hotels in Clearing
Hotels in Garfield Ridge
Hotels in Archer Heights
Hotels in Washington Park
Hotels in McKinley Park
Hotels in Greater Grand Crossing
Hotels in Brighton Park
Hotels in West Lawn
Hotels in Englewood
Hotels in New City
Hotels in Fuller Park
Hotels in Gage Park
Hotels in West Englewood
Hotels in Ashburn
Hotels in West Elsdon
Hotels in Gresham
Hotels in Canaryville

Stay near popular Southwest Side attractions

Hotels near St. Bernard Hospital
Hotels near Wrigley Field
Hotels near Navy Pier
Hotels near Michigan Avenue
Hotels near McCormick Place
Hotels near Millennium Park
Hotels near Grant Park
Hotels near Lake Michigan
Hotels near Chicago Riverwalk
Hotels near Soldier Field
Hotels near Indiana Dunes National Park
Hotels near United Center
Hotels near University of Chicago
Hotels near Northwestern University
Hotels near Art Institute of Chicago
Hotels near Donald E. Stephens Convention Center

More Accommodation Types in Southwest Side

Apartments in Southwest Side
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Condo Rentals in Southwest Side
Motels in Southwest Side
Aparthotels in Southwest Side
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Guest Houses in Southwest Side
Hostels in Southwest Side
Resorts in Southwest Side
Villas in Southwest Side
Farmstay in Southwest Side
Cabin Rentals in Southwest Side

Hotels near Southwest Side Airports

Midway Intl. Airport Hotels

Southwest Side Hotels by Brand

Best Western Hotels
Club Quarters Hotels
Fairmont Hotels
Hilton Hotels Hotels
Independent Hotels
La Quinta Inn & Suites Hotels
Loews Hotels
Marriott Hotels & Resorts Hotels
Motel 6 Hotels
Red Roof Inn Hotels
Sonesta Hotel Hotels
Wyndham Hotels Hotels

Other Hotels near Southwest Side, Chicago

Rosemont Hotels
Naperville Hotels
Oak Brook Hotels
Evanston Hotels
Tinley Park Hotels
Arlington Heights Hotels
Joliet Hotels
Skokie Hotels
Elk Grove Village Hotels
Willowbrook Hotels
Lombard Hotels
Downers Grove Hotels
Hammond Hotels
Schiller Park Hotels
Gary Hotels
Des Plaines Hotels
Oak Park Hotels
Bolingbrook Hotels
Glenview Hotels
Orland Park Hotels

Explore more hotels

The Royal Sonesta Chicago Downtown
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Westin Michigan Avenue Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG
The Wade
River Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Hyatt Regency Chicago
L7 Chicago by LOTTE
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
DoubleTree by Hilton Chicago - Magnificent Mile

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