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15 Aug - 17 Aug

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Top 10 trending Southwest Side hotels

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.

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

Stunning building with a flat facade and second-floor balcony.

Rainbow Motel

Rainbow Motel

2.5 star property

Garfield Ridge

5.4 out of 10, (8)

5.4/10

(8)

"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 €90

€90

includes taxes & fees

18 Aug - 19 Aug

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

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

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

Relax in style with a spacious living room featuring a grey sectional sofa, a comfortable armchair, and a cozy reading nook.

Carlton Inn Midway

Carlton Inn Midway

2.0 star property

Archer Heights

6.4 out of 10, (1002)

6.4/10

(1002)

"Staff are very friendly:) "

The price is €105

€105

includes taxes & fees

17 Aug - 18 Aug

Carlton Inn Midway

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

Welcome to our hotel, where friendly staff are available to assist you at the reception desk, equipped with a computer and telephone.

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

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

Skylark Motel

Skylark Motel

2.0 star property

Garfield Ridge

4.6 out of 10, (114)

4.6/10

(114)

"A dump. Next time im forced to choose this place or a floor in the airport, I'll choose the floor."

The price is €110

€110

includes taxes & fees

10 Aug - 11 Aug

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.

Two single beds with white linens, bedside tables, and lamps, plus a desk and chair, create a comfortable space.

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, (4487)

8.8/10

Excellent

(4487)

"Great place to stay."

The price is €133

€133

includes taxes & fees

4 Sept - 5 Sept

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.

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

Relax in our stylish lobby, featuring a comfortable seating area with sofas and armchairs, surrounded by round tables and a lush vertical garden.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (1955)

8.8/10

Excellent

(1955)

"Great place !"

The price is €160

€160

includes taxes & fees

2 Sept - 3 Sept

DoubleTree by Hilton Chicago - Magnificent Mile

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

Relax in a spacious room with a large bed, flat-screen TV, and city views.

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

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, (3057)

8.8/10

Excellent

(3057)

"Great location and friendly staff!"

The price is €162

€162

includes taxes & fees

10 Aug - 11 Aug

Eurostars Magnificent Mile

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

Contemporary space with a central counter, display case, and hanging plant arrangement.

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

9.2 out of 10, Wonderful, (3526)

9.2/10

Wonderful

(3526)

"Would love to stay here again!"

The price is €157

€157

includes taxes & fees

26 Aug - 27 Aug

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, (8984)

8.0/10

Very good

(8984)

"Great place to stay."

The price is €253

€253

includes taxes & fees

7 Sept - 8 Sept

Congress Plaza Hotel

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

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

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

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, (3629)

8.4/10

Very good

(3629)

"Great stay. "

The price is €149

€149

includes taxes & fees

24 Aug - 25 Aug

Hilton Garden Inn Chicago Downtown/Magnificent Mile

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

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.

Enjoy a drink at the bar, where a barista station serves up specialty beverages amidst a lively atmosphere with dining and socializing areas.

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, (2063)

9.4/10

Exceptional

(2063)

"Beautiful property, will definitely stay there again."

The price is €206

€206

includes taxes & fees

1 Sept - 2 Sept

Sable at Navy Pier Chicago, Curio Collection by Hilton

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

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

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

Step into a welcoming space with a bar area featuring a selection of beverages and lush greenery.

Freehand Chicago

Freehand Chicago

4.0 star property

Downtown Chicago

8.0 out of 10, Very good, (2164)

8.0/10

Very good

(2164)

"Good spot when staying for lolla "

The price is €128

€128

includes taxes & fees

20 Aug - 21 Aug

Freehand Chicago

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

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.

Enjoy city views from the large window, work at the desk, and relax in the comfortable beds.

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (2776)

8.6/10

Excellent

(2776)

"We love our stay here !"

The price is €150

€150

includes taxes & fees

24 Aug - 25 Aug

Aloft Chicago Mag 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.

Relax by the rectangular pool surrounded by lounge chairs and umbrellas.

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

Best Western River North Hotel

Best Western River North Hotel

2.5 star property

Downtown Chicago

7.8 out of 10, Good, (1023)

7.8/10

Good

(1023)

"Great location "

The price is €127

€127

includes taxes & fees

24 Aug - 25 Aug

Best Western River North Hotel

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

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.

Relax in the spacious lobby with a central seating area and comfortable chairs.

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, (1005)

8.4/10

Very good

(1005)

"I was happy with my stay. Clean rooms and friendly staff"

The price is €155

€155

includes taxes & fees

2 Sept - 3 Sept

Holiday Inn & Suites Chicago - Downtown by IHG

Classic hotel with a symmetrical facade and central entrance.

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

Relax in the hotel's spacious lobby, featuring a central seating area with sofas and armchairs around a coffee table, a fireplace, and ornate 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, (2046)

8.4/10

Very good

(2046)

"Fabulous hotel in a really good location, walkable to everything downtown. Loved the hotel, would definitely recommend"

The price is €166

€166

includes taxes & fees

2 Sept - 3 Sept

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

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

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

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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property

Downtown Chicago

8.8 out of 10, Excellent, (1358)

8.8/10

Excellent

(1358)

"Nice hotel and with easy access"

The price is €147

€147

includes taxes & fees

24 Aug - 25 Aug

Crowne Plaza Chicago West Loop by IHG

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

Relax in comfort with a large bed and city views, accompanied by a bedside table and a detailed map of the area.

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

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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property

Downtown Chicago

8.8 out of 10, Excellent, (2579)

8.8/10

Excellent

(2579)

"Great location and hotel!"

The price is €145

€145

includes taxes & fees

24 Aug - 25 Aug

Hilton Chicago/Magnificent Mile Suites

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

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.

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

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, (2458)

8.6/10

Excellent

(2458)

"Had a wonderful stay here and staff was super friendly!"

The price is €159

€159

includes taxes & fees

1 Sept - 2 Sept

La Quinta Inn & Suites by Wyndham Chicago Downtown

Hotel facade with a balcony featuring a variety of flowers and large windows with metal railings.

Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and lush greenery.

Stunning staircase with a classic design, featuring a handrail and steps, leading to a contemporary space with a chandelier and flat-screen TV.

Relax in the inviting lobby, featuring a fireplace, comfortable seating, and artwork on the walls.

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property

Downtown Chicago

8.4 out of 10, Very good, (1002)

8.4/10

Very good

(1002)

"Great stay"

The price is €137

€137

includes taxes & fees

24 Aug - 25 Aug

Holiday Inn Express Chicago - Magnificent Mile by IHG

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

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.

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

Relax in a stylish public area with a sleek reception counter, coffee machines, and a touch of greenery.

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2.0 star property

Downtown Chicago

7.2 out of 10, Good, (2275)

7.2/10

Good

(2275)

"Hotel location, staff and transportation were very good "

The price is €96

€96

includes taxes & fees

25 Aug - 26 Aug

Travelodge by Wyndham Downtown Chicago

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

Top Southwest Side Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent

"Enjoyed our stay here. Super comfy bed and place was very beautiful and artsy. "

Dhesseny 3-night trip

Posted 19 hours ago

citizenM Chicago Downtown

Hilton Chicago

Hilton Chicago

10/10 Excellent

"Fabulous hotel in a really good location, walkable to everything downtown. Loved the hotel, would definitely recommend"

Michael 3-night trip

Posted 1 day ago

Claridge House

Claridge House

10/10 Excellent

"Great stay. All good. The only thing I don’t like was the amenity fees $29.00 per night charged at arrival. I wish this would be included in the per night rate when booking. "

Chia 4-night trip

Posted 1 day ago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"The complimentary breakfast was terrific and the check-in staff was so friendly!"

Charla 2-night trip

Posted 1 day ago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent

"Great!"

Etyeri 1-night trip

Posted 1 day ago

Palmer House a Hilton Hotel

Freehand Chicago

Freehand Chicago

10/10 Excellent

"Front desk has a lot of patience and are really nice during the stay when u need anything! Day bartenders make great espresso martini’s! Taxi to airport at a flat fee was convenient."

James 2-night trip

Posted 2 days ago

Freehand Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent

"Na"

Daisha 4-night trip

Posted 2 days ago

Fairmont Chicago at Millennium Park

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Always a great choice. Close to everything & safe. "

John 2-night trip

Posted 2 days ago

The Whitehall Hotel, BW Premier Collection

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"good staying"

Renjie 14-night trip

Posted 2 days ago

Hilton Chicago/Magnificent Mile Suites

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 €94 per night from 31 Aug to 1 Sept

€94

31 Aug - 1 Sept

includes taxes & fees

8.8/10 Excellent! (2,161 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 €45 per night from 21 Aug to 22 Aug

€45

21 Aug - 22 Aug

includes taxes & fees

7.8/10 Good! (1,008 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 €74 per night from 7 Sept to 8 Sept

€74

7 Sept - 8 Sept

includes taxes & fees

7.4/10 Good! (1,476 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 €96 per night from 25 Aug to 26 Aug

€96

25 Aug - 26 Aug

includes taxes & fees

7.2/10 Good! (2,274 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 €119 per night from 25 Aug to 26 Aug

€119

25 Aug - 26 Aug

includes taxes & fees

8/10 Very Good! (2,579 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 €127 per night from 24 Aug to 25 Aug

€127

24 Aug - 25 Aug

includes taxes & fees

7.6/10 Good! (1,023 reviews)

Best Western River North Hotel

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Explore a world of travel with Expedia

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Areas of Southwest Side

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

Near an Attraction

Hotels near Wrigley Field
Hotels near Michigan Avenue
Hotels near Navy Pier
Hotels near McCormick Place
Hotels near Millennium Park
Hotels near Soldier Field
Hotels near Grant Park
Hotels near Chicago Riverwalk
Hotels near Lake Michigan
Hotels near United Center
Hotels near University of Chicago
Hotels near Northwestern University
Hotels near Donald E. Stephens Convention Center
Hotels near Art Institute of Chicago
Hotels near Willis Tower

More accommodation types in Southwest Side

Apartments in Southwest Side
Holiday Homes in Southwest Side
Condo Rentals in Southwest Side
Motels in Southwest Side
Aparthotels in Southwest Side
B&B in Southwest Side
Cottages in Southwest Side
Guest Houses in Southwest Side
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Resorts in Southwest Side
Villas in Southwest Side
Farmstay in Southwest Side

Near an Airport

Midway Intl. Airport Hotels

Hotel 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

Hotels Near Southwest Side, Chicago

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

More top Southwest Side Hotels

The Wade
Hotel Felix River North/Magnificent Mile
The Whitehall Hotel, BW Premier Collection
The Allegro Royal Sonesta Hotel Chicago Loop
Claridge House
Fairmont Chicago at Millennium Park
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hilton Chicago
The Royal Sonesta Chicago Downtown
Travelodge by Wyndham Downtown Chicago
River Hotel
L7 Chicago by LOTTE

See a list of all hotels in Southwest Side

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