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4 Stars Hotels in Southwest Side, Chicago from CA $228

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Check availability on Southwest Side 4 Star Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Southwest Side 4-star hotels

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 high ceilings, large arched windows, and a grand staircase.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

1. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Michael T.
CA $264
CA $314 total
includes taxes & fees
Sep 30 - Oct 1
The Chicago Hotel Collection Ambassador Gold Coast
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
A bar area with a bar counter, multiple chairs, and a chandelier.
A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.

2. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Terry
CA $310
CA $364 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Chicago O'Hare Airport
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.

3. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
CA $297
CA $394 total
includes taxes & fees
Oct 12 - Oct 13
Hilton Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A bar with a circular liquor display, seating with stools, and a city view through large windows.
A cityscape with modern high-rise buildings, a river, and a boat.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

4. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Whitney
CA $455
CA $591 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Regency Chicago
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

5. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Andrea
CA $363
CA $431 total
includes taxes & fees
Sep 27 - Sep 28
L7 Chicago by LOTTE
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
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.

6. River Hotel

River Hotel
Downtown Chicago
United States
Isabella
CA $251
CA $299 total
includes taxes & fees
Sep 27 - Sep 28
River Hotel
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
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.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

7. The Wade

The Wade
Downtown Chicago
United States
Fernanda
CA $209
CA $249 total
includes taxes & fees
Sep 27 - Sep 28
The Wade
The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

8. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
CA $393
CA $516 total
includes taxes & fees
Sep 27 - Sep 28
InterContinental Chicago Magnificent Mile by IHG
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern bar area with a central bar, seating, and a distinctive ceiling design.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

9. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Amit
CA $412
CA $539 total
includes taxes & fees
Sep 27 - Sep 28
Fairmont Chicago at Millennium Park
A grand lobby with a central bar, high ceilings, and classical architecture.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.
A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.
A modern living room with a sofa set, ottoman, and armchairs.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Tomasz
CA $201
CA $239 total
includes taxes & fees
Sep 27 - Sep 28
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.
A spacious lobby with a checkered floor, colorful seating, and large windows.

11. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Tommie
CA $238
CA $324 total
includes taxes & fees
Sep 27 - Sep 28
Warwick Allerton - Chicago
A modern building with a glass facade and a curved structure.
A reception area with a marble wall, multiple reception counters, and a modern design.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A woman running on a treadmill in a gym with another person in the background.

12. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Esther
CA $237
CA $270 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Regency O'Hare Chicago
A cityscape with high-rise buildings, a marina, and a waterfront.
A high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.
A spacious indoor area with multiple tables and chairs, large windows, and a bar area.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.

13. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Martin Peter
CA $366
CA $477 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Regency McCormick Place Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A modern interior with a central fireplace, seating area, and wall-mounted lighting.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
ShaRona
CA $406
CA $527 total
includes taxes & fees
Sep 27 - Sep 28
The Royal Sonesta Chicago Downtown
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

15. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Lauryn
CA $216
CA $257 total
includes taxes & fees
Sep 30 - Oct 1
The Chicago Hotel Collection - Magnificent Mile
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.
A modern interior with a dining area, sofas, and artwork on the walls.
A laundry area with a washing machine, a dryer, and an ice dispenser.

16. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Caleb
CA $188
CA $228 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Saint Clair- Magnificent Mile
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A bar with a brick archway, wooden bar counter, and stools.
A restaurant interior with brick walls, wooden tables and chairs, and a bar area.
A hotel room with a large window, a bed, and a suitcase.

17. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
United States
Jacqueline
CA $200
CA $237 total
includes taxes & fees
Sep 27 - Sep 28
Club Quarters Hotel, Central Loop, Chicago
A hotel with a classic facade, multiple flags, and a prominent entrance.
A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.
A spacious hotel lobby with a bar area, dining tables, and a central seating area.

18. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Kurt
CA $309
CA $412 total
includes taxes & fees
Sep 27 - Sep 28
The Allegro Royal Sonesta Hotel Chicago Loop
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A modern building entrance with a car parked in front.
A modern interior with a wall-mounted fireplace, a rock installation, and a green wall.
A modern bar area with a curved ceiling, wooden slats, and a bar counter with stools.

19. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
MARY
CA $307
CA $350 total
includes taxes & fees
Oct 23 - Oct 24
Loews Chicago O'Hare Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A person pouring a drink into a glass with ice and an orange slice garnish.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

20. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
CA $191
CA $273 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Felix River North/Magnificent Mile
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Southwest Side.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

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CA $863
CA $1,026 total
Oct 4 - Oct 5
includes taxes & fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

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CA $729
CA $867 total
Oct 13 - Oct 14
includes taxes & fees
9.6/10 Exceptional! (2,028 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
CA $947
CA $1,126 total
Oct 4 - Oct 5
includes taxes & fees
The Langham, Chicago
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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.

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.
Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

River Hotel

River Hotel

8/10 Good
"N"
Max 1-night trip
Posted 1 hour ago
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Great hotel! I love these classic Chicago hotels! Well maintained and very attractive. Bedroom was spacious!"
Kermit 4-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"."
Liam 2-night trip
Posted 5 hours ago
Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Rooms are large and very clean. Has a refrigerator, but no microwave."
Diane 2-night trip
Posted 10 hours ago
Hilton Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great location & decor. Staff very welcoming on arrival."
Jo 3-night trip
Posted 11 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"Stayed in a junior suite !! Very nice until the A/C broke (97* outside) had to drag all of our stuff back to the lobby just to get another room !! When, they should have come up and given us the key to the new room !! Next (2) days in the the room we had no hot water in the morning to take a shower so the next three days were cold showers in the morning (very annoying). I would love to stay there again but I’m not so sure."
Dawn 1-night trip
Posted 14 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location! Everything you need was at the hotel."
Angela 3-night trip
Posted 16 hours ago
Hyatt Regency Chicago

Find out more about Southwest Side

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Southwest Side are calling your name. Known for providing first-rate service in amazing locations, each of the Southwest Side 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Southwest Side. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Southwest Side, Chicago, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Southwest Side hotels with 4 Stars provide everything you need to unwind in style.

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