Default HTG hotel image

Far Southwest Side 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Far Southwest Side 4 Star Hotels

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for Far Southwest Side 4-star hotels

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
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.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
A terrace with outdoor seating, a view of a control tower, and flags.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Paul
₩348,834
₩409,496 total
includes taxes & fees
Sep 12 - Sep 13
Hilton Chicago O'Hare Airport
A cityscape with high-rise buildings, a marina, and a waterfront.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.
A spacious indoor area with multiple tables and chairs, large windows, and a bar area.

2. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Tochi
₩270,237
₩361,978 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency McCormick Place Chicago
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.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Dylan
₩198,132
₩235,559 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection Ambassador Gold Coast
A modern building with a glass facade and a curved structure.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A reception area with a marble wall, multiple reception counters, and a modern design.
A woman running on a treadmill in a gym with another person in the background.

4. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Julie
₩234,205
₩266,952 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency O'Hare Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.
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.
A modern bar area with a central bar, seating, and a distinctive ceiling design.

5. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Michael
₩367,245
₩486,067 total
includes taxes & fees
Aug 30 - Aug 31
Fairmont Chicago at Millennium Park
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.

6. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Anthony
₩271,947
₩363,605 total
includes taxes & fees
Aug 30 - Aug 31
The Allegro Royal Sonesta Hotel Chicago Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
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.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Tameka
₩340,429
₩454,168 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago
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 long reception desk, multiple seating areas, and a large fireplace.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

8. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
₩235,880
₩321,367 total
includes taxes & fees
Sep 9 - Sep 10
Hilton Chicago
A pool area with ornate white columns and a decorative fountain.
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
A spacious lobby with a grand staircase, multiple levels, and a decorative floor pattern.

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Alireza
₩340,914
₩453,816 total
includes taxes & fees
Aug 31 - Sep 1
InterContinental Chicago Magnificent Mile by IHG
A rooftop lounge with outdoor seating and a city skyline view.
A revolving door with intricate designs, leading to a well-lit interior with a polished floor.
A spacious living area with a green sofa, a coffee table, and a bookshelf filled with plants and decorative items.
An indoor cafe with tables and chairs, large windows, and a view of the cityscape.

10. Pendry Chicago

Pendry Chicago
Downtown Chicago
United States
Beth
₩436,536
₩575,941 total
includes taxes & fees
Sep 7 - Sep 8
Pendry Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
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.

11. The Wade

The Wade
Downtown Chicago
United States
Georgia
₩234,205
₩278,446 total
includes taxes & fees
Aug 23 - Aug 24
The Wade
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A man in a suit sitting by a window with a vase of red flowers.

12. River Hotel

River Hotel
Downtown Chicago
United States
Aleksandr
₩169,570
₩201,600 total
includes taxes & fees
Aug 23 - Aug 24
River Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.
A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Brandon
₩268,851
₩363,982 total
includes taxes & fees
Sep 1 - Sep 2
The Royal Sonesta Chicago Downtown
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 bar area with a long counter, multiple shelves of bottles, and four bar stools.
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 modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

14. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
₩299,957
₩356,619 total
includes taxes & fees
Aug 30 - Aug 31
L7 Chicago by LOTTE
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 restaurant interior with brick walls, wooden tables and chairs, and a bar area.
A bar with a brick archway, wooden bar counter, and stools.

15. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Canada
Sarah
₩183,789
₩218,508 total
includes taxes & fees
Aug 23 - Aug 24
Club Quarters Hotel, Central Loop, Chicago
A modern kitchen with stainless steel appliances, a built-in microwave, and a coffee maker.

16. Loews Chicago Hotel

Loews Chicago Hotel
Downtown Chicago
United States
Frank
₩331,213
₩443,230 total
includes taxes & fees
Sep 7 - Sep 8
Loews Chicago Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A spacious lobby with a marble floor, a reception desk, and a glass partition.

17. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Peter
₩274,936
₩366,366 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Riu Plaza Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
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.

18. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
₩179,435
₩213,331 total
includes taxes & fees
Aug 30 - Aug 31
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 laundry area with a washing machine, a dryer, and an ice dispenser.
A modern interior with a dining area, sofas, and artwork on the walls.

19. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Susan
₩168,959
₩204,255 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Saint Clair- Magnificent Mile
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.

20. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
₩169,850
₩248,358 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Felix River North/Magnificent Mile
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 5-star hotels

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

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
₩748,348
₩889,709 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
₩649,608
₩772,309 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (1,997 reviews)
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
₩780,222
₩927,607 total
Sep 7 - Sep 8
includes taxes & fees
The Langham, Chicago
Still don't see what you're looking for?
See all properties in Far Southwest Side.
You can also use these popular filters to refine your search.
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.

Top Far Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"This is an amazing hotel in the heart of Chicago. Highly recommended. I got an upgrade for a huge room apartment style with river and downtown view. Room was quiet and clean. The staff is very friendly and helpful. The hotel is conveniently located close to many attractions within walking distance. And public transportation is nearby. I did not need a rental or a taxi."
Jos 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

8/10 Good
"They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun."
Justin 4-night trip
Posted 4 hours ago
Hotel Riu Plaza Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Great stay, clean simple rooms with kind staff. Perfect for a business trip."
Daniel 2-night trip
Posted 13 hours ago
Club Quarters Hotel, Central Loop, Chicago
Kasa Magnificent Mile Chicago

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,"
George 5-night trip
Posted 18 hours ago
Kasa Magnificent Mile Chicago

Explore a world of travel with Expedia