Default HTG hotel image

Compare and book 4 Star hotels in Far Southwest Side, Chicago

  • 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
5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Far Southwest Side 4-star hotels

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.

1. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Laura
₹13,510
₹16,062 total
includes taxes & fees
7 Sept - 8 Sept
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 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 bar area with a bar counter, multiple chairs, and a chandelier.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.

2. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
marlo
₹23,401
₹27,470 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Chicago O'Hare Airport
A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

3. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Lori
₹18,805
₹25,130 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A bar with a circular liquor display, seating with stools, and a city view through large windows.
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
Steve
₹23,057
₹30,783 total
includes taxes & fees
7 Sept - 8 Sept
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 modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
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
Jeff
₹24,417
₹29,029 total
includes taxes & fees
27 Sept - 28 Sept
L7 Chicago by LOTTE
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A man in a suit sitting by a window with a vase of red flowers.

6. River Hotel

River Hotel
Downtown Chicago
Canada
Austin
₹14,790
₹17,584 total
includes taxes & fees
7 Sept - 8 Sept
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 hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

7. The Wade

The Wade
Downtown Chicago
Canada
Ayomikun Jedidiah
₹13,607
₹16,178 total
includes taxes & fees
7 Sept - 8 Sept
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 person sitting by a window with a cityscape view.
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
Anfal
₹19,419
₹26,394 total
includes taxes & fees
8 Sept - 9 Sept
InterContinental Chicago Magnificent Mile by IHG
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.

9. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Michael
₹18,805
₹25,729 total
includes taxes & fees
8 Sept - 9 Sept
Fairmont Chicago at Millennium Park
A grand lobby with a central bar, high ceilings, and classical architecture.
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.
A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
United States
Scott
₹15,970
₹18,986 total
includes taxes & fees
7 Sept - 8 Sept
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.
A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.
A spacious lobby with a checkered floor, colorful seating, and large windows.

11. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Ana
₹11,457
₹16,395 total
includes taxes & fees
10 Sept - 11 Sept
Warwick Allerton - Chicago
A modern building with a glass facade and a curved structure.
A conference room with a long table, purple chairs, and framed pictures on the walls.
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
Mexico
Marisa
₹16,915
₹19,279 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Regency O'Hare Chicago
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 high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.

13. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Robert
₹21,639
₹28,502 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Regency McCormick Place Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
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 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
₹23,057
₹30,436 total
includes taxes & fees
7 Sept - 8 Sept
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.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

15. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Colten
₹10,132
₹12,046 total
includes taxes & fees
7 Sept - 8 Sept
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 person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

16. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
LuShana
₹10,560
₹12,766 total
includes taxes & fees
7 Sept - 8 Sept
Hotel Saint Clair- Magnificent Mile
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 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
₹12,532
₹14,899 total
includes taxes & fees
7 Sept - 8 Sept
Club Quarters Hotel, Central Loop, Chicago
A spacious hotel lobby with a bar area, dining tables, and a central seating area.
A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.
A hotel with a classic facade, multiple flags, and a prominent entrance.

18. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Michaela
₹19,749
₹26,504 total
includes taxes & fees
7 Sept - 8 Sept
The Allegro Royal Sonesta Hotel Chicago Loop
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A restaurant interior with a stone accent wall, a bar area, and a seating section.
A modern building entrance with a car parked in front.
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
Patricia
₹22,584
₹25,742 total
includes taxes & fees
11 Sept - 12 Sept
Loews Chicago O'Hare Hotel
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 person pouring a drink into a glass with ice and an orange slice garnish.
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
₹10,650
₹15,807 total
includes taxes & fees
7 Sept - 8 Sept
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
₹60,477
₹71,901 total
20 Sept - 21 Sept
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
₹47,838
₹56,875 total
20 Sept - 21 Sept
includes taxes & fees
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
₹59,059
₹70,217 total
7 Sept - 8 Sept
includes taxes & fees
9.8/10 Exceptional! (1,006 reviews)
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

River Hotel

River Hotel

10/10 Excellent
"Front desk staff was excellent on both overnight and day shift. Friendly and competent. I enjoyed chatting with them. 🙂"
Scott 2-night trip
Posted 2 hours ago
River Hotel
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Both guys at the front desk were very friendly and welcoming. I really enjoyed the historic vibe of the hotel, but the room itself was a little smaller than I expected. I also didn’t like that the iron and ironing board were located in the hallway on each floor instead of inside the room. The bed wasn’t as comfortable as I’m used to at a 4-star hotel, and the room could use a little TLC and a few upgrades. I stayed in room 1007, and although I love being on a higher floor, I would probably choose a different room next time. Overall, I enjoyed my stay and would definitely stay here again because I loved the historic charm of the hotel."
Sherri 1-night trip
Posted 5 hours ago
Hotel Saint Clair- Magnificent Mile
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

10/10 Excellent
"We thoroughly enjoyed our stay at Kasa- check in instructions were clear and hassle free. The unit was spacious and clean, with a terrific view. Highly recommended!"
James 3-night trip
Posted 2 days ago
Kasa Magnificent Mile Chicago

Find out more about Far Southwest Side

Take Your Pick of 4 Star Hotels in Far Southwest Side

The get-go of any holiday starts with choosing a great spot. Far Southwest Side has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Far Southwest Side

Search Expedia.com.sg for the right 4 Star Far Southwest Side Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Far Southwest Side has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Far Southwest Side or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Far Southwest Side Today!

Your trip to Far Southwest Side should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Far Southwest Side, you may miss out on your perfect hotel.

Explore a world of travel with Expedia