The Best 4 Star Hotels in Southwest Side, Chicago

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Our top choices for Southwest Side 4-star hotels

A modern reception area with a check-in counter, seating, and a decorative wall.

1. Hilton Chicago O'Hare Airport

O'Hare

Cassandra L

₹22,632 total

includes taxes & fees

27 Nov - 28 Nov

A grand lobby with a central bar, high ceilings, and classical architecture.

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

Downtown Chicago

Elizabeth

₹13,426 total

includes taxes & fees

23 Nov - 24 Nov

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

3. River Hotel

Downtown Chicago

Shelby

₹13,405 total

includes taxes & fees

23 Nov - 24 Nov

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

4. The Wade

Downtown Chicago

Sara

₹13,426 total

includes taxes & fees

23 Nov - 24 Nov

A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

5. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Silvia

₹11,757 total

includes taxes & fees

24 Nov - 25 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

6. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Kevin

₹13,063 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a marble island, fruit bowls, and a city view.

7. Fairmont Chicago at Millennium Park

Downtown Chicago

Eric

₹25,797 total

includes taxes & fees

24 Nov - 25 Nov

A multi-story building with a prominent entrance featuring a large archway and a sign.

8. Hilton Chicago

Downtown Chicago

Christian

₹14,941 total

includes taxes & fees

27 Nov - 28 Nov

A historic building with a prominent entrance, multiple flags, and a classic architectural style.

9. Warwick Allerton - Chicago

Downtown Chicago

Audrey

₹11,885 total

includes taxes & fees

22 Nov - 23 Nov

The Intercontinental hotel facade with a large American flag and a floral display.

10. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Faye

₹25,283 total

includes taxes & fees

22 Nov - 23 Nov

A dining area with a table set for four, large windows offering a cityscape view at dusk.

11. The Royal Sonesta Chicago Downtown

Downtown Chicago

Derrick K

₹18,126 total

includes taxes & fees

23 Nov - 24 Nov

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

12. L7 Chicago by LOTTE

Downtown Chicago

Matthew

₹16,332 total

includes taxes & fees

22 Nov - 23 Nov

13. Arlo Chicago

Downtown Chicago

Daniel

₹17,161 total

includes taxes & fees

25 Nov - 26 Nov

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

14. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Robert

₹11,628 total

includes taxes & fees

22 Nov - 23 Nov

A modern rooftop lounge with white seating, a glass ceiling, and city views.

15. The Godfrey Hotel Chicago

Downtown Chicago

Tamiya

₹14,680 total

includes taxes & fees

24 Nov - 25 Nov

A modern interior with a central spiral sculpture, multiple levels, and seating areas.

16. Hyatt Regency O'Hare Chicago

Rosemont

Garth

₹15,513 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

17. Hotel Felix River North/Magnificent Mile

Downtown Chicago

Amy

₹14,453 total

includes taxes & fees

9 Nov - 10 Nov

A dining table set for six with a cityscape view through large windows.

18. Swissotel - Chicago

Downtown Chicago

Oleg

₹16,492 total

includes taxes & fees

26 Nov - 27 Nov

A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

19. Loews Chicago O'Hare Hotel

Rosemont

Arnulfo

₹15,659 total

includes taxes & fees

27 Nov - 28 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

20. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Lorena

₹18,999 total

includes taxes & fees

23 Nov - 24 Nov

Top Southwest Side Hotel Reviews

A modern spa with a circular hot tub, a sofa, and a view of the city.

Wind Creek Chicago Southland Casino and Hotel

East Hazel Crest

10/10 Excellent

We stayed here just one night on route up from Nashville toward a road-trip around Lake Michigan. It was cost-effective and a good location but it was a very pleasant surprise. We didn't get a chance to use the casino but the room was exceptional - it felt brand new, all the amenities were great and the bed wonderfully comfortable - would thoroughly recommend if you aren't looking to stay in the centre and need somewhere south of the city

Kevin

An indoor swimming pool with lounge chairs and a stone wall.

Crowne Plaza Chicago SW - Burr Ridge by IHG

Burr Ridge

10/10 Excellent

Craig

Find out more about Southwest Side

Take Your Pick of 4 Star Hotels in Southwest Side

The get-go of any holiday starts with choosing a great spot. 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 Southwest Side

Search Expedia.com.sg for the right 4 Star 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. 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 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 Southwest Side Today!

Your trip to 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 Southwest Side, you may miss out on your perfect hotel.

Compare and book 4 Star hotels in Southwest Side, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Side 4-star hotels

1. Hilton Chicago O'Hare Airport

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

3. River Hotel

4. The Wade

5. The Chicago Hotel Collection - Magnificent Mile

6. The Chicago Hotel Collection Ambassador Gold Coast

7. Fairmont Chicago at Millennium Park

8. Hilton Chicago

9. Warwick Allerton - Chicago

10. InterContinental Chicago Magnificent Mile by IHG

11. The Royal Sonesta Chicago Downtown

12. L7 Chicago by LOTTE

13. Arlo Chicago

14. Hotel Saint Clair- Magnificent Mile

15. The Godfrey Hotel Chicago

16. Hyatt Regency O'Hare Chicago

17. Hotel Felix River North/Magnificent Mile

18. Swissotel - Chicago

19. Loews Chicago O'Hare Hotel

20. LondonHouse Chicago, Curio Collection by Hilton

Top Southwest Side Hotel Reviews

Wind Creek Chicago Southland Casino and Hotel

10/10 Excellent

Find out more about Southwest Side

Take Your Pick of 4 Star Hotels in Southwest Side

Accommodations as Picturesque as Southwest Side

Reserve a 4-Star Hotel in Southwest Side Today!

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