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Our top choices for Southwest Side 4-star hotels

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5396)
"excellent hotel "
United States
Myounghee
The price is ₹8,680
₹10,190 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2136)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹10,010
₹14,011 total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.2 out of 10, Very good, (2183)
"The family room we stayed has a wide airport view, which I’m so impressed with."
Canada
Naw Kanyaw
The price is ₹18,462
₹21,673 total
includes taxes & fees
10 Jan - 11 Jan 2026
Hilton Chicago O'Hare Airport

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1153)
"Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!"
United States
Lucia
The price is ₹14,467
₹20,699 total
includes taxes & fees
1 Jan - 2 Jan 2026
Pendry Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4111)
"Great stay"
United States
Ericka
The price is ₹9,313
₹10,933 total
includes taxes & fees
21 Dec - 22 Dec
citizenM Chicago Downtown

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1519)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
The price is ₹9,133
₹10,721 total
includes taxes & fees
21 Dec - 22 Dec
The Wade

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2625)
"Great hotel, best location, nice and very helpful staff "
United States
Carlos
The price is ₹13,292
₹18,497 total
includes taxes & fees
13 Jan - 14 Jan 2026
InterContinental Chicago Magnificent Mile by IHG

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3014)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is ₹5,715
₹9,361 total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3312)
"Great location!"
Mexico
Jose
The price is ₹6,696
₹7,860 total
includes taxes & fees
28 Dec - 29 Dec
Club Quarters Hotel, Central Loop, Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2978)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ₹9,012
₹13,127 total
includes taxes & fees
21 Dec - 22 Dec
Hotel Riu Plaza Chicago

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3152)
"The location, hotel, and views are absolutely fantastic!"
United States
Frederick
The price is ₹10,308
₹14,994 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Royal Sonesta Chicago Downtown

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2441)
"Staff was amazing! "
United States
Erica
The price is ₹6,266
₹10,116 total
includes taxes & fees
16 Dec - 17 Dec
Hotel Felix River North/Magnificent Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3017)
"Very beautiful place to stay"
United States
FaithBrenda
The price is ₹10,306
₹14,752 total
includes taxes & fees
1 Jan - 2 Jan 2026
Swissotel - Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2379)
"We had a great stay and will be back again."
United States
Amber
The price is ₹10,306
₹12,098 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4855)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ₹6,604
₹7,753 total
includes taxes & fees
28 Dec - 29 Dec
River Hotel

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2211)
"Very nice place to stay "
United States
Ramon
The price is ₹9,915
₹11,301 total
includes taxes & fees
17 Dec - 18 Dec
Hyatt Regency O'Hare Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3436)
"Great Hotel!"
United States
Siranush
The price is ₹11,789
₹13,839 total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
4.0 star property
Wood Dale
8.0 out of 10, Very good, (1006)
"Nest room Good staff Free parking Good value for money "
United States
Shakeel
The price is ₹8,082
₹8,969 total
includes taxes & fees
18 Dec - 19 Dec
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3399)
"I always love staying at this place when I visit"
Canada
William
The price is ₹12,297
₹17,090 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1442)
"Beautiful hotel. Great ambiance. "
United States
Joan
The price is ₹11,789
₹13,839 total
includes taxes & fees
28 Dec - 29 Dec
Canopy by Hilton Chicago Central Loop
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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

Chicago, IL showing interior views, heritage elements and an airport
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Top Southwest Side Hotel Reviews

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.

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