Southwest Side Apartments

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Our top choices for Southwest Side apartments

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Brighton Park

Yiu S.

HK$2,147 total

includes taxes & fees

13 Jul - 14 Jul

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Brighton Park

Jessica H.

HK$2,175 total

includes taxes & fees

30 Jun - 1 Jul

Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Downtown Chicago

Dulce

HK$2,183 total

includes taxes & fees

21 Jul - 22 Jul

Sunlit 1BR Apartment | Warm & Welcoming Space

Downtown Chicago

Tyler B.

HK$2,575 total

includes taxes & fees

2 Jul - 3 Jul

LIVN Millennium Park Downtown Chicago 1 BR

Downtown Chicago

Adrianna W.

HK$1,730 total

includes taxes & fees

28 Jun - 29 Jun

Modern West Loop Gem-City Views & Prime Location 5

Downtown Chicago

Mollie A.

HK$4,633 total

includes taxes & fees

7 Jul - 8 Jul

River North Rooftop With In and Out Parking 1

Downtown Chicago

lucas c.

HK$3,883 total

includes taxes & fees

15 Jul - 16 Jul

Chicago-Themed 1BR in a Central Spot near Downtown

Downtown Chicago

Melissa M.

HK$2,483 total

includes taxes & fees

1 Jul - 2 Jul

1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago Queen Superior Studio

Downtown Chicago

Michelle R.

HK$1,886 total

includes taxes & fees

25 Jun - 26 Jun

1BR Modern Luxe Apt with In-Unit Laundry

Downtown Chicago

ShowtimeFam1

HK$2,196 total

includes taxes & fees

28 Jun - 29 Jun

Beautiful Unit CHI in Prime River North - 2

Downtown Chicago

Dawn P.

HK$3,627 total

includes taxes & fees

3 Jul - 4 Jul

Dog-Friendly Apt w/ Yard: 10 Mi to Downtown

Woodlawn

Kali P.

HK$2,459 total

includes taxes & fees

23 Jun - 24 Jun

Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago

Miyauna G.

HK$5,358 total

includes taxes & fees

19 Jul - 20 Jul

3 bedrooms, iron/ironing board, travel cot, WiFi

Relaxing 3BR Getaway Close to Dining & Shopping

Portage Park

HK$2,193 total

includes taxes & fees

30 Jun - 1 Jul

Cozy studio in Andersonville Chicago

Edgewater

Cedes W.

HK$1,528 total

includes taxes & fees

24 Jun - 25 Jun

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

Lockport

Denise K.

HK$1,685 total

includes taxes & fees

23 Jun - 24 Jun

Gold Coast Hideaway | Vintage & Inviting Studio

Downtown Chicago

HK$1,794 total

includes taxes & fees

1 Jul - 2 Jul

Portage Park 1BR Retreat

Portage Park

Ann F.

HK$1,449 total

includes taxes & fees

24 Jun - 25 Jun

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Top Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown

8/10 Good

"Friendly & helpful staff!"

River Hotel

8/10 Good

"This hotel is in a great location! The room was clean which is all I really care about. I do wish that it had a fridge/microwave though. The lobby leads to two hotels: Club Quarters and River Hotel. I had booked with the River Hotel but was placed in Club Quarters. It wasn’t a big deal to me. Overall, I would stay here again!"

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"I was a little concerned about my stay due to some of the other reviews, but we found the hotel and staff to be very helpful and friendly. The valet parking was so HELPFUL, and all of the attendants were excellent. Our room was tidy and clean, the hotel provided shower gel, shampoo and conditioner was a very nice touch. I booked the king room, and we found it had plenty of room for us, air was cold, and the shower was nice and hot, the closet was huge and the built in safe worked well for valuables. We purchased the extra package when we booked as a convenience for our trip so we didn't have to "think" about anything after we checked in. We had the breakfast buffet daily and it was always hot, full and I loved all the fresh fruit options along with more traditional items such as pancakes, french toast, eggs, and a variety of breakfast meats. The bar staff was attentive and our free drink tickets were easy to use in both sections of the bar. One side was a little more upscale with loads of seating and the other was more cozy but both had a relaxing atmosphere. I would recommend staying here and will stay in the future. My only minor thing was I wish there was ice machines on more than two floors and when we went to check out the balcony outside seating area it was closed."

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