Search Apartments in South Side

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Browse Select South Side Apartments

Exterior
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (176)
"Great stay! All of the rooms were wonderful! Really close to food! There are a lot of stairs so make sure you are able to walk up but really great place!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Iron/ironing board, WiFi, bed sheets
Chic Furnished Studio w/ Laundry
10.0 out of 10, Exceptional, (1)
"The property owner was very responsive to my questions. The apartment is in a quiet building that is very well maintained. Grocery store across the street is convenient. Apartment was very clean and made my weeklong stay in January comfortable. I will definitely stay here again next time I'm in Chicago. Pictures online are very accurate."
The price is £141
includes taxes & fees
26 May - 27 May
Chic Furnished Studio w/ Laundry
Fridge, microwave, oven, stovetop
Lovely 2BR Rogers Park Home with Equipped Kitchen
10.0 out of 10, Exceptional, (5)
"Very clean, lots of welcoming touches. We liked the neighborhood and it was perfect for our needs. We used the extremely close public transportation for all our tourism and there were food shops as well as small restaurants very nearby. The kitchen had everything we needed. There were plenty of supplies such as paper towels, dishwashing liquid, dishwasher tabs, etc. I really had the idea that someone was trying to anticipate our needs. We knew that noise from the El might be an issue for us, and...
The price is £161
includes taxes & fees
3 Jun - 4 Jun
Lovely 2BR Rogers Park Home with Equipped Kitchen
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Property grounds
4-Bedroom Luxury Home w/ Rooftop & Skyline Views
10.0 out of 10, Exceptional, (9)
"We were all very happy with the accommodations of this property. Location was close to everything we had planned for the week, it was more than enough space for our crew of 8, all items needed to cook and clean during our stay were readily available, the grocery is directly across the street and there is a parking spot behind the property so you don’t have to find and walk from a street option. Overall everything was wonderful, the only odd issue we had was upon check in. The keys were not...
4-Bedroom Luxury Home w/ Rooftop & Skyline Views
Exterior
Entire Below Level Studio w/ Private Sauna
10.0 out of 10, Exceptional, (9)
"The place was very clean and well appointed. Easy to check in and get in. Comfortable bed and good communication with owners. Could use a more comfortable couch, but we’d absolutely stay here again."
Entire Below Level Studio w/ Private Sauna
Dining
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
10.0 out of 10, Exceptional, (2)
"The apartment is darling and well appointed. There's tons of sunlight and the house is comfortable. Public transportation (specifically the L) is a 12 minute walk, and it's a fun, adventurous excursion for shopping or restaurants. The apartment is definitely on a noisy corner. We live in NYC and are accustomed to exterior traffic sounds so it didn't bother us much, but suburban, light sleepers should be prepared."
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
Fridge, microwave, oven, stovetop
Modern New 3BR Condo | United Center | Balcony
10.0 out of 10, Exceptional, (1)
"Great place"
Modern New 3BR Condo | United Center | Balcony
Exterior
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
10.0 out of 10, Exceptional, (237)
"Great stay, have nothing to complain about the apartment. 10/10 would recommend staying at this apartment. Fantastic for a family"
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Fridge, microwave, oven, stovetop
Cozy two bedroom close to Wrigley Field
10.0 out of 10, Exceptional, (11)
"Nice place, very clean, beds were comfy and even pull out couch was comfortable to sleep on. Back deck was nice to sit out on too. Would definitely recommend and would stay again."
Cozy two bedroom close to Wrigley Field
Interior
Light Filled with Tasteful Pops of Color - You Will Love This Mid-Century Modern Gem by RedAwning
10.0 out of 10, Exceptional, (9)
"Pictures are exactly as reality. Very spacious 3bdrm priced fairly. Excellent location (not in the HEART of action but close enough)- walking distance to El, coffee shop, restaurants, breweries and boutiques. City parking. Would suggest to others looking for clean, basic yet not junky 3 bedroom! A note to owner: the ship is not needed on the mantle :) we moved as soon as we opened the door! Let that beautiful fireplace shine! Would"
Light Filled with Tasteful Pops of Color - You Will Love This Mid-Century Modern Gem by RedAwning
Property grounds
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (38)
"The house was beautifully decorated, well-equipped with all necessary amenities, and perfectly located close to Wrigley Field and the local establishments. If available, I highly recommend upgrading to the garage option for parking, especially during Cubs home games. This worked out perfectly for us. Justin was very helpful and responsive to my questions. We would definitely stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
Property grounds
Cozy 2-Bedroom Apartment | Close to Wrigley
9.8 out of 10, Exceptional, (18)
"The staff checks in frequently and is committed to making sure your experience is positive."
Cozy 2-Bedroom Apartment | Close to Wrigley
Outdoor dining
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!
9.8 out of 10, Exceptional, (47)
"It was cute. Close to Wrigley. Very pleasant we enjoyed it. We will stay here again."
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!
Pool
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.8 out of 10, Exceptional, (63)
"This host, Ali, is the nicest, most efficient and most responsive of any of the properties I have stayed. The location is perfect for me and the neighborhood is safe and walkable. I believe this is the fourth year I have stayed here and it is always wonderful!"
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Fridge, microwave, oven, stovetop
Complete Furnished & Modern 1BR Apt
9.8 out of 10, Exceptional, (6)
"I'm going to start off with some highlights. I really liked the location. You couldn't walk two blocks without finding a cute shop or some great food. The neighborhood felt very friendly. The unit was pretty small but used the space very well. Now for a couple negative details. The unit is within 20' of the train so there are trains passing every few minutes. They are pretty loud but i personally didn't mind it much. The main frustration was the radiator in the living space. It made a sound like...
The price is £149
includes taxes & fees
27 May - 28 May
Complete Furnished & Modern 1BR Apt
Exterior
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (18)
"It’s really confortable clean and accesible easy"
Cozy modern unit w/ easy access to downtown Chi
Fridge, microwave, oven, stovetop
Walk to Wrigley Field/Monthly Discounts Available
9.6 out of 10, Exceptional, (99)
"We took a trip to Chicago to take in a three game series between our beloved Padres and Cubs at one of baseball's cathedrals. We couldn't have been happier with our stay in this home as it was a stone's throw away from Wrigley Field and walking distance to bars and restaurants. The house was very well maintained and super comfortable. 6 stars out of 5."
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, stovetop, dishwasher
Chicago Dickens place 1 bd. Garden unit Centralized loc.
9.4 out of 10, Exceptional, (3)
"The place was as pictured and in a quiet and safe appearing neighborhood. The only thing that was not as expected was the cleanliness. There was debris in the doorway which I might expect in a lower level apartment, but it was throughout the kitchen and sitting area, I swept up 2 nails and a good size pile of debris. The bathroom had not been cleaned, there were dried water spots with toothpaste, I had to clean the bathroom before using it, including the toilet. There was a dirty coffee cup and...
Chicago Dickens place 1 bd. Garden unit Centralized loc.
Smart TV, offices
3B/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
9.2 out of 10, Wonderful, (9)
"Lovely views of Navy Pier or city view out of all windows. Bedrooms are generous in size and comfortable. It's not the newest building, but the location to shopping, restaurants, coffee places was perfect. Gym and pool were great and used well during our stay. Appreciated having linens/towels and assorted goods in kitchen and laundry so we didn't have to buy them. Would stay again!"
3B/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
TV
Sophisticated 2BR Apt 5 mins Walk to Wrigley
9.0 out of 10, Wonderful, (24)
"My husband, son and a two other friends had a wonderful night. It was walking distance to Wrigley Field and plenty of restaurants. Checking in was very easy and the apartment was clean and spacious. I would book this place again in a second."
The price is £151
includes taxes & fees
28 May - 29 May
Sophisticated 2BR Apt 5 mins Walk to Wrigley
Don't see what you're looking for?
See all available properties in South Side
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.

Other property types in South Side

Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
Fridge, microwave, stovetop, toaster
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, (1)
"Staying at this VRBO house in Chicago was an absolute knockout! The location was perfect for catching the wrestling show with my friends, and the house itself was spacious, clean, and had all the amenities we needed. From comfy beds to a fully equipped kitchen, we felt right at home. The host was super accommodating and made check-in a breeze. Definitely a five-star experience – would book again in a heartbeat!"
cozy home in Bridgeport Chicago. walking to park and river front
Interior
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
9.8 out of 10, Exceptional, (60)
"The location is perfect for plans to the museums and easy access to Lake Shore Drive. It also has plenty of street parking."
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
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.

South Side Apartments information

Number of reviews
538
Accommodation
92 Apartments
Lowest Price
£141
Highest Price
£225

South Side Hotel Reviews
Expedia verified reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

5/5 Excellent
"Really great and nice staff! Comfortable beds, clean, and great breakfast options. Great location. Not too touristy but still central. Would highly recommend."
A verified traveller stayed at Embassy Suites by Hilton Chicago Downtown River North
Posted 14 hours ago
Embassy Suites by Hilton Chicago Downtown River North