Southwest Side, IL Condos for Rent

An airplane exhibit labeled "Concourse A" in an airport terminal.

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Our top choices for Southwest Side condo rentals

1. Stylish 1BR | A+ Location, Parking, Laundry

Lisle

$250 nightly

Aug 24 - Aug 25

Total with taxes and fees

2. Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park

Tamela S.

$229 nightly

Aug 31 - Sep 1

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

3. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

Kenwood

Anonymous traveler

$429 nightly

Aug 25 - Aug 26

Total with taxes and fees

4. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Ryan G.

$208 nightly

Sep 8 - Sep 9

Total with taxes and fees

5. Wrigley Field MVP Suite 1 Bedroom Apartment

Lakeview

Curt M.

$548 nightly

Aug 20 - Aug 21

Total with taxes and fees

6. Fully-Equipped Suite | Gym Access

York Center

Heather M.

$166 nightly

Aug 30 - Aug 31

Total with taxes and fees

Smart TV, fireplace, video-game console, books

7. Ukrainian Village 3BR/3BA • Private Patio, Parking

West Town

Tony D.

$718 nightly

Aug 30 - Aug 31

Total with taxes and fees

8. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

South Evanston

Evan Q.

$472 nightly

Aug 24 - Aug 25

Total with taxes and fees

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Top Southwest Side Hotel Reviews

Congress Plaza Hotel

8/10 Good

"The Congress Hotel in Chicago is a nice, older hotel. Big on the outside and bigger on the inside, the room we stayed in was a basic hotel room that faced inward. If you can get a lake view room, go for it. The hotel is older and shows some wear and tear. The location is terrific as it is on Michigan Ave., just across the street from Grant Park. An easy walk to several EL stops, and also an easy walk to the Van Buren St. Metra station. The hotel oozes history and if that it your thing, then it is definitely worth staying at the Congress. We didn't drive a car into the city, so I have no idea about parking. The hotel bar is nice and the drinks were well-priced."

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"This is a beautiful hotel and wonderful staff. We loved the design and the decor. The coffee area was so well set up and very thoughtful with honey, almond milk, lemons for water and tea. Very clean and delicious. The gym was a bit small but had all of the equipment and weights needed. They had chilled eucalyptus face towels that I loved so much at the end of my workout. The location was great. We loved the Nederlander theater and seeing The Notebook! My husband and I had an amazing time. Chicago was great! This hotel will not disappoint."

L7 Chicago by LOTTE

10/10 Excellent

"L7 is centrally located and is the perfect hotel for exploring the city. Easy access to everything. Clean property and more boutique and small compared to the larger hotels, which I prefer. The staff was amazing. So very friendly - especially Alex at the front desk. It was so nice that he was the first person we met because he set the tone for a wonderful trip. He answered every question and was so pleasant and helpful. He truly took great care of us! I look forward to coming back!"

Hyatt Regency Chicago

10/10 Excellent

"We stayed at the Hyatt Regency Chicago, and when I tell you this hotel is HUGE, I mean HUGE! There are different towers, so it can take a minute to figure out where you’re going. Check-in is upstairs, not on the main level. The hotel has several restaurants, and I recommend making reservations, especially on busy weekends. We received a $25 nightly credit that could be used at participating restaurants during certain evening hours, but not at the Market. Our room was clean and comfortable. I stayed on the 20th floor with a beautiful river view. I could hear some music from the boats below, but it wasn’t loud enough to disturb my sleep. My mother was on the 30th floor and didn’t hear anything. Transportation is convenient with taxis outside, easy access to Ubers and a car rental location inside the hotel. There are also nice sitting areas with city views, charging stations and fireplaces. Everyone was nice, but Camille at the front desk was especially helpful and accommodating. I’m very particular about hotel cleanliness, and this room passed my cleanliness check! My only complaint was the bed, which was uncomfortable and sank in the middle. Overall, it’s pricey, but we enjoyed our stay. The location is a BIG plus, with Michigan Avenue, restaurants and attractions within walking distance."

Hyatt Regency O'Hare Chicago

10/10 Excellent

"This hotel is absolutely beautiful! And just across the street from the convention center! Our room was spotless, so clean and tidy. The restaurant serves an amazing breakfast buffet for under $30 per person.... well worth it for the variety and quality of the food. My only contention is that you have to pay for parking ($45 per night) which I've never ever heard of in the 50 years of my life. Apparently, most hotels in Chicago don't own their parking lots. They are owned by a separate company who collects their fees thru the hotel. For that reason alone I'm not sure i ever want to stay in Chicago again. I can find a million other places to visit that don't charge extra to park at the hotel. Otherwise, this hotel is very nice and clean and in an excellent location."

Find out more about Southwest Side

Southwest Side Condo Rentals information

Number of reviews	38,969
Accommodation	99 Condo Rentals
Lowest Price	$100
Highest Price	$246

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Our top choices for Southwest Side condo rentals

1. Stylish 1BR | A+ Location, Parking, Laundry

2. Chic Suite/Mins to L Train /Laundry/Free Parking

3. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

4. Chic Urban Retreat Near Wrigley Field w/Parking

5. Wrigley Field MVP Suite 1 Bedroom Apartment

6. Fully-Equipped Suite | Gym Access

7. Ukrainian Village 3BR/3BA • Private Patio, Parking

8. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

9. Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

10. Just remodeled apartment close to airport and mall

11. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

12. Air-Conditioned King Suite | Complimentary Breakfast

13. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

14. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

15. Fully-Equipped Suite | Complimentary Breakfast

16. Half a mile from everything in the heart of Evanston, Illinois

17. Chicago's Hidden Treasure, "EVANSTON, IL"

18. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

19. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

20. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Find vacation rentals that suit your style

Top Southwest Side Hotel Reviews

Congress Plaza Hotel

InterContinental Chicago Magnificent Mile by IHG

The Allegro Royal Sonesta Hotel Chicago Loop

L7 Chicago by LOTTE

Hyatt Regency Chicago

The Royal Sonesta Chicago Downtown

Hotel Riu Plaza Chicago

Club Quarters Hotel, Central Loop, Chicago

Hyatt Regency O'Hare Chicago

Find out more about Southwest Side

Southwest Side Condo Rentals information

Explore a world of travel with Expedia

Search and Rent Southwest Side Condos

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OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Southwest Side condo rentals

1. Stylish 1BR | A+ Location, Parking, Laundry

2. Chic Suite/Mins to L Train /Laundry/Free Parking

3. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

4. Chic Urban Retreat Near Wrigley Field w/Parking

5. Wrigley Field MVP Suite 1 Bedroom Apartment

6. Fully-Equipped Suite | Gym Access

7. Ukrainian Village 3BR/3BA • Private Patio, Parking

8. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

9. Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

10. Just remodeled apartment close to airport and mall

11. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

12. Air-Conditioned King Suite | Complimentary Breakfast

13. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

14. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

15. Fully-Equipped Suite | Complimentary Breakfast

16. Half a mile from everything in the heart of Evanston, Illinois

17. Chicago's Hidden Treasure, "EVANSTON, IL"

18. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

19. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

20. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Find vacation rentals that suit your style

Top Southwest Side Hotel Reviews

Congress Plaza Hotel

Find out more about Southwest Side

Southwest Side Condo Rentals information

Explore a world of travel with Expedia