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Find properties with these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
This weekend
May 10 - May 12

Featured Condo Rentals in Chicago

Executive Versace Suite Downtown Chicago
Private kitchen
Executive Versace Suite Downtown Chicago
10.0 out of 10, Exceptional, (6)
"good location, easy process."
Executive Versace Suite Downtown Chicago
10 min walk to Stevenson Convention Center
Interior
10 min walk to Stevenson Convention Center
10.0 out of 10, Exceptional, (1)
"I was attending a conference at the Donald Stephens Convention Center and this location was very convenient to both the event and numerous food/shopping options. Worked out very well and the property manager was easy to communicate with through the process."
10 min walk to Stevenson Convention Center
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway by RedAwning
TV, books
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway by RedAwning
10.0 out of 10, Exceptional, (13)
"Wonderful accomodation for a weekend in Chicago. Very clean, great amenities. Thoughtful instructions for checkin. Would definitely consider staying here again."
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway by RedAwning
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Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Fridge, microwave, oven, stovetop
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
10.0 out of 10, Exceptional, (16)
"Very nice place"
The price is AU$410
includes taxes & fees
17 May - 18 May
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Gather Together & WFH in Piece of Chicago History
Spa
Gather Together & WFH in Piece of Chicago History
10.0 out of 10, Exceptional, (2)
"This place is perfectly located to grocery, pharmacy and restaurants. The home is modern, clean and well appointed with everything you’d need to enjoy your stay. The property management was responsive, thoughtful and exceeded expectations. 5 out of 5 would recommend"
Gather Together & WFH in Piece of Chicago History
Ideal Old Town Location, 5 min walk to public transportation, 10 min to Wells St
Fridge, microwave, oven, stovetop
Ideal Old Town Location, 5 min walk to public transportation, 10 min to Wells St
10.0 out of 10, Exceptional, (17)
"The property was perfect for our Chicago visit. It is large and clean, and just as described. We were able to walk from the property to Lincoln Park, access the Lakeshore Trail, and even walked all the way to the museums and attractions downtown. We had two cars so parking in the evening for a second car without a second permit was tricky, but we found a spot with some patience. We were concerned about the location next to the El, but it was fine. We would happily return for our next visit....
Ideal Old Town Location, 5 min walk to public transportation, 10 min to Wells St
Home away from home Condo comfort
Private kitchen
Home away from home Condo comfort
10.0 out of 10, Exceptional, (3)
"Property was nice and spacious. Close to the Metra, stores and restaurants. Would love to stay again."
Home away from home Condo comfort
Lincoln Park Mega Space 2 Parking Spaces Sleeps 20 by RedAwning
Fridge, microwave, oven, coffee/tea maker
Lincoln Park Mega Space 2 Parking Spaces Sleeps 20 by RedAwning
10.0 out of 10, Exceptional, (12)
"We had an absolutely lovely stay here!"
Lincoln Park Mega Space 2 Parking Spaces Sleeps 20 by RedAwning
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
Fridge, microwave, oven, stovetop
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
10.0 out of 10, Exceptional, (5)
"We absolutely enjoyed it and found it very easy to enjoy our stay at the Oakton St Inn. The place is absolutely spotless and is exactly as shown. As you walk in you are embraced by a very cute surprisingly large space that has so many tasteful local decorations. It's a fun place. She has one of everything that you need right there. For those who are seeking more details, the space is well-balanced. The kitchen has all updated like new appliances and one of everything including a smoothie...
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by RedAwning
TV
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by RedAwning
10.0 out of 10, Exceptional, (1)
"Place was clean and the location is great. Just close enough to the city. Also conveniently close to a grocery store!"
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by RedAwning
Soft Leather and Warm Bricks at a Stylish Rogers Park Home
Smart TV, stereo
Soft Leather and Warm Bricks at a Stylish Rogers Park Home
10.0 out of 10, Exceptional, (27)
"Always look forward to staying here. It is clean, relaxing and beautiful!!"
Soft Leather and Warm Bricks at a Stylish Rogers Park Home
Just remodeled apartment close to airport and mall
Private kitchen
Just remodeled apartment close to airport and mall
10.0 out of 10, Exceptional, (3)
"Loved the location. Went to an event at the Allstate Arena and didn’t want to spend the night in a motel. It was the perfect spot!"
The price is AU$395
includes taxes & fees
25 May - 26 May
Just remodeled apartment close to airport and mall
4BD Condo w/Parking & Game Room
Game room
4BD Condo w/Parking & Game Room
10.0 out of 10, Exceptional, (2)
"Enjoyed our (3 couples) stay around an event at the Salt Shed and a game at Wrigley. House is clean and very nice. Great location for shopping. Also convenient for Wrigley Field (L-train or under 3 mile walk/Uber). Had some A/C issues, but owner was very responsive to address. Would stay here again."
4BD Condo w/Parking & Game Room
Pet Friendly! Classic Yet Modern - Many Vintage Touches and All the Modern Conveniences You Need by RedAwning
TV
Pet Friendly! Classic Yet Modern - Many Vintage Touches and All the Modern Conveniences You Need by RedAwning
10.0 out of 10, Exceptional, (2)
"I would recommend."
Pet Friendly! Classic Yet Modern - Many Vintage Touches and All the Modern Conveniences You Need by RedAwning
Lovely Condo Near Elkhart Park - Enjoy the Best of Noble Square and the West Village by RedAwning
Interior
Lovely Condo Near Elkhart Park - Enjoy the Best of Noble Square and the West Village by RedAwning
10.0 out of 10, Exceptional, (1)
"The home felt exactly as listed. Check in instructions were clear. Overall it was a great, clean, and comfortable stay. Just a note that you can very clearly hear the upstairs neighbor (they weren't loud or disruptive at all, just something to keep in mind if that might bother you.)"
The price is AU$343
includes taxes & fees
12 May - 13 May
Lovely Condo Near Elkhart Park - Enjoy the Best of Noble Square and the West Village by RedAwning
Free Parking, Balcony near Universities, NAPA, Ravinia and train to Chicago
Fridge, microwave, oven, stovetop
Free Parking, Balcony near Universities, NAPA, Ravinia and train to Chicago
10.0 out of 10, Exceptional, (4)
"Just what we needed for easy access to Six Flags and the city. Easy, safe and clean. Couldn’t ask for more."
Free Parking, Balcony near Universities, NAPA, Ravinia and train to Chicago
At Home in Andersonville - Close to Foster Beach and the Red Line by RedAwning
Iron/ironing board, travel cot, WiFi, bed sheets
At Home in Andersonville - Close to Foster Beach and the Red Line by RedAwning
10.0 out of 10, Exceptional, (2)
"The property was great. The living area was a little smaller than we thought but worked for the 5 of us. We were taking our youngest to Northwestern and the location worked very well for that. Close to Evanston. Close to Chicago. I did not understand the verification process to get the check in and property access info as I had never done it before. It was a little bit much in my opinion. Having to upload a photo with my ID made me nervous. But the management company was very responsive and in...
At Home in Andersonville - Close to Foster Beach and the Red Line by RedAwning
Walking distance to restaurants, shops and Lake Michigan,
Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (177)
"We had a lovely time in Chicago, and Ross was very easy to communicate with."
Walking distance to restaurants, shops and Lake Michigan,
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Smart TV
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
9.8 out of 10, Exceptional, (16)
"You can see the STL Cardinal player bus pull up to Gate 17 through the picture window of this condo directly across Sheffield. Entry gate to Wrigley across street, right next door to brand new DraftKings Sportsbook. Starbucks and iconic bars a short walk away. Car not necessary and better without due to parking limitations."
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Smart TV, books
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (7)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Don't see what you're looking for?
See all available properties in Chicago
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 Chicago

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (394)
"The facility is fantastic. Really enjoyed the gym and pool. Our premium apartment was not the best. Although the corner suite offered a fantastic view the apartment was dirty and run down. Trains are very loud. Not sure that I would stay here again. For the same price you can book something in the north or downtown. "
The price is AU$298
includes taxes & fees
28 May - 29 May
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (218)
"Kasa is good overall. However, the cleaning lady just barged in my room without knocking and pretended to be checking the place. Not good at all. No proper MANNER. There is only one person in the lobby checking in guests as well as taking luggages for storage. It would be helpful to have a separate person designated so guests are not waiting."
Kasa Magnificent Mile Chicago
Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is AU$344
includes taxes & fees
28 May - 29 May
Sonder South Wabash
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.

Frequently asked questions

What is there to do in Chicago near my condo?
Whatever you’re interested in, Chicago has tons of things to keep you on the hop. Art Institute of Chicago, Chicago Riverwalk and Shedd Aquarium are on most travellers’ schedules. Don’t head home without exploring Field Museum of Natural History, Chicago Theatre and Chicago Museum of Science and Industry either. With Expedia’s Chicago condo deals, you’ll be able to see even more terrific attractions like these with the money you save.