
Luxury Homes for Rent in the Uptown Neighborhood of Chicago, IL (130 Rentals) Page 2 of 3
The most luxurious Homes in the Uptown area of Chicago with high-end amenities, features, and finishes.


4242 N Sheridan Rd, Unit 314

1604 W Berwyn Ave, Unit 2

927 W Irving Park Rd, Unit 503

4180 N Marine Dr, Unit 1505

4335 N Dayton St, Unit 2

952 W Carmen Ave, Unit 309

952 W Carmen Ave, Unit 205

952 W Carmen Ave, Unit 511

952 W Carmen Ave, Unit 202
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952 W Carmen Ave, Unit 510

952 W Carmen Ave, Unit 402

4180 N Marine Dr, Unit 5051

744 W Gordon Terrace, Unit 107

4242 N Sheridan Rd, Unit 314

744 W Gordon Terrace, Unit 314

3930 N Pine Grove Ave, Unit 901

3825 N Pine Grove Ave, Unit 321

4942 N Sheridan Rd, Unit 7

1452 W Winnemac Ave, Unit 4
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

736 W Sheridan Rd

1432 W Farragut Ave, Unit 2A

1044 W Byron St, Unit 3E

4600 N Clarendon Ave, Unit 702

843 W Grace St, Unit 102i

843 W Grace St, Unit 102B

843 W Grace St, Unit 201i

843 W Grace St, Unit 201A

4600 N Clarendon Ave, Unit 202

853 W Grace St, Unit 202F
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853 W Grace St, Unit 202G

3913 N Janssen Ave, Unit W3

3933 N Janssen Ave, Unit 3937-W2

4650 N Paulina St, Unit 1N

954 W Cuyler Ave, Unit 1E

4180 N Marine Dr, Unit 705

4715 N Sheridan Rd, Unit 22S

3814 N Sheffield Ave, Unit 1E

944 W Grace St, Unit 944-B102

3600 N Lake Shore Dr, Unit 608
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Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

708 W Grace St, Unit 3

3836 N Wilton Ave, Unit 2

3836 N Wilton Ave, Unit 3

3834 N Wilton Ave, Unit 4

1432 W Farragut Ave, Unit A3

4650 N Paulina St, Unit 1S

843 W Grace St, Unit 201B

909 W Dakin St, Unit 204

4180 N Marine Dr, Unit 1505

1434 W Farragut Ave, Unit D4
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Uptown, Chicago, IL Local Guide

How much does it cost to rent a home in Uptown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown 2 Bedroom Homes for Rent | $2,950 | $1,950 | $4,450 |
| Uptown 3 Bedroom Homes for Rent | $6,455 | $2,100 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $4,228 | $2,799 | $7,900 |
Browse Homes for Rent in this Neighborhood
There are currently 130 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1088 Apartments for Rent in Uptown, IL with pricing that ranges from $1,095 to $6,500. There are also 368 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,050 to $40,000.
What is the current price range for Rental Homes in Uptown?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown ranges from $1,050 to $40,000 with an average monthly rent of $2,740.
How much are larger Three and Four Bedroom Rentals in Uptown?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown range from $2,550 to $5,200, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $40,000. Four Bedroom Single-Family rentals are also available starting from $2,799 and Four Bedroom Apartments start at $3,795.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.