
Apartments for Rent in the Uptown Neighborhood of Chicago, IL Under $2,000 (209 Rentals) Page 2 of 5


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4224 N Paulina St, Unit A08C

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3835 N Fremont St, Unit A04C

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1329 W Wilson Ave

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4610 N Paulina St, Unit 4614-306

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4536 N Dover St, Unit #1A

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839 W Sheridan Rd

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1605 W Sunnyside Ave, Unit 3w

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4216 N Sheridan Rd, Unit 613

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745 W Gordon Ter, Unit 206
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

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744 W Gordon Ter

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4735 N Hermitage Ave, Unit 4737-409

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4036 N Ashland Ave, Unit 4036-3E

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4747 N Hermitage Ave

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4036 N Ashland Ave, Unit E1

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3815 N Pine Grove Ave

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4040 N Ashland Ave, Unit 40365-GDS

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940 W Carmen Ave, Unit 1

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4237 N Paulina St, Unit 1BED

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3835 N Fremont St
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

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818 W Lakeside Pl, Unit A00C

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3836 N Fremont, Unit A07C

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4208 N Clark St, Unit 2

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1450 W Byron St

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4038 N Ashland Ave

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3855 N Greenview Ave

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3824 N Sheffield Ave

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3921 N Fremont St, Unit #1E

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3817 N Fremont St, Unit #409

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940 W Carmen Ave, Unit 102
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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4735 N Hermitage Ave, Unit 203

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4032 N Ashland Ave, Unit 4036.5-GDS

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4036 N Ashland Ave, Unit 2

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4038 N Ashland Ave, Unit 2

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4735 N Hermitage Ave, Unit 4

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3815 N Greenview Ave

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917 W Dakin St

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4555 N Malden St

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3826 N Fremont St, Unit E3

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4871 N Magnolia Ave, Unit 403
Uptown - One of the Best Affordable Neighborhoods in Chicago
Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

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4615 N Malden St, Unit 3B

4036.5 N Ashland Ave, Unit GSD

4547 N Dover St

655 W Irving Park Rd

744 W Gordon Terrace

839 W Sheridan Rd

3900 N Sheridan Rd

1022-1024 W Dakin St

731 W Bittersweet Pl

720 W Gordon Terrace
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Uptown, Chicago, IL Local Guide

How much does it cost to rent an apartment in Uptown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Studio Apartments | $1,614 | $1,095 | $2,510 |
| Uptown 1 Bedroom Apartments | $2,228 | $1,313 | $3,785 |
| Uptown 2 Bedroom Apartments | $3,073 | $1,995 | $4,995 |
| Uptown 3 Bedroom Apartments | $3,755 | $2,550 | $5,200 |
| Uptown 4 Bedroom Apartments | $4,673 | $3,795 | $6,500 |
Browse Apartments in this Neighborhood
There are currently 209 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
How much are Studio apartments in Uptown?
There are currently 463 Studio Apartments in Uptown with rent ranges from $1,095 to $2,510 with an average price of $1,614.
What is the current price range for One Bedroom Uptown Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Uptown ranges from $1,313 to $3,785 with an average monthly rent of $2,228.
What does renting a Two Bedroom Apartment in Uptown cost?
The monthly rent prices of Two Bedroom Apartments currently available in Uptown range from $1,995 to $4,995. Today's average rental price for Two Bedrooms here is $3,073.
How expensive are Uptown Three Bedroom Apartments?
There are currently 217 Three Bedroom Apartments listings available in Uptown on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $5,200 - averaging $3,755 for the location.
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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
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.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.