
Apartments for Rent with Specials in Chicago, IL Under $2,000 (108 Rentals)
Apartments in Chicago with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


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5755 W Lawrence Ave, Unit 1 N

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546 W Surf St, Unit 309

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4912 N Hoyne Ave, Unit 2102-1W

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4040 N Ashland Ave, Unit 40365-GDS

Solverre

330 S. Wells St

Ashland Manor

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4610 N Paulina St, Unit 4614-306

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4735 N Hermitage Ave, Unit 203
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Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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1554 W Juneway Ter, Unit 1R

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1133 N. Dearborn

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456 W Barry Ave, Unit 316

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556 W Arlington Pl, Unit 550-803

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949 W Cornelia Ave, Unit 957-2A

2424 N.Clark

The Montrose

The Patricians

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423 W Belden Ave, Unit 431-C102

Madison Park Apartments
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The Duncan

Regents Park

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1000 N. LaSalle

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908 W George St, Unit 2904-L1

Mayfair Apartments

Canterbury Court Apartments

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7626 N Marshfield Ave

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1651 W Jonquil Ter

63 E Lake

Clarendon Shores
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441 W. Oakdale

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3034 N Drake Ave, Unit #1R

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4036 N Ashland Ave, Unit 4036-3E

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3130 N. Lake Shore Drive

Upshore Residences

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2832 W Palmer St, Unit 206

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4004 N Bell Ave, Unit 1

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1517 W Howard St

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3036 N Drake Ave, Unit 3036-1R

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2424 N Kedzie Blvd, Unit 2420-306
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Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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468 West Melrose

1100 North Lasalle

Platform 4611 Uptown Chicago

The Edison

The Bryn - 5600 N Sheridan Rd

East Park Tower

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618 W Patterson, Unit 709

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7608 N Sheridan Rd

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1460 W Fargo Ave, Unit 301

Hyde Park West
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Chicago, IL Local Guide

How much does it cost to rent an apartment in Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago Studio Apartments | $2,073 | $595 | $9,999 |
| Chicago 1 Bedroom Apartments | $2,462 | $640 | $9,075 |
| Chicago 2 Bedroom Apartments | $3,058 | $762 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,702 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $4,306 | $1,025 | $10,000+ |
| Chicago 5 Bedroom Apartments | $5,453 | $2,995 | $10,000+ |
| Chicago 6 Bedroom Apartments | $19,280 | $7,000 | $10,000+ |
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Chicago, IL Local Guide
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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chicago, IL Rentals by Map
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Chicago, IL Area Reviews
Nicole • 4+ years in Chicago
April 10, 2026Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere
Frequently Asked Questions about Rent Specials Chicago Apartments
What is the Cheapest Rent Specials apartment in Chicago?
Currently the most affordable Rent Specials Apartment in Chicago is at 7849-7853 S Coles Ave listed at $750.
How much is the average rent for a Rent Specials Chicago Apartment?
The average rent for a Rent Specials Apartment in Chicago is $3,221.
What is the largest Rent Specials Chicago Apartment for rent?
Today's Rent Specials apartment with the most square footage in Chicago is a 3,109 square feet unit starting from $2,245 at Optima Old Orchard Woods.
What is the average size for Chicago Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Chicago is currently at 622 sq ft.
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.

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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.

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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.