
Apartments for Rent with Specials in Chicago, IL Under $2,000 (110 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.


Webster House

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125 S Leavitt St, Unit B

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546 W Surf St, Unit 309

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949 W Cornelia Ave, Unit 957-2A

330 S. Wells St

924 W Newport Ave

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531 W Aldine Ave, Unit 406

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4610 N Paulina St, Unit 4614-311

Ashland Manor
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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555 W Aldine Ave, Unit 556-W2

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2205 W Eastwood Ave, Unit 2203-2SE

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618 W Patterson, Unit 307

The Raven Residences

The Montrose

The Del Prado

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456 W Barry Ave, Unit 316

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3034 N Drake Ave, Unit #1R

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7234 S Jeffery Blvd

The Patricians
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Academy at Drexel

2101 Michigan

Eight Eleven Uptown

Park Michigan - 1212 S Michigan Ave

Platform 4611 Uptown Chicago

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908 W George St, Unit 2904-L1

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556 W Arlington Pl, Unit 550-803

The Duncan

Madison Park Apartments

2424 N.Clark
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

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3036 N Drake Ave, Unit 3036-1R

Regents Park

1101 E. Hyde Park Boulevard

1021 E 62nd St, Chicago, IL, 60637-2779

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7528 N Seeley Ave

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7626 N Marshfield Ave

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4040 N Ashland Ave, Unit 3E

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4848 N Damen Ave, Unit 4851-203

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2930 W Palmer St, Unit 2936-403

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1058 W Glenlake Ave
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
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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2842 N Orchard St, Unit 2844-35

Upshore Residences

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2832 W Palmer St, Unit 206

Canterbury Court Apartments

Buena Terrace - 4242 N Sheridan Rd

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4417 N Wolcott Ave, Unit 07-B1

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832 W Wolfram St, Unit 837-304

1100 North Lasalle

The Bryn - 5600 N Sheridan Rd

2415-2417 W Birchwood Ave
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!
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 | $2,044 | $595 | $8,604 |
| Chicago 1 Bedroom Apartments | $2,478 | $640 | $9,987 |
| Chicago 2 Bedroom Apartments | $3,072 | $762 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,724 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,719 | $924 | $10,000+ |
| Chicago 5 Bedroom Apartments | $7,472 | $1,995 | $10,000+ |
| Chicago 6 Bedroom Apartments | $6,960 | $6,700 | $7,350 |
Explore Chicago

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
See the most popular apartments and homes in Chicago, IL
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 8201 S Ada St listed at $800.
How much is the average rent for a Rent Specials Chicago Apartment?
The average rent for a Rent Specials Apartment in Chicago is $3,043.
What is the largest Rent Specials Chicago Apartment for rent?
Today's Rent Specials apartment with the most square footage in Chicago is a 3,043 square feet unit starting from $3,095 at 5715-5725 S. Kimbark Avenue.
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 615 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

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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

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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.