
Apartments for Rent with Specials in Chicago, IL Under $2,000 (114 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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555 W Aldine Ave, Unit 556-W2, Unit 556-W2

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6228 N Artesian Ave, Unit 2, Unit 2

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3832 N Fremont St, Unit 29-3W, Unit 29-3W

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618 W Patterson, Unit 307, Unit 307

Webster House

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Coeval

The Bush Temple

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531 W Aldine Ave, Unit 406, Unit 406

The Heron
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!

The Raven Residences

Eight Eleven Uptown

5567 W Van Buren St

Academy at Drexel

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556 W Arlington Pl, Unit 550-105, Unit 550-105

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951 W Cornelia Ave, Unit 955-2B, Unit 955-2B

330 S. Wells St

Platform 4611 Uptown Chicago

Upshore Residences
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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949 W Cornelia Ave, Unit 953-3A, Unit 953-3A

The Patricians

2101 Michigan

The Bryn - 5600 N Sheridan Rd

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456 W Barry Ave, Unit 224, Unit 224

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3835 N Fremont St, Unit 3831-508, Unit 3831-508

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908 W George St, Unit 2904-L1, Unit 2904-L1

The Wilmore

Regents Park

2424 N.Clark
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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6754 N Hermitage Ave, Unit 1, Unit 1

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423 W Belden Ave, Unit 429.5-B304, Unit 429.5-B304

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2832 W Palmer St, Unit 310, Unit 310

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10222 S Lafayette Ave, Unit 1STFLOORAPT, Unit 1STFLOORAPT

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2424 N Kedzie Blvd, Unit 2420-205, Unit 2420-205

505 W Melrose Street

626 on the Park

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1058 W Glenlake Ave

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4417 N Wolcott Ave, Unit 07-B1, Unit 07-B1

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2842 N Orchard St, Unit 2844-27, Unit 2844-27
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.

1100 North Lasalle

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1335 N Dearborn St, Unit 1347-506, Unit 1347-506

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813 W Cornelia Ave, Unit 821A-213, Unit 821A-213

MDA Apartments

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6810 S Calumet Ave

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4912 N Hoyne Ave, Unit 2102-1E, Unit 2102-1E

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The Trilogy at Hyde Park

Canterbury Court Apartments

Straits Row

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912 W Dakin St, Unit 917-110, Unit 917-110
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.
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 | $1,951 | $550 | $10,000+ |
| Chicago 1 Bedroom Apartments | $2,517 | $520 | $10,000+ |
| Chicago 2 Bedroom Apartments | $3,114 | $850 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,914 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,737 | $970 | $10,000+ |
| Chicago 5 Bedroom Apartments | $7,769 | $1,405 | $10,000+ |
| Chicago 6 Bedroom Apartments | $5,935 | $750 | $9,733 |
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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
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 $2,995.
What is the largest Rent Specials Chicago Apartment for rent?
Today's Rent Specials apartment with the most square footage in Chicago is a 2,875 square feet unit starting from $1,900 at 5567 W Van Buren St.
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 610 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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
