
Apartments for Rent with Specials in Chicago, IL Under $2,000 (114 Rentals) Page 2 of 3
Apartments in Chicago with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


Buena Terrace - 4242 N Sheridan Rd

924 W Newport Ave

Total Monthly Price
535 W Arlington Pl, Unit 536-114, Unit 536-114

Total Monthly Price
4735 N Hermitage Ave, Unit 204, Unit 204

Total Monthly Price
6022 N Winthrop Ave

Total Monthly Price
832 W Wolfram St, Unit 837-102, Unit 837-102

Hyde Park West

Gramercy Row Apartments

The 808 Cleveland
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

8043 S Maryland Ave

Total Monthly Price
503 W Belmont Ave, Unit 7k, Unit 7k

Total Monthly Price
4542 N Damen Ave, Unit 412, Unit 412

Wyndham Apartments

Total Monthly Price
717 W Belmont Ave, Unit 739-112, Unit 739-112

Madison Park Apartments

Clarendon Shores

Total Monthly Price
5559 W Altgeld St, Unit 1, Unit 1

6900 S South Shore Drive

641 W. Aldine

The Winnie

7501-7509 S Stewart Ave

Total Monthly Price
4829 S Tripp Ave, Unit 1R, Unit 1R

Mayfair Apartments

The Edison

Total Monthly Price
7935 S Dante Ave, Unit #1, Unit #1

Plaisance Apartments

Letterman Chicago

5957 W Madison

Washington Plaza

824 E 53rd St

8201 S Ada St

Presidential Towers

Ovaltine

Total Monthly Price
District 1860

1615-25 Ridge Ave.

Aria Luxury Apartments

415 PREMIER APARTMENTS

Premier Luxury Apartments

The Monarch

Royal Grove Apartments

Total Monthly Price
Old Orchard Residences

Total Monthly Price
906 S Elmwood Ave, Unit #3, Unit #3

Main Station Apartments

Huntington Square

2212-26 Sherman Ave.

Glen Oaks Commons

2200-10 Sherman Ave.

2210-22 Maple Ave.

Cypress Place
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 |
Explore Chicago
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
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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.