Short Term Lease Apartments for Rent in Chicago, IL Under $2,100 (135 Rentals) Page 2 of 3

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Rental terms in Chicago as short as a month! Perfect when you can't commit to a full year of renting.

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The Hedwig
Studio to 3 Bedroom Apartments

The Hedwig

2203 N Hamilton AveChicago, IL 60647
  • Utilities Included
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The Pepperland
2 to 5 Bedroom Apartments

The Pepperland

1509-1517 E 57th StChicago, IL 60615
Corporate Housing
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1125 W Oakdale Ave
1 Bedroom Apartments

1125 W Oakdale Ave

1125 W Oakdale AveChicago, IL 60657
  • Utilities Included
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5416 S. Woodlawn Avenue
1 to 3 Bedroom Apartments

5416 S. Woodlawn Avenue

5416-5430 S Woodlawn AveChicago, IL 60615
Corporate Housing
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Lake Street Lofts
1 to 2 Bedroom Apartments

Lake Street Lofts

910 W Lake StChicago, IL 60607
Corporate Housing
  • Utilities Included
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Ivy at Ridgewood
2 to 3 Bedroom Apartments

Ivy at Ridgewood

5410 S Ridgewood CtChicago, IL 60615
  • Utilities Included
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Ivy at Greenwood
1 to 3 Bedroom Apartments

Ivy at Greenwood

5233-5237 S Greenwood AveChicago, IL 60615

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Drexel Terrace
1 to 3 Bedroom Apartments

Drexel Terrace

5043-5045 S Drexel AveChicago, IL 60615
Corporate Housing
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Windermere House
Studio to 3 Bedroom Apartments

Windermere House

1642-1660 E 56th StChicago, IL 60637
Corporate Housing
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Ivy Promenade
2 to 3 Bedroom Apartments

Ivy Promenade

5447-5457 S Woodlawn AveChicago, IL 60615
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The Blackwood
1 to 2 Bedroom Apartments

The Blackwood

5200 S Blackstone AveChicago, IL 60615
Corporate Housing
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South Union
2 Bedroom Apartments

South Union

12756 S Union AveChicago, IL 60628
  • Utilities Included
  • Smoke Free
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5300 S. Drexel Avenue
Studio to 2 Bedroom Apartments

5300 S. Drexel Avenue

5300-5304 S Drexel AveChicago, IL 60615
Corporate Housing

The Rise of Digital Nomads: Remote Work Tips for Apartment Renters

As a digital nomad you work from your own apartment or home or enjoy the spectacular views of amazing locations throughout the nation and globally as you travel, all while maintaining a connection to your team digitally. Learn How this Trend is on the Rise.

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2001 S State St
2 to 3 Bedroom Apartments

2001 S State St

2001 S State StChicago, IL 60616
  • Utilities Included
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Ivy at Kimbark
1 to 2 Bedroom Apartments

Ivy at Kimbark

5428-5432 S Kimbark AveChicago, IL 60615
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600 N Lake Shore Dr
Studio to 3 Bedroom Apartments

600 N Lake Shore Dr

600 N Lake Shore DrChicago, IL 60611
Furnished
  • Utilities Included
  • Smoke Free
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Ivy Greens
1 Bedroom Apartments

Ivy Greens

5439-5445 S Woodlawn AveChicago, IL 60615
Student Housing
  • Utilities Included
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Maple Court
Studio to 2 Bedroom Apartments

Maple Court

1120-1126 E 47th StChicago, IL 60653
Corporate Housing
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The Sutherland
Studio to 2 Bedroom Apartments

The Sutherland

4659 S Drexel BlvdChicago, IL 60653
Corporate Housing
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The 1521 Sherwin
Studio to 1 Bedroom Apartments

The 1521 Sherwin

1521 W Sherwin AveChicago, IL 60626
  • Utilities Included

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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1912 S Throop St
Studio to 2 Bedroom Apartments

1912 S Throop St

1912 S Throop StChicago, IL 60608
Corporate Housing
  • Utilities Included
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Ivy at Piccadilly
Studio to 3 Bedroom Apartments

Ivy at Piccadilly

5107 S Blackstone AveChicago, IL 60615
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Ivy Hastings
1 to 2 Bedroom Apartments

Ivy Hastings

5125 S Kenwood AveChicago, IL 60615
Student Housing
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2103-23 W. Berwyn Ave.
1 to 3 Bedroom Apartments

2103-23 W. Berwyn Ave.

2103-2123 W Berwyn AveChicago, IL 60625
  • Utilities Included
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Woodlawn Terrace
Studio to 2 Bedroom Apartments

Woodlawn Terrace

4726-4740 S Woodlawn AveChicago, IL 60615
Corporate Housing
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5500 S. Cornell Avenue
Studio to 4 Bedroom Apartments

5500 S. Cornell Avenue

5493 S Cornell AveChicago, IL 60637
Corporate Housing
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1666 Pratt
1 Bedroom Apartments

1666 Pratt

1666 W Pratt BlvdChicago, IL 60626
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Ivy at Mason
Studio to 2 Bedroom Apartments

Ivy at Mason

1215 E Hyde Park BlvdChicago, IL 60615
  • Utilities Included

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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911 W. Oakdale Ave.
Studio to 1 Bedroom Apartments

911 W. Oakdale Ave.

910-918 W Oakdale AveChicago, IL 60657
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The Winthrop Place
Studio to 1 Bedroom Apartments

The Winthrop Place

5710 N WinthropChicago, IL 60660
  • Utilities Included
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1662 W. Farwell Ave.
Studio to 2 Bedroom Apartments

1662 W. Farwell Ave.

1662-1664 W Farwell AveChicago, IL 60626
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Luella Court
1 to 3 Bedroom Apartments

Luella Court

8000 S Luella AveChicago, IL 60617
  • Utilities Included
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Ivy at Harper
Studio to 2 Bedroom Apartments

Ivy at Harper

5345 S Harper AveChicago, IL 60615
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Ivy Terrace
Studio to 2 Bedroom Apartments

Ivy Terrace

5140 S Kenwood AveChicago, IL 60615
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7700 S Phillips Ave
3 Bedroom Apartments

7700 S Phillips Ave

7700 S Phillips AveChicago, IL 60649
Senior Living
  • Utilities Included
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Ivy Kenwood
Studio to 2 Bedroom Apartments

Ivy Kenwood

5220 S Kenwood AveChicago, IL 60615
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Ivy Gayles
Studio to 2 Bedroom Apartments

Ivy Gayles

5316 S Dorchester AveChicago, IL 60615

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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Showing Results 51-100, Page 2 of 3

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Short-term Chicago Apartments

What is the Cheapest Short-term apartment in Chicago?

Currently the most affordable Short-term Apartment in Chicago is at 5445 Ingleside By 3L Living listed at $684.

How much is the average rent for a Short-term Chicago Apartment?

The average rent for a Short-term Apartment in Chicago is $4,738.

What is the largest Short-term Chicago Apartment for rent?

Today's Short-term apartment with the most square footage in Chicago is a 3,993 square feet unit starting from $35,217 at 1307 N Bell Ave.

What is the average size for Chicago Short-term Apartments for rent?

The average size for a Short-term rental in Chicago is currently at 707 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

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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.

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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.

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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.

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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

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

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.

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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.

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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.

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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.