Short Term Lease Apartments for Rent in Chicago, IL Under $2,300 (155 Rentals) Page 2 of 4

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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.

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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1611 W Division
Studio to 2 Bedroom Apartments

1611 W Division

1611 W Division StChicago, IL 60622
  • Utilities Included
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5416-22 W Belmont Ave
2 Bedroom Apartments

5416-22 W Belmont Ave

5416-22 W Belmont AveChicago, IL 60641
  • Utilities Included
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1412 N Ashland Ave
1 to 2 Bedroom Apartments

1412 N Ashland Ave

1412 N Ashland AveChicago, IL 60622
Corporate Housing
  • Utilities Included
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The Bush Temple II
Studio to 1 Bedroom Apartments

The Bush Temple II

810 N Clark StChicago, IL 60610
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The Hedwig
Studio to 3 Bedroom Apartments

The Hedwig

2203 N Hamilton AveChicago, IL 60647
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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

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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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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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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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
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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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Windermere House
Studio to 3 Bedroom Apartments

Windermere House

1642-1660 E 56th StChicago, IL 60637
Corporate Housing
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South Union
2 Bedroom Apartments

South Union

12756 S Union AveChicago, IL 60628
  • Utilities Included
  • Smoke Free

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.

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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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5300 S. Drexel Avenue
Studio to 2 Bedroom Apartments

5300 S. Drexel Avenue

5300-5304 S Drexel AveChicago, IL 60615
Corporate Housing
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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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Maple Court
Studio to 2 Bedroom Apartments

Maple Court

1120-1126 E 47th StChicago, IL 60653
Corporate Housing
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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

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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Ivy Greens
1 Bedroom Apartments

Ivy Greens

5439-5445 S Woodlawn AveChicago, IL 60615
Student 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
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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
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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

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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Chicago, IL Area Reviews

  • Parks
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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 $3,832.

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

Today's Short-term apartment with the most square footage in Chicago is a 10,753 square feet unit starting from $5,250 at 1418 N Talman 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 754 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

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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 Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.

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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.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.