Short Term Lease Luxury Apartments for Rent in Chicago, IL (358 Rentals) Page 5 of 8

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Short Term Rental Options.

Higher End Luxurious Apartments in Chicago.

property at 2344 W Polk St

$4,608 - $4,873

Total Monthly Price

Total Monthly Price

Base Rent
$4,873
Total Monthly Price
$4,873

2 Bedroom Rentals

Available Sep 21

2344 W Polk St

ChicagoIL60612
property at 2042 W Pierce Ave

$5,845

Total Monthly Price

Total Monthly Price

Base Rent
$5,845
Total Monthly Price
$5,845

3 Bedroom, 2 Bath Home for Rent

Available Oct 19

2042 W Pierce Ave

ChicagoIL60622
property at 1243 W Madison St

$5,884 - $7,312

Total Monthly Price

Total Monthly Price

Base Rent
$5,884
Total Monthly Price
$5,884

3 Bedroom Rentals

Available Oct 12

1243 W Madison St

ChicagoIL60607
Showing Results 201-250, Page 5 of 8

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 $712.

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

The average rent for a Short-term Apartment in Chicago is $3,811.

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

Today's Short-term apartment with the most square footage in Chicago is a 4,499 square feet unit starting from $15,871 at 2630 S Throop St.

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 777 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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Articles, How-To's, and Tips

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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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.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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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.

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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.