Luxury Apartments for Rent in Chicago, IL with Air Conditioning (1,541 Rentals)

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The most luxurious Apartments in Chicago with high-end amenities, features, and finishes.

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Scholars Corner Apartments
$1,068 - $4,173
Total Monthly Price

Total Monthly Price

Base Rent
$1,018 - $4,123
Required Monthly Fees
$50
Total Monthly Price
$1,068 - $4,173
Studio to 2 Bedroom Apartments Available Now

Scholars Corner Apartments

5100 S Cornell AveChicago, IL 60615
Student Housing
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Plaisance Apartments
Rent Specials
$1,107 - $2,618
Total Monthly Price

Total Monthly Price

Base Rent
$1,057 - $2,568
Required Monthly Fees
$50
Total Monthly Price
$1,107 - $2,618
Studio to 1 Bedroom Apartments Available Now

Plaisance Apartments

6104 S Woodlawn AveChicago, IL 60637
Student Housing
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  • Customer Reviewed
  • 3D Tour
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Oglesby Towers Apartments
$1,167 - $3,003
Total Monthly Price

Total Monthly Price

Base Rent
$1,117 - $2,953
Required Monthly Fees
$50
Total Monthly Price
$1,167 - $3,003
Studio to 3 Bedroom Apartments Available Now

Oglesby Towers Apartments

6700 S Oglesby AveChicago, IL 60649
Corporate Housing
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  • 3D Tour

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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The Flamingo Apartments
$1,294 - $2,676
Total Monthly Price

Total Monthly Price

Base Rent
$1,244 - $2,626
Required Monthly Fees
$50
Total Monthly Price
$1,294 - $2,676
Studio to 2 Bedroom Apartments Available Apr 10

The Flamingo Apartments

5500 S Shore DrChicago, IL 60637
Student Housing
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Times Square Apartments
$1,306 - $3,119
Total Monthly Price

Total Monthly Price

Base Rent
$1,256 - $3,069
Required Monthly Fees
$50
Total Monthly Price
$1,306 - $3,119
Studio to 2 Bedroom Apartments Available Now

Times Square Apartments

869 W Buena AveChicago, IL 60613
Affordability
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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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752 W Gordon Ter
$1,400 - $2,507
Total Monthly Price

Total Monthly Price

Base Rent
$1,400 - $2,507
Total Monthly Price
$1,400 - $2,507
Studio to 2 Bedroom Apartment Available Now

752 W Gordon Ter

752 W Gordon TerChicago, IL 60613
Affordability
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The Trilogy at Hyde Park
Rent Specials
$1,444 - $3,004
Total Monthly Price

Total Monthly Price

Base Rent
$1,435 - $2,995
Required Monthly Fees
$9
Total Monthly Price
$1,444 - $3,004
1 to 3 Bedroom Apartments Available Now

The Trilogy at Hyde Park

1310-1316 E Hyde Park BlvdChicago, IL 60615
Corporate Housing
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5644 N Clark St
$1,481 - $3,000
Total Monthly Price

Total Monthly Price

Base Rent
$1,481 - $3,000
Total Monthly Price
$1,481 - $3,000
Studio to 2 Bedroom Apartment Available Now

5644 N Clark St

5644 N Clark StChicago, IL 60660
Affordability
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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.

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Anderson Point
$1,595 - $3,095
Total Monthly Price

Total Monthly Price

Base Rent
$1,420 - $2,920
Required Monthly Fees
$175
Total Monthly Price
$1,595 - $3,095
Studio to 1 Bedroom Apartments Available Now

Anderson Point

5700 N Ashland AveChicago, IL 60660
Furnished
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Pittsfield Apartments
$1,595 - $3,295
Total Monthly Price

Total Monthly Price

Base Rent
$1,445 - $3,145
Required Monthly Fees
$150
Total Monthly Price
$1,595 - $3,295
Studio to 3 Bedroom Apartments Available May 1

Pittsfield Apartments

55 E Washington StChicago, IL 60602
Furnished
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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.

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Beachside Apartments
$1,640 - $4,617
Total Monthly Price

Total Monthly Price

Base Rent
$1,590 - $4,567
Required Monthly Fees
$50
Total Monthly Price
$1,640 - $4,617
1 to 2 Bedroom Apartments Available Now

Beachside Apartments

5815 N Sheridan RdChicago, IL 60660
Affordability
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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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Chicago, IL Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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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

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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.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Chicago Apartments with Air Conditioning

What is the Cheapest Air Conditioning apartment in Chicago?

Currently the most affordable Apartment in Chicago with Air Conditioning is at 10222 S Lafayette Ave listed at $525.

How much is the average rent for Chicago Apartments with Air Conditioning?

The average rent for a Apartment in Chicago with Air Conditioning is $2,836.

What is the largest Chicago Apartment for rent with Air Conditioning?

Today's Apartment with Air Conditioning and the most square footage in Chicago is a 9,999 square feet unit starting from $3,895 at 1251 W Henderson St, Unit # 01.

What is the average size for Chicago Apartments for rent with Air Conditioning?

The average size for a rental with Air Conditioning in Chicago is currently at 978 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

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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.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.