Apartments for Rent in the Andersonville Neighborhood of Chicago, IL (1,154 Rentals)

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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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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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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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1925 W Winona St, Unit 1
$2,595

Total Monthly Price

Base Rent$2,595
Total Monthly Price$2,595
2 Bedroom Apartment Available Sep 15

1925 W Winona St, Unit 1

1925 W Winona StChicago, IL 60640
Affordability
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1916 W Winona St, Unit 1
$2,150

Total Monthly Price

Base Rent$2,150
Total Monthly Price$2,150
2 Bedroom Apartment Available Now

1916 W Winona St, Unit 1

1916 W Winona StChicago, IL 60640
Affordability

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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Showing Results 1-50, Page 1 of 24

Andersonville, Chicago, IL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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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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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Quick Rent Budget Calculator

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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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Pet Friendly Lifestyle
Andersonville, Chicago, IL

Ranked #18

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Andersonville, Chicago, IL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in areas across the United States, including Chicago. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for outdoor amenities like tennis courts, luxury amenities, family-friendliness, raising pets, transit options, and much more. These search options are in the site filters at the top of this page.

Family-Friendly Rating

A family-friendly apartment community may be just the ticket if you have kids when you rent. This area is now ranked as a leading section of town for families, with a score of 4.0 out of 4. Family Friendly ratings are based on community features and environments that help parents and children to thrive. This includes features like parks, playgrounds, extra living spaces, features for pets, and having the best-regarded education available.

Luxury Living Rating

Andersonville is known as one of the best-regarded luxury communities in town, with a score of 3.5 out of 4. Luxury Lifestyle Scoring is based on having high-end community amenities like saunas, pools, sport courts, concierge services, park access, and quartz countertops in the kitchen with high-end appliances. Luxury neighborhoods also often offer hardwood floors and fireplaces, tennis courts, and for some communities, even a doorman to greet residents.

Pet Friendly Rating

This part of Chicago ranks as amongst the finest neighborhoods for renting with pets, with a score of 4.0 out of 4.

Frequently Asked Questions about Andersonville

What is the current pricing and availability for apartments for rent in the Andersonville area of Chicago, IL?

As of today, September 12, 2026, there are currently 1,154 available Andersonville apartments priced from $785 to $4,995, with an average monthly rent of $2,209.

How much are Studio apartments in Andersonville?

There are currently 488 Studio Apartments in Andersonville with rent ranges from $785 to $2,375 with an average price of $1,467.

What is the current price range for One Bedroom Andersonville Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Andersonville ranges from $1,106 to $3,785 with an average monthly rent of $2,045.

What does renting a Two Bedroom Apartment in Andersonville cost?

The monthly rent prices of Two Bedroom Apartments currently available in Andersonville range from $1,595 to $4,995. Today's average rental price for Two Bedrooms here is $2,808.

How expensive are Andersonville Three Bedroom Apartments?

There are currently 183 Three Bedroom Apartments listings available in Andersonville on ApartmentHomeLiving.com. The pricing ranges from $2,350 to $4,850 - averaging $3,286 for the location.

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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Written by: Nicole Harms

I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

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Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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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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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

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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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

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.