2 Bedroom Apartments for Rent in Chicago, IL with Swimming Pool (356 Rentals) Page 2 of 8

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Catalyst
Rent Specials
$4,308 - $4,397

Total Monthly Price

Base Rent$2,768 - $6,634
Total Monthly PriceVaries
2 Bedroom Apartments Available Sep 9

Catalyst

123 N Desplaines StChicago, IL 60661
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State and Grand
Rent Specials
$3,830 - $4,700

Total Monthly Price

Base Rent$2,770 - $7,044
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

State and Grand

505 N State StChicago, IL 60654
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Lake and Wells
Rent Specials
$4,455 - $4,769

Total Monthly Price

Base Rent$2,373 - $4,769
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Lake and Wells

210 N Wells StChicago, IL 60606
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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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Westerly
Rent Specials
$3,845 - $4,058

Total Monthly Price

Base Rent$2,291 - $6,359
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Westerly

740 N Aberdeen StChicago, IL 60642
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Logan Apartments
$4,181 - $9,821

Total Monthly Price

Base Rent$2,294 - $9,821
Total Monthly PriceVaries
2 Bedroom Apartments Available Oct 24

Logan Apartments

2522 N Milwaukee AveChicago, IL 60647
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The Cooper
Rent Specials
$3,488 - $5,177

Total Monthly Price

Base Rent$2,109 - $8,513
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

The Cooper

720 S Wells StChicago, IL 60607
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Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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465 North Park
$5,393 - $6,988

Total Monthly Price

Base Rent$2,613 - $13,746
Total Monthly Price$2,613 - $13,746
2 Bedroom Apartments Available Now

465 North Park

465 N Park DrChicago, IL 60611
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The Sinclair
$5,555 - $5,685

Total Monthly Price

Base Rent$2,738 - $13,952
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

The Sinclair

1201 N La Salle DrChicago, IL 60610
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1225 Old Town
Rent Specials
$4,578 - $5,898

Total Monthly Price

Base Rent$2,383 - $6,680
Total Monthly PriceVaries
2 Bedroom Apartments Available Sep 16

1225 Old Town

1225 N Wells StChicago, IL 60610
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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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OneEleven
Rent Specials
$4,098 - $6,332

Total Monthly Price

Base Rent$2,783 - $18,334
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

OneEleven

111 W Wacker DrChicago, IL 60601
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1120 N. LaSalle
$3,182 - $3,616

Total Monthly Price

Base Rent$1,816 - $3,616
Total Monthly PriceVaries
2 Bedroom Apartments Contact Us For Availability

1120 N. LaSalle

1120 LaSalle DrChicago, IL 60610
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750 N. Rush
$3,804 - $4,545

Total Monthly Price

Base Rent$2,424 - $7,983
Total Monthly PriceVaries
2 Bedroom Apartments Available Now

750 N. Rush

750 N Rush StChicago, IL 60611
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100 W. Chestnut
$3,150 - $3,643

Total Monthly Price

Base Rent$2,177 - $3,643
Total Monthly PriceVaries
2 Bedroom Apartments Contact Us For Availability

100 W. Chestnut

100 W Chestnut StChicago, IL 60610
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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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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Showing Results 51-100, Page 2 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 2 Bedroom Chicago Apartments

What is the Cheapest apartment in Chicago with 2 Bedroom?

Currently the most affordable 2 Bedroom in Chicago is at West Haven Park II - B listed at $192.

How much is the average rent for a 2 Bedroom Chicago Apartment?

The average rent for a 2 Bedroom Apartment in Chicago is $3,043.

What is the largest available 2 Bedroom Chicago Apartment for rent?

Today's apartment with the most square footage in Chicago is a 2,000 square feet unit starting from $3,195 at 3143-3149 S Morgan St.

What is the average size for Chicago 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Chicago is currently 1,049 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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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

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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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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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From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

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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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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

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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.