
Top Rated Apartments for Rent in Chicago, IL with Swimming Pool (100 Rentals) Page 2 of 2
Apartments in Chicago with the best features, newest construction, and richest amenities.


1407 on Michigan

Millennium on LaSalle

Landmark West Loop

Linea Apartments

215 West Apartments

Eight Eleven Uptown

Solverre

Fulbrix Apartments

Total Monthly Price
The Reed
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!

1000M Apartments

Parkline Chicago

Total Monthly Price
EMME

3Eleven

Niche 905

The Parker Fulton Market

K2 Apartments

JeffJack Apartments

Cityfront Place

440 N. Wabash Ave.
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

Total Monthly Price
1111 N. Dearborn

Hugo River North

One East Scott

850 Lake Shore Drive

The Heritage Shops At Millennium Park

Park Place Tower

2800 N Lake Shore Dr

1850 N. Clark St.

680 N Lake Shore Dr

Park Place Condominiums
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

The Reserve

Total Monthly Price
Park 205 Apartments

ReNew Des Plaines North & South

The Eagles

Top of The Mount Apartments

The Emerson

Total Monthly Price
Vyne on Haven

The Fynn

The Park Evanston

Forest Cove Apartments
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.

Total Monthly Price
Avidor Evanston 55+ Active Adult Apartment Homes

Total Monthly Price
The Marke

The Residences at Sawmill Station

Fairway Green Apartments

Welkin Apartments

Ellison

Heritage Senior Apartments - 55 and over

Central Park East

Total Monthly Price
1717 Evanston

9565 Franklin Ave
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.
Chicago, IL Local Guide

How much does it cost to rent an apartment in Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago Studio Apartments | $2,042 | $595 | $4,999 |
| Chicago 1 Bedroom Apartments | $2,465 | $640 | $9,987 |
| Chicago 2 Bedroom Apartments | $3,055 | $762 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,657 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,728 | $720 | $10,000+ |
| Chicago 5 Bedroom Apartments | $5,839 | $2,695 | $10,000+ |
| Chicago 6 Bedroom Apartments | $16,985 | $7,000 | $10,000+ |
Browse Top Apartments in Chicago
See all Apartments in ChicagoExplore Chicago
Chicago, IL Area Reviews
Nicole • 4+ years in Chicago
April 10, 2026Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere
Frequently Asked Questions about Chicago Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Chicago?
Currently the most affordable Apartment in Chicago with Swimming Pool is at Courts of the Fountains listed at $1,180.
How much is the average rent for Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Chicago with Swimming Pool is $4,162.
What is the largest Chicago Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chicago is a 4,425 square feet unit starting from $2,258 at 369 Grand by Onni.
What is the average size for Chicago Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Chicago is currently at 622 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

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.

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.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
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.

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

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.

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.

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.

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.