
Luxury Apartments for Rent in Chicago, IL with Swimming Pool (231 Rentals) Page 3 of 5
The most luxurious Apartments in Chicago with high-end amenities, features, and finishes.


The Saint Grand

Solverre

Millie On Michigan

The Reed

CADENCE APARTMENTS

1000M Apartments

Parkline Chicago

Arco Old Town

3Eleven

EMME

The Draper

The Bush Temple

The Gallery on Wells

Niche 905

Exhibit on Superior

The Parker Fulton Market

K2 Apartments

JeffJack Apartments

State & Chestnut

Cityfront Place

65 East Scott

1111 N. Dearborn

Fulbrix Apartments

The Lawrence House

440 N. Wabash Ave.

Hugo River North

EDGE on Broadway

Seven 10 West

Astor House

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3850 W Diversey Ave

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620 N State St

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233 S Halsted St

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326 E Ohio St

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370 N Desplaines St, Unit 201

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808 N Lake Shore Dr

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444 N Orleans St

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1240 W Randolph St

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601 N State St

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451 N State St

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912 N State St

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619 W Randolph St

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410 W Grand Ave, Unit 2

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1027 W Addison St, Unit 2BED

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900 W Washington Blvd, Unit 32E

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1436 W Randolph St, Unit 619

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17 N Ada St, Unit 701

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2535 N Hamlin Ave, Unit 2

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1150 S Michigan Ave

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316 W Erie St, Unit 807
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 | $1,988 | $600 | $9,940 |
| Chicago 1 Bedroom Apartments | $2,490 | $650 | $10,000+ |
| Chicago 2 Bedroom Apartments | $3,091 | $850 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,854 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,443 | $970 | $10,000+ |
| Chicago 5 Bedroom Apartments | $7,474 | $2,600 | $10,000+ |
| Chicago 6 Bedroom Apartments | $6,142 | $750 | $10,000+ |
Explore 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 Midpointe listed at $1,081.
How much is the average rent for Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Chicago with Swimming Pool is $4,245.
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 584 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

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.

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.

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.

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

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.