Old Town Rentals 

Search Old Town apartments & condos for rent

Both a neighborhood and historic district, Old Town is easily one of the top places in the city to search apartments and condos for rent. Wedged in between Lincoln Park and the Gold Coast, easy access to both the heart of downtown and everything Chicago’s north side has to offer helps make living in Old Town a delight, and the growing inventory of newly built apartments continues to make this a destination for anyone looking for a fabulous new place to call home. 

A bustling strip of restaurants, bars, boutique shops, and entertainment venues helps anchor the Old Town neighborhood as a whole, but the abundance of quiet tree lined streets also provides a little bit of a buffer from the fast-paced lifestyle of downtown. Zanies Comedy Club and the famed Second City are Old Town staples, and the close proximity to Chicago’s lakefront remains a highlight of the neighborhood too. For a closer look at Old Town apartments for rent and Old Town rentals currently on the market, check out the featured MLS listings below or give us a call at your earliest convenience for additional information or to schedule a private showing for something you’d like to preview!

Old Town Chicago is where it's at. If you're looking for Old Town rentals, let us help! Our complimentary accounts allow users to target their searches quickly and easily. Register today!

View Rentals in Old Town Chicago

All Listings Under $100,000
48 Properties Found. Page 1 of 3

Outstanding Home, Built By Liederbach And Graha...

REDUCED 30% Photo of Listing #09905253
prevnext 1 of 44 images

$29,500 Active

  • 5 Beds
  • Baths
  • 7,800 ft²

Rental

1970 North Burling Street, Chicago, IL

MLS® #09905253

Outstanding Home, Built By Liederbach And Graham, Offering A Unique Blend Of Exposed Brick And Industrial Metal Throughout. The 45' Wide Lot House Sits Inside Of A Walled "secret" Urban Garden, With The Entire Ground Level Of The House Open To The Outdoors. Ceiling Heights Feel Limitless & Light ...

Impeccable Jessica Lagrange Designed Home On Be...

prevnext 1 of 31 images

$15,000 Active

  • 5 Beds
  • Baths
  • 4,200 ft²

Rental

1325 North Mohawk Street, Chicago, IL

MLS® #10430769

Impeccable Jessica Lagrange Designed Home On Beautiful Tree-line Old Town Street, With Close Access To Downtown, Wells Street, Lincoln Park, And The Gold Coast. Master Chef's Kitchen Featuring Subzero Wolf, Miele, Custom Handmade Brookhaven Cabinets. Entertain In Your Gracious Formal Living/dinin...

This Elegant Custom-designed 5000sqft Sf Enjoys...

prevnext 1 of 26 images

$12,500 Active

  • 5 Beds
  • Baths
  • 5,000 ft²

Rental

1664 North Burling Street, Chicago, IL

MLS® #10480625

This Elegant Custom-designed 5000sqft Sf Enjoys A Privileged East Lincoln Park Location, Recognized Among The Chicago's Most Exclusive And Most Desired Addresses. Large Panoramic Windows Create Amazing Continuity Between Indoor And Outdoor Spaces. Grand Foyer Opens To Spacious Living Room With Ar...

Rarely Available Top Level Penthouse~ Private E...

prevnext 1 of 28 images

$6,000 Active

  • 2 Beds
  • Baths
  • 2,588 ft²

Rental

1418 North Lasalle Street #d, Chicago, IL

MLS® #10315229

Rarely Available Top Level Penthouse~ Private Elevator~ 2 Bedrooms Plus Den~ 2.5 Baths~ 9'6" Ceilings~ 2 Fireplaces~ Custom Chevron Oak Flooring~ Chef's Dream Kitchen With Viking, Thermidor And Bosch Appliances~ Master Bath With Heated Marble Flooring Whirlpool And Separate Shower~ In-unit Laun...

Landlord Seeking Quality Tenant For This Grand ...

prevnext 1 of 25 images

$5,900 Active

  • 5 Beds
  • Baths

Rental

1366 North Cleveland Avenue, Chicago, IL

MLS® #10441618

Landlord Seeking Quality Tenant For This Grand Residence In Convenient Location That We Hope Starts Calling You Home As You Read This & See Pics! Spread Over Four Levels With Awesome Roof Deck, This One Owner 20 Year Old Residence Has Been Very Gently Lived In And Shows Beautifully. Two Car Detac...

Bright & Beautiful Rarely Available Townhome Av...

prevnext 1 of 20 images

$5,800 Active

  • 4 Beds
  • 3 Baths
  • 2,600 ft²

Rental

641 West Willow Street #115, Chicago, IL

MLS® #10477664

Bright & Beautiful Rarely Available Townhome Available For Rent In One Of Lincoln Park's Premier Gated Town Home Communities - City Commons. Recently Completed Full Renovation Featuring Great Open Floorplan, Hardwood Floors Throughout, Built-ins, Ample Storage Space & In Unit Washer/dryer. Main F...

Extra Wide Duplex, Better Than New Construction...

prevnext 1 of 27 images

$5,395 Active

  • 4 Beds
  • Baths
  • 3,000 ft²

Rental

1951 North Halsted Street #1, Chicago, IL

MLS® #10482260

Extra Wide Duplex, Better Than New Construction In East Lincoln Park! Enjoy Two Full Floors Of Like-single Family Luxury In This Extra-wide Family-sized Home Near Oz Park. Complete Masonry Construction On A 30 X 134 Oversized Lot. Newer Kitchen And Bathrooms Complete 3000 Builder Sf Of High Quali...

Fantastic 3 Bed 3 Bath Penthouse Duplex On A Wi...

prevnext 1 of 19 images

$4,990 Active

  • 3 Beds
  • 3 Baths
  • 2,899 ft²

Rental

1522 North Cleveland Avenue #3, Chicago, IL

MLS® #10427784

Fantastic 3 Bed 3 Bath Penthouse Duplex On A Wide Lot With Private Roof Deck In Old Town. Main Level Features Raised Chef's Kitchen W/ Stainless Appliances, 42" Cabinets, Massive 2 Story Living Room W/ Vaulted Ceilings, Hardwood Flooring, Gas & Wbfp, Juliet Balcony, & Two Bedrooms, One Of Which I...

Updated And Move In Ready Old Town 5 Bedroom/2....

prevnext 1 of 17 images

$4,950 Active

  • 5 Beds
  • Baths
  • 2,200 ft²

Rental

1493 North Larrabee Street #a, Chicago, IL

MLS® #10447779

Updated And Move In Ready Old Town 5 Bedroom/2.5 Bath Duplex! Walk To Everything, Stores, Restaurants, Bars, Train, And Lakefront. Newer Kitchen W/stainless Steel Appliances, Granite Countertops And Breakfast Bar. In-unit Laundry. Two Private Outdoor Decks And Shared Backyard Space. Hardwood...

Sunny Brick Old Town 3,100 Sq Ft 4 Level Townho...

REDUCED 3% Photo of Listing #10368562
prevnext 1 of 28 images

$4,950 Active

  • 3 Beds
  • Baths
  • 3,100 ft²

Rental

1222 North Orleans Court, Chicago, IL

MLS® #10368562

Sunny Brick Old Town 3,100 Sq Ft 4 Level Townhome Just A Few Blocks Off Wells! Large Open Floorplan On 2nd Floor . Stainless, Granite Kitchen With Breakfast Bar Overhang. Master Bedroom With Spacious Closet And Large Master Bath. 2nd Bedroom With Ensuite Bath. Top Floor Has Additional Bedroom And...

Fabulous Home In The Heart Of Old Town-charmin...

REDUCED 8% Photo of Listing #10462472
prevnext 1 of 28 images

$4,800 Price Change

  • 2 Beds
  • 2 Baths
  • 2,300 ft²

Rental

310 West Concord Place, Chicago, IL

MLS® #10462472

Fabulous Home In The Heart Of Old Town-charming Historic Cottage Exterior Opens To Contemporary 2 Story, Bright, Open, Beauty. High Ceilings. Hardwood Floors. Bedrooms And Spacious Family Room Plus Sunny Office Area On Main Floor. Closets In Both Bedrooms Expansive. Double Sinks & Large Vanity O...

3 Bedroom Rental Property in Chicago, IL

REDUCED 6% Photo of Listing #10457080
prevnext 1 of 18 images

$4,700 Price Change

  • 3 Beds
  • 3 Baths
  • 2,200 ft²

Rental

1908 North Howe Street #r, Chicago, IL

MLS® #10457080

Beautiful 3 Bedroom 3 Bath Duplex Down In Prime...

NEW Photo of Listing #10485530
prevnext 1 of 23 images

$4,600 Active

  • 3 Beds
  • 3 Baths
  • 2,400 ft²

Rental

1711 North Larrabee Street #1, Chicago, IL

MLS® #10485530

Beautiful 3 Bedroom 3 Bath Duplex Down In Prime Oldtown/lincoln Park Location. This Bright And Sunny Unit Has A Great Open Floor Plan Perfect For Entertaining. The Main Level Features A Pretty Living Room With Hardwood Floors And Wbfp Which Opens Up Tot He Dining Room And Kitchen That Has Stainle...

Welcome Home! This Lovingly Updated Town Home I...

REDUCED 4% Photo of Listing #10446198
prevnext 1 of 14 images

$4,600 Price Change

  • 3 Beds
  • Baths
  • 2,200 ft²

Rental

250 West Scott Street #d, Chicago, IL

MLS® #10446198

Welcome Home! This Lovingly Updated Town Home In The Heart Of Old Town Is The Perfect Place To Remove Yourself From Bustling City Life, While Also Having Everything A City Neighborhood Has To Offer. Available Furnished, Or Unfurnished, 9' Ceilings On 3 Spacious Floors, Large Windows Drenched In...

Amazing 2 Or 3 Bed/2.2 Bath In Lincoln Park!! U...

REDUCED 4% Photo of Listing #10392005
prevnext 1 of 14 images

$4,600 Active

  • 2 Beds
  • 3 Baths
  • 2,700 ft²

Rental

1927 North Sedgwick Street #3f, Chicago, IL

MLS® #10392005

Amazing 2 Or 3 Bed/2.2 Bath In Lincoln Park!! Unique Space!!this 3 Level Home Boasts Chef's Kit W/grt,ctrs/ss Appls!! Sep Living & Din Rms, 3rd Level Family Rm,mst Suite, Stm Shwr,mbl Tops, Jacuzzi, Huge Beds W/walkin Closets, 2 Fpls, 2 Decks, Ldry In Unit, Pkg Incl, Pet Friendly, Walking Distanc...

Fabulous 3 Bedroom + Den Townhome In Quiet, Sou...

NEW Photo of Listing #10490216
prevnext 1 of 1 images

$4,500 New

  • 3 Beds
  • 3 Baths
  • 2,700 ft²

Rental

1447 North Cleveland Avenue #h, Chicago, IL

MLS® #10490216

Fabulous 3 Bedroom + Den Townhome In Quiet, Sought-after Old Town Complex. This Unit Boasts Terrific Flr Pln W/all 3 Bds On Top Flr, Lovely Courtyard Views & Access To Att Gar. Wide Layout W/huge Open Living Space, Gas Fp. Upgraded Eat-in Kit W/beautiful Cabinetry, Granite Counters & Ss Appls. ...

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Berkshire Hathaway HomeServices KoenigRubloff Realty Group are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on August 21st, 2019 at 10:21pm CDT.