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!

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View Rentals in Old Town Chicago

All Listings Under $100,000
73 Properties Found. Page 1 of 5

Outstanding Home, Built By Liederbach And Graha...

REDUCED 30% Photo of Listing #09905253
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$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 ...

Just Turn The Key! This Exquisite East Lincoln ...

NEW Photo of Listing #10551147
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$18,000 New

  • 6 Beds
  • Baths
  • 6,800 ft²

Rental

1814 North Cleveland Avenue #house, Chicago, IL

MLS® #10551147

Just Turn The Key! This Exquisite East Lincoln Park Home Offers 6800 Sf Of Luxury. 6 Spacious Bedrooms, 6.5 Bathrooms And Over 2000 Sf Of Professionally Landscapped Outdoor Space Including Phenomenal Skyline Views From The Rooftop Deck. Penthouse Level Is Flooded With Natural Light From Every D...

This Stunning Home Was Completely Renovated And...

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$15,000 Active

  • 6 Beds
  • 5 Baths
  • 7,000 ft²

Rental

1827 North Sedgwick Street, Chicago, IL

MLS® #10515400

This Stunning Home Was Completely Renovated And A New Third Story Added. Ideally Located On A 35' Lot In The Heart Of East Lincoln Park, The Home Is Flooded With Natural Light In Every Room. The Thoughtful Floor Plan Offers 7000 Square Feet Of Living Space, 5 Spacious Outdoor Living Spaces And 30...

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

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$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...

Impeccable Jessica Lagrange Designed Home On Be...

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$12,000 Active

  • 5 Beds
  • Baths
  • 4,200 ft²

Rental

1325 North Mohawk Street, Chicago, IL

MLS® #10533458

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...

Walk To Everything East Lincoln Park/old Town H...

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$10,000 Active

  • 4 Beds
  • 5 Baths
  • 6,500 ft²

Rental

1914 North Clark Street, Chicago, IL

MLS® #10524278

Walk To Everything East Lincoln Park/old Town Have To Offer From This Rare "park Row" Home - Steps To The Park, Francis Parker/latin/lincoln Schools, Zoo, Shopping, Dining And The Lake Front. Perfect Blend Of Classic Chicago Architecture With Modern Updates Throughout This 4bed/4.2bath Sfh. 4 Ful...

Beautiful Extra Wide Single Family Home On Over...

NEW Photo of Listing #10550334
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$9,500 New

  • 4 Beds
  • Baths
  • 4,000 ft²

Rental

1912 North Orchard Street, Chicago, IL

MLS® #10550334

Beautiful Extra Wide Single Family Home On Oversized 34x131 Lot With A Huge Yard On One Of Chicago's Most Premier Streets. This Sunlit Beautifully Upgraded Home Offers Contemporary Flair, Grand Open Floorplan, Three Fireplaces And Amazing Outdoor Space. First Floor Offers A Two Story Foyer W/beau...

This Townhouse Lives Like A Single Family Smack...

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$8,000 Active

  • 4 Beds
  • Baths
  • 3,000 ft²

Rental

1440 North Wells Street #g, Chicago, IL

MLS® #10539341

This Townhouse Lives Like A Single Family Smack Dab In The Middle Of Old Town. 3,000sf With Three Bedrooms On One Floor, Two Other Rooms Which Could Be Bedrooms, An Attached Two Car Garage And Four Outdoor Spaces. This Is A Unicorn Property Fitting For Several Types Of Buyers. Outside Of The Very...

Live Like Royalty With A Minimum 6-month Lease ...

REDUCED 1% Photo of Listing #10542860
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$7,900 Price Change

  • 2 Beds
  • 2 Baths
  • 2,300 ft²

Rental

1622 North Sedgwick Street #2, Chicago, IL

MLS® #10542860

Live Like Royalty With A Minimum 6-month Lease In This Fully Furnished Historic Sedgwick House In Chicago's Beautiful Old Town Triangle! This Opulent 2br/2ba Plus Den Luxury Rental Is Steps From The Brown Line Train, Nightlife And The Zoo And Just A Short Walk To Lake Michigan And The Magnificent...

4 Bedroom Rental Property in Chicago, IL

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$6,500 Active

  • 4 Beds
  • Baths
  • 2,100 ft²

Rental

1728 North Wells Street, Chicago, IL

MLS® #10504566

Stunning Park Views And Lots Of Light In This E...

NEW Photo of Listing #10547152
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$6,000 New

  • 4 Beds
  • Baths
  • 2,800 ft²

Rental

1720 North Lasalle Drive #22, Chicago, IL

MLS® #10547152

Stunning Park Views And Lots Of Light In This East & West Facing Luxury 4br, 3.1ba Th In Old Town's Eugenie Terrace! Freshly Painted Home W/ Marble Foyer Entry & 3 Bay Windows. White Kitchen W/ New Dbl Oven, Backsplash, & Eat-in Banquette. Lrg Private Patio Perfect For Bbq And Entertaining. Spac...

3 Bedroom Rental Property in Chicago, IL

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$6,000 Active

  • 3 Beds
  • 3 Baths
  • 2,100 ft²

Rental

152 West Burton Place #main, Chicago, IL

MLS® #10510472

Rarely Available Top Level Penthouse~ Private E...

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$5,850 Active

  • 2 Beds
  • Baths
  • 2,588 ft²

Rental

1418 North Lasalle Street #d, Chicago, IL

MLS® #10514285

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...

Bright & Beautiful Rarely Available Townhome Av...

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$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...

Landlord Seeking Quality Tenant For This Grand ...

prevnext 1 of 25 images

$5,500 Active

  • 5 Beds
  • Baths

Rental

1366 North Cleveland Avenue, Chicago, IL

MLS® #10537556

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...

Short Term Sublet 11/1-5/31 With Option To Rene...

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$5,300 Active

  • 3 Beds
  • Baths

Rental

1456 North Wieland Street #1, Chicago, IL

MLS® #10534474

Short Term Sublet 11/1-5/31 With Option To Renew. Also Available Furnished! 3 Bed / 2 Bath Duplex-up In The Heart Of Old Town That's Always Ready To Impress. Private Elevator Opens Directly Into The Spacious Living And Dining Rooms, Featuring Juliet Windows For Breezy Afternoons, & A Gas Fireplac...

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 October 19th, 2019 at 4:50am CDT.