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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All Listings Under $100,000
87 Properties Found. Page 1 of 6

Fifteen Fifty On The Park Is Chicago's Newest A...

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$17,000 Active

  • 4 Beds
  • Baths
  • 3,852 ft²

Rental

1550 North Clark Street #501, Chicago, IL

MLS® #10709657

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Most Exclusive Marketplace. State-of-the-art, Chef Inspired, O...

A Unique Luxury Living Opportunity Coming To Ma...

REDUCED 25% Photo of Listing #10655427
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$15,000 Active

  • 4 Beds
  • 5 Baths
  • 4,000 ft²

Rental

1520 North Wells Street, Chicago, IL

MLS® #10655427

A Unique Luxury Living Opportunity Coming To Market As Part Of New Construction Old Town Hotel Development. Four New Single Family Rental Homes Attached To Rear Of Hotel Will Provide A Perfect Alternative Solution For Short Term (30 Days Minimum) City Stays And Extended Business Travel. Thes...

Stunning New Contemporary Luxury Home Available...

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$13,500 Active

  • 5 Beds
  • Baths
  • 6,250 ft²

Rental

1416 North North Park Avenue, Chicago, IL

MLS® #10717677

Stunning New Contemporary Luxury Home Available For Rent ! A Masterpiece Blending Luxury Finishes, Unparalleled Attention To Detail And The State Of The Art At Every Turn, Including Multiple Zoned Smart Home Technology, All Suite Bedrooms, Spa Baths, Sub-zero, Wolf, Viking, Theatre Room, Wine Ce...

Awesome Space, Finishes And Natural Light In Th...

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$13,000 Active

  • 5 Beds
  • Baths
  • 6,000 ft²

Rental

1960 North Orchard Street, Chicago, IL

MLS® #10715259

Awesome Space, Finishes And Natural Light In This Stately Brick And Limestone Single Family House Available For Rent On Unparalleled Orchard St. In East Lincoln Park. This 5 Bed, 4.5 Bath, 3 Story Home Offers Wonderful Space And Flow. Luxury Finishes And Great Character Throughout; High End Cabi...

Fifteen Fifty On The Park Is Chicago's Newest A...

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$13,000 Active

  • 3 Beds
  • Baths
  • 3,809 ft²

Rental

1550 North Clark Street #403, Chicago, IL

MLS® #10699515

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Most Exclusive Marketplace. State-of-the-art, Chef Inspired, O...

Great Opportunity To Live On One Of Lincoln Par...

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$12,500 Active

  • 5 Beds
  • Baths
  • 6,000 ft²

Rental

1858 North Howe Street, Chicago, IL

MLS® #10707565

Great Opportunity To Live On One Of Lincoln Park's Most Prestigious Blocks! Fabulous, Contemporary Design With Soaring 12' Ceilings On The Main Level And Hardwood Floors Throughout. A True Chef's Kitchen With Stone Flooring, Walnut Cabinetry, Large Island With Prep Sink, All Top End Appliances, A...

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® #10686083

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...

Live In Elegance On One Of The Most Sought-afte...

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$12,000 Contingent

  • 4 Beds
  • 4 Baths
  • 5,500 ft²

Rental

1913 North Howe Street, Chicago, IL

MLS® #10716302

Live In Elegance On One Of The Most Sought-after Blocks In Lincoln Park. From The 2-car Attached Garage, To The 5-stop Elevator, This Home Is An Entertainer's Dream With 4 Outdoor Areas & A Theater Room. Double-height Living Room Connects To A Formal Dining With An Extensive Butler's Pantry "hall...

Fifteen Fifty On The Park Is Chicago's Newest A...

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$11,000 Active

  • 3 Beds
  • Baths
  • 3,310 ft²

Rental

1550 North Clark Street #704, Chicago, IL

MLS® #10699497

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Most Exclusive Marketplace. State-of-the-art, Chef Inspired, O...

Fifteen Fifty On The Park Is Chicago's Newest A...

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$8,600 Active

  • 2 Beds
  • Baths
  • 2,477 ft²

Rental

1550 North Clark Street #402, Chicago, IL

MLS® #10699524

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Most Exclusive Marketplace. State-of-the-art, Chef Inspired O'...

Avail 6/1 - Two Year Lease Required. Matterport...

NEW Photo of Listing #10729425
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$6,000 New

  • 4 Beds
  • 3 Baths
  • 2,300 ft²

Rental

1401 North Wieland Street #w, Chicago, IL

MLS® #10729425

Avail 6/1 - Two Year Lease Required. Matterport/3d Virtual Tour Link Available! Walk To The Lake,lincoln Park Zoo,multiple Parks & All That Old Town Has To Offer From This Truly Stunning Professionally Designed/decorated 2016 Total Renovation Of A Nearly 2300sqft 3-4bd+office+family Room/3ba Town...

Old Town Extra-wide Custom Design Building By S...

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$6,000 Active

  • 3 Beds
  • 3 Baths
  • 2,633 ft²

Rental

1544 North Wieland Street #1, Chicago, IL

MLS® #10717895

Old Town Extra-wide Custom Design Building By Sullivan Goulette,2600 Square Foot Ny Style Soft Loft New Construction 3 Bed, 3 Bath Duplex Up 13 And 11 Foot Ceilings. Main Floor Above Grade Perfect Cool Work Live, Home Office/family Room With Wet Bar & Full Bath. Kitchen Is Furnished With Florens...

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...

Fall In Love With This Perfect 3 Bed 3 1/2 Bath...

NEW Photo of Listing #10728621
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$5,000 New

  • 3 Beds
  • Baths
  • 2,260 ft²

Rental

227 West Goethe Street, Chicago, IL

MLS® #10728621

Fall In Love With This Perfect 3 Bed 3 1/2 Bath Townhome In Old Town Square. This Unit Lives Like A Sfh When You Walk Into Your Main Floor. Hardwood Floors Throughout The Living Room And True Dining Area That Opens Up To The Updated Eat-in White Kitchen W/ Plenty Of Counter Space And A Patio Off ...

Available Unfurnished At This Rate For A 12-mo ...

REDUCED 8% Photo of Listing #10542860
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$4,600 Active

  • 2 Beds
  • 2 Baths
  • 2,300 ft²

Rental

1622 North Sedgwick Street #2, Chicago, IL

MLS® #10542860

Available Unfurnished At This Rate For A 12-mo Lease Or Furnished For $5,000 *with* Garage Parking For A Shorter Term. Live Like Royalty In This Fully Furnished Historic Sedgwick House In Chicago's Beautiful Old Town Triangle! This Opulent 2br/2ba Plus Huge Den Luxury Rental Is Steps From The Bro...

***we Are Doing In-person Showings*** Virtual T...

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$4,300 Active

  • 3 Beds
  • 2 Baths

Rental

1317 North Larrabee Street #305, Chicago, IL

MLS® #10718942

***we Are Doing In-person Showings*** Virtual Tour And Video Also Available. This Almost New 3 Bed/2 Bath Luxurious Condo Is Situated In A Modern 14 Unit, Boutique Elevator Building. The Top-of-the-line Chefs' Kitchen Is Clad W/a Large Waterfall Island, Premium Wine Fridge, Bosh Stainless Steel ...

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 June 2nd, 2020 at 12:05am CDT.