Chicago Airbnb Investment Properties

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Rentlodex > Illinois Airbnb Investment Properties > Chicago Airbnb Investment Properties

Interested in Chicago Airbnb investment properties and Chicago, IL short-term rentals for sale? Start searching available property listings below or list your AirBnb or short-term rental to connect with active buyers looking for their next investment opportunity. 

If you have any questions about a particular short-term rental property featured, get in touch with the listing agent directly from each listing detail page. And if you don’t see any Chicago short-term rentals for sale that fit your investment goals, try searching other available Airbnb investment properties currently listed on Rentlodex.

Refine your search or view all active listings below

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Beds
Baths
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New Listing - yesterday
$715,000
Multi-Family For Sale
Active
6
BEDS
3110 N Clybourn Avenue
Chicago, IL 60618
 
New Listing - yesterday
$650,000
Multi-Family For Sale
Active
5
BEDS
2909 W Diversey Avenue
Chicago, IL 60618
 
New Listing - 3 days online
$599,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,700
SQFT
1152 E 48th Street
Chicago, IL 60615
 
New Listing - 4 days online
$775,000
Multi-Family For Sale
Active
5
BEDS
2326 N Rockwell Street
Chicago, IL 60647
 
New Listing - 7 days online
$1,750,000
Multi-Family For Sale
Active
COOK
COUNTY
64 E Cedar Street
Chicago, IL 60611
 
New Listing - a week online
$820,000
Multi-Family For Sale
Active
9
BEDS
7525 N Claremont Avenue
Chicago, IL 60645
 
New Listing - a week online
$375,000
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,156
SQFT
6428 N Hermitage Avenue
Chicago, IL 60626
 
New Listing - a week online
$650,000
Multi-Family For Sale
Active
5
BEDS
4714 S Calumet Avenue
Chicago, IL 60615
Bronzeville Subdivision
New Listing - a week online
$725,000
Multi-Family For Sale
Active
8
BEDS
4523 N Christiana Avenue
Chicago, IL 60625
 
New Listing - a week online
$1,250,000
Single Family Home For Sale
Pending
4
BEDS
4
TOTAL BATHS
4,061
SQFT
1364 N Wolcott Avenue
Chicago, IL 60622
 
New Listing - 2 weeks online
$540,000
Multi-Family For Sale
Active
6
BEDS
1132 N Lawndale Avenue
Chicago, IL 60651
 
New Listing - 2 weeks online
$299,900
Single Family Home For Sale
Pending
5
BEDS
2
TOTAL BATHS
1,400
SQFT
6047 S Kilpatrick Avenue
Chicago, IL 60629
 
New Listing - 2 weeks online
$799,900
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
3,400
SQFT
4956 N Mcvicker Avenue
Chicago, IL 60630
 
New Listing - 2 weeks online
$899,900
Single Family Home For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
2926 W Lyndale Street
Chicago, IL 60647
 
New Listing - 2 weeks online
$825,000
Single Family Home For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
2945 N Fairfield Avenue
Chicago, IL 60618
 
New Listing - 3 weeks online
$1,099,000
Multi-Family For Sale
Active
7
BEDS
3318 N Kenmore Avenue
Chicago, IL 60657
 
New Listing - 3 weeks online
$519,900
Multi-Family For Sale
Active
5
BEDS
7511 N Oakley Avenue
Chicago, IL 60645
 
New Listing - 3 weeks online
$655,000
Multi-Family For Sale
Active Under Contract
6
BEDS
2529 W Charleston Street
Chicago, IL 60647
 
New Listing - 3 weeks online
$959,995
Multi-Family For Sale
Active
COOK
COUNTY
2423 W Gunnison Street
Chicago, IL 60625
 
New Listing - 4 weeks online
$419,000
Multi-Family For Sale
Active Under Contract
5
BEDS
523 E 41st Street
Chicago, IL 60653
 
New Listing - 4 weeks online
$2,199,500
Multi-Family For Sale
Active
COOK
COUNTY
1630 W Warren Boulevard
Chicago, IL 60612
 
New Listing - 4 weeks online
$439,250
Single Family Home For Sale
Active
5
BEDS
2
TOTAL BATHS
1720 N Saint Louis Avenue
Chicago, IL 60647
 
$1,100,000
Multi-Family For Sale
Active
2,542
SQFT
1925 W Warner Avenue
Chicago, IL 60613
 
$875,000
Multi-Family For Sale
Pending
9
BEDS
2208 W Highland Avenue
Chicago, IL 60659
 
$819,900
Multi-Family For Sale
Active
6
BEDS
1644 N Troy Street
Chicago, IL 60647
 
$565,000
Multi-Family For Sale
Pending
4
BEDS
6241 N Glenwood Avenue
Chicago, IL 60660
 
$1,875,000
Multi-Family For Sale
Active
10
BEDS
851 N Fairfield Avenue
Chicago, IL 60622
 
$489,000
Single Family Home For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,874
SQFT
5230 N Mobile Avenue
Chicago, IL 60630
 
$799,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
3706 N Wilton Avenue
Chicago, IL 60613
 
$599,999
Single Family Home For Sale
Active
3
BEDS
4
TOTAL BATHS
3,000
SQFT
3442 S Prairie Avenue
Chicago, IL 60616
 
$700,000
Single Family Home For Sale
Active Under Contract
6
BEDS
3
TOTAL BATHS
2511 N Saint Louis Avenue
Chicago, IL 60647
 
$340,000
Multi-Family For Sale
Active Under Contract
4
BEDS
3039 S Kedvale Avenue
Chicago, IL 60623
 
$1,180,000
Multi-Family For Sale
Active
7
BEDS
1327 W Walton Street
Chicago, IL 60642
 
$605,000
Multi-Family For Sale
Active Under Contract
4
BEDS
2030 W Homer Street
Chicago, IL 60647
Bucktown Subdivision
$3,695,000
Multi-Family For Sale
Active
6
BEDS
33 E Division Street
Chicago, IL 60610
 
$895,000
Single Family Home For Sale
Active Under Contract
6
BEDS
5
TOTAL BATHS
4,609
SQFT
2323 W Grenshaw Street
Chicago, IL 60612
 
$550,000
Single Family Home For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
4,151
SQFT
5325 W Belle Plaine Avenue
Chicago, IL 60641
 
Short Sale
$899,900
Multi-Family For Sale
Active
6
BEDS
1123 W Wolfram Street
Chicago, IL 60657
 
$435,000
Multi-Family For Sale
Active
5
BEDS
5445 S Federal Street
Chicago, IL 60609
 
$799,900
Multi-Family For Sale
Active Under Contract
4
BEDS
1850 W Oakdale Avenue
Chicago, IL 60657
 
$799,999
Multi-Family For Sale
Pending
6
BEDS
946 W 18th Place
Chicago, IL 60608
 
$450,000
Single Family Home For Sale
Active Under Contract
5
BEDS
3
TOTAL BATHS
3107 N Springfield Avenue
Chicago, IL 60618
 
$1,025,000
Multi-Family For Sale
Active
7
BEDS
1747 N Spaulding Avenue
Chicago, IL 60647
 
$929,900
Multi-Family For Sale
Active Under Contract
9
BEDS
2119 W Belmont Avenue
Chicago, IL 60618
 
$890,000
Single Family Home For Sale
Active
5
BEDS
5
TOTAL BATHS
5,400
SQFT
3978 S Lake Park Avenue
Chicago, IL 60653
 
$2,399,999
Multi-Family For Sale
Active
5
BEDS
1556 N La Salle Drive
Chicago, IL 60610
 
$1,300,000
Multi-Family For Sale
Active Under Contract
7
BEDS
3532 N Bosworth Avenue
Chicago, IL 60657
 
$1,249,999
Multi-Family For Sale
Active Under Contract
5
BEDS
1147 W Diversey Parkway
Chicago, IL 60614
 
$1,250,000
Multi-Family For Sale
Active
9
BEDS
2847 W Shakespeare Avenue
Chicago, IL 60647
 
Price Change - 2 days ago
$1,495,000
Multi-Family For Sale
Active
13
BEDS
1414 W Fletcher Street
Chicago, IL 60657
 
Price Change - 2 days ago
$759,000
Multi-Family For Sale
Active
5
BEDS
1418 W Diversey Parkway
Chicago, IL 60614
 
$1,200,000
Multi-Family For Sale
Active Under Contract
7
BEDS
3642 N Magnolia Avenue
Chicago, IL 60613
 
Price Change - 3 weeks ago
$540,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
2,700
SQFT
3631 S Calumet Avenue
Chicago, IL 60653
Bronzeville Subdivision
$374,900
Townhouse For Sale
Active
5
BEDS
2
TOTAL BATHS
1,500
SQFT
1137 W 17th Street #1FRB
Chicago, IL 60608
 
$1,900,000
Multi-Family For Sale
Active
4
BEDS
2528 N California Avenue
Chicago, IL 60647
 
$675,000
Single Family Home For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
4,679
SQFT
4041 S Indiana Avenue
Chicago, IL 60653
 

Why Chicago For An Airbnb Investment?

Chicago Tourism Stats + Info

Recent tourism statistics revealed an estimated 57.6 million people visited Chicago in 2018, a 4.3 percent increase over 2017’s record 55.2 million visitors. Chicago has also been voted “The Best Big City in the U.S. numerous times by Condé Nast Traveler readers thanks to the city’s world-class dining scene and countless cultural attractions and museums. 

Top-rated tourist attractions that keep visitors coming back and staying in local Airbnb units include Navy Pier, The Art Institute of Chicago, Millennium Park, The Museum of Science and Industry, the Field Museum of Natural History, the Magnificent Mile, the Shedd Aquarium, Wrigley Field, and the Lincoln Park Zoo. 

Airbnb Regulations & Licensing

Chicago Short-Term Rental Info

Rules and regulations surrounding short-term rentals and using your property as an Airbnb are always changing and evolving in Chicago. IL. For the most up-to-date information regarding short-term rentals in Chicago, we encourage all investors to visit the city website to learn more about current licensing procedures and other important details.

Illinois Short-Term Rental Tips + Articles

Where To Buy an Illinois Airbnb Investment Property

Why You Should Consider Chicago for an Airbnb Investment

As one of the nation’s largest cities, Chicago is known for its diverse restaurants, exciting nightlife, its spectacular museums and its river and lakefront possibilities. From music festivals to outdoor recreation, cultural attractions to the beachfront and the pier, this dynamic city has something for just about everyone. While real estate in Chicago tends to...
Read More
Illinois Airbnb Investment Properties

Best Illinois Small Towns For A Weekend Getaway

While Chicago is a great city and a worthy vacation destination, the rest of Illinois is not just cornfields and farmland. Its distinctive smaller towns can satisfy the wandering spirit of anyone looking for a quick weekend getaway. We won’t suggest you skip Chicago, but we encourage you to expand your horizons and set your...
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SEVENTY7 GROUP
Fulton Grace
1400 N. Milwaukee Ave.
Chicago, IL 60622
M: (630) 768-1602
O: (312) 243-5200

Looking For A Chicago Investment Property?

Contact The Seventy7 Group for all your Chicago area home buying and selling needs.