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Chicago Vintage Apartments

Check out Chicago vintage apartments for rent, which are updated every 15 minutes from the MLS. For information about vintage rentals in Chicago or to schedule a showing, contact us or register for a free account to bookmark listings and receive new listing notifications for properties that match your needs and wants.

Feel free to simplify your vintage apartment search in Chicago with pre-set price ranges. 

Up to $50,000
Beds
Baths

Price Change - 2 weeks ago
$10,000
Condo For Rent
Active
2
BEDS
3
TOTAL BATHS
2,347
SQFT
159 E Walton Place #11F
Chicago, IL 60611
 
$9,600
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
3,200
SQFT
1017 W Washington Boulevard #4AG
Chicago, IL 60607
Acorn Lofts Subdivision
$9,500
Condo For Rent
Active
2
BEDS
3
TOTAL BATHS
2,482
SQFT
159 E Walton Place #5A
Chicago, IL 60611
Palmolive Building Landmark Subdivision
New Listing - 2 weeks online
$7,500
Condo For Rent
Active
2
BEDS
3
TOTAL BATHS
1,529
SQFT
159 E Walton Place #12D
Chicago, IL 60611
 
$7,000
Condo For Rent
Active
4
BEDS
3
TOTAL BATHS
3,260
SQFT
4601 N Paulina Street #104
Chicago, IL 60640
 
$6,500
Condo For Rent
Active
1
BED
2
TOTAL BATHS
1,484
SQFT
Address Withheld #3
Chicago, IL 60611
 
New Listing - 2 weeks online
$6,250
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
2,400
SQFT
114 N Aberdeen Street #3
Chicago, IL 60607
 
New Listing - 4 weeks online
$6,000
Condo For Rent
Pending
3
BEDS
2
TOTAL BATHS
2,100
SQFT
1252 N Wells Street #1
Chicago, IL 60610
 
New Listing - 5 days online
$5,600
Townhouse For Rent
Active
4
BEDS
3
TOTAL BATHS
2059 N Bissell Street
Chicago, IL 60614
 
$5,500
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
2,800
SQFT
161 W Harrison Street #1106-1108
Chicago, IL 60605
Market Square Lofts Subdivision
$5,500
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
1,905
SQFT
544 W Wellington Avenue #1W
Chicago, IL 60657
 
New Listing - 2 weeks online
$5,300
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
1,350
SQFT
1555 N Dearborn Parkway #5D
Chicago, IL 60610
Constellation Subdivision
New Listing - a week online
$5,250
Condo For Rent
Active
1
BED
2
TOTAL BATHS
1,278
SQFT
159 E Walton Place #7B
Chicago, IL 60611
 
$5,200
Condo For Rent
Pending
3
BEDS
3
TOTAL BATHS
1,750
SQFT
60 E Monroe Street #1901
Chicago, IL 60603
 
New Listing - 2 weeks online
$5,100
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
3,200
SQFT
3535 N Janssen Avenue #3
Chicago, IL 60657
 
$5,000
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
40 E Delaware Place #602
Chicago, IL 60611
 
New Listing - 4 weeks online
$5,000
Single Family Home For Rent
Active
3
BEDS
3
TOTAL BATHS
1,600
SQFT
3352 S Wallace Street
Chicago, IL 60616
 
New Listing - 2 weeks online
$5,000
Condo For Rent
Active
5
BEDS
2
TOTAL BATHS
3,000
SQFT
4300 W Montrose Avenue #200
Chicago, IL 60630
 
New Listing - 3 days online
$5,000
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
3,100
SQFT
1000 W Washington Boulevard #142
Chicago, IL 60607
 
$4,800
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
2,200
SQFT
7731 N Eastlake Terrace #1N
Chicago, IL 60626
 
New Listing - 4 weeks online
$4,795
Condo For Rent
Pending
3
BEDS
3
TOTAL BATHS
2,300
SQFT
3616 N Bosworth Avenue #1
Chicago, IL 60613
 
New Listing - 3 weeks online
$4,795
Condo For Rent
Active
4
BEDS
3
TOTAL BATHS
1,660
SQFT
1512 N Wood Street #3S
Chicago, IL 60622
 
New Listing - 2 days online
$4,795
Condo For Rent
Active
6
BEDS
4
TOTAL BATHS
2,000
SQFT
859 W Fletcher Street #CH
Chicago, IL 60657
 
New Listing - 2 weeks online
$4,750
Condo For Rent
Active
4
BEDS
4
TOTAL BATHS
1837 N Wolcott Avenue #2
Chicago, IL 60622
 
New Listing - 5 days online
$4,700
Condo For Rent
Active
4
BEDS
3
TOTAL BATHS
Address Withheld #1
Chicago, IL 60657
 
$4,595
Condo For Rent
Active
5
BEDS
5
TOTAL BATHS
2,000
SQFT
3406 N Sheffield Avenue #2
Chicago, IL 60657
 
New Listing - 5 days online
$4,500
Condo For Rent
Active
1
BED
1
TOTAL BATH
950
SQFT
1200 N Lake Shore Drive #605
Chicago, IL 60610
 
New Listing - 6 days online
$4,500
Condo For Rent
Active
4
BEDS
3
TOTAL BATHS
Address Withheld #1
Chicago, IL 60613
 
New Listing - 5 days online
$4,500
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
2,400
SQFT
1901 W Fletcher Street #2
Chicago, IL 60657
 
New Listing - 2 weeks online
$4,500
Single Family Home For Rent
Active
2
BEDS
3
TOTAL BATHS
1,400
SQFT
739 N Ada Street #108
Chicago, IL 60642
 
$4,500
Condo For Rent
Pending
4
BEDS
3
TOTAL BATHS
6900 N Sheridan Road #PHOUSE
Chicago, IL 60626
 
New Listing - 5 days online
$4,500
Condo For Rent
Active
4
BEDS
2
TOTAL BATHS
1806 N Sheffield Avenue #1
Chicago, IL 60614
 
New Listing - 2 weeks online
$4,500
Condo For Rent
Active
4
BEDS
2
TOTAL BATHS
1,800
SQFT
431 S Dearborn Street #1403
Chicago, IL 60605
 
New Listing - 2 days online
$4,495
Condo For Rent
Active
3
BEDS
4
TOTAL BATHS
2,200
SQFT
1238 N Noble Street #1
Chicago, IL 60642
 
$4,495
Condo For Rent
Pending
2
BEDS
2
TOTAL BATHS
3,000
SQFT
550 W Surf Street #609
Chicago, IL 60657
Commodore Subdivision
New Listing - 6 days online
$4,400
Condo For Rent
Active
4
BEDS
3
TOTAL BATHS
Address Withheld #1
Chicago, IL 60657
 
New Listing - 2 days online
$4,350
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
1,350
SQFT
2530 N Orchard Street #3N
Chicago, IL 60614
 
New Listing - 3 days online
$4,300
Condo For Rent
Pending
4
BEDS
2
TOTAL BATHS
1,950
SQFT
3052 N Seminary Avenue #CH2
Chicago, IL 60614
 
New Listing - 2 weeks online
$4,250
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
1,975
SQFT
2015 W Race Avenue #2SE
Chicago, IL 60612
 
New Listing - a week online
$4,200
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
1,500
SQFT
1703 N Crilly Court #4
Chicago, IL 60614
 
New Listing - 2 weeks online
$4,200
Condo For Rent
Active
5
BEDS
2
TOTAL BATHS
1,800
SQFT
1127 W George Street #1
Chicago, IL 60657
 
$4,200
Condo For Rent
Active
3
BEDS
3
TOTAL BATHS
2,200
SQFT
7729 N Eastlake Terrace #GN
Chicago, IL 60626
 
New Listing - 4 weeks online
$4,200
Condo For Rent
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,675
SQFT
73 E Elm Street #10B
Chicago, IL 60611
 
New Listing - 2 weeks online
$4,195
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
2,300
SQFT
2500 W Gunnison Street #1
Chicago, IL 60625
 
New Listing - 2 weeks online
$4,150
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
1,800
SQFT
2946 N Pine Grove Avenue #1
Chicago, IL 60657
 
New Listing - 4 weeks online
$4,100
Condo For Rent
Active
4
BEDS
2
TOTAL BATHS
1,400
SQFT
732 W Grace Street #2W
Chicago, IL 60613
 
New Listing - 6 days online
$4,100
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
1,700
SQFT
1371 N Milwaukee Avenue #4
Chicago, IL 60622
 
$4,000
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
1,800
SQFT
1017 W Washington Street #6F
Chicago, IL 60607
 
New Listing - 2 weeks online
$4,000
Condo For Rent
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,583
SQFT
310 S Michigan Avenue #902
Chicago, IL 60604
 
New Listing - 2 weeks online
$4,000
Condo For Rent
Pending
3
BEDS
2
TOTAL BATHS
1,700
SQFT
616 W Surf Street #2
Chicago, IL 60657
 
New Listing - 4 days online
$4,000
Condo For Rent
Active
2
BEDS
2
TOTAL BATHS
1,400
SQFT
1217 W Wellington Avenue #1R
Chicago, IL 60657
 
New Listing - 4 days online
$4,000
Townhouse For Rent
Active
3
BEDS
2
TOTAL BATHS
1,400
SQFT
1217 W Wellington Avenue #1F
Chicago, IL 60657
 
New Listing - 3 days online
$4,000
Condo For Rent
Pending
3
BEDS
3
TOTAL BATHS
2,600
SQFT
1707 W Melrose Street #1
Chicago, IL 60657
 
New Listing - 2 weeks online
$3,995
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
1809 W Division Street #3
Chicago, IL 60622
 
New Listing - a week online
$3,900
Condo For Rent
Active
3
BEDS
2
TOTAL BATHS
2,000
SQFT
2440 N Central Park Avenue #1
Chicago, IL 60647
 
$3,900
Condo For Rent
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,400
SQFT
78 E Elm Street #2
Chicago, IL 60611
 
New Listing - 4 weeks online
$3,895
Condo For Rent
Pending
4
BEDS
3
TOTAL BATHS
3231 N Clark Street #2
Chicago, IL 60657
 
Price Change - 2 weeks ago
$3,895
Condo For Rent
Active
4
BEDS
3
TOTAL BATHS
2,600
SQFT
3031 N Clybourn Avenue #2
Chicago, IL 60618
 
New Listing - 2 weeks online
$3,895
Condo For Rent
Pending
3
BEDS
2
TOTAL BATHS
1,450
SQFT
1917 N Larrabee Street #1
Chicago, IL 60614