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Short Term Rentals in Downtown Chicago - Page 3

1,479 Rentals
  1. Building Photo - 555 W Jackson Blvd
    1 BED, 1 BATH
    $6,193
    Total Monthly Price Total Monthly Price New
    Base Rent$6,193
    Required Monthly FeesNone
    Total Monthly Price$6,193

    555 W Jackson Blvd Unit SI ID1504155P

    555 W Jackson Blvd, Chicago, IL 60661
  2. Building Photo - 730 N Milwaukee Ave
    6 BEDS, 5 BATHS
    $22,201
    Total Monthly Price Total Monthly Price New
    Base Rent$22,201
    Required Monthly FeesNone
    Total Monthly Price$22,201

    730 N Milwaukee Ave Unit SI ID1029583P

    730 N Milwaukee Ave, Chicago, IL 60642
  3. Building Photo - 1044 W Van Buren St
    4 BEDS, 4 BATHS
    $15,694
    Total Monthly Price Total Monthly Price New
    Base Rent$15,694
    Required Monthly FeesNone
    Total Monthly Price$15,694

    1044 W Van Buren St Unit SI ID1029634P

    1044 W Van Buren St, Chicago, IL 60607
  4. Building Photo - 365 N Halsted St
    9 BEDS, 6 BATHS
    $32,848
    Total Monthly Price Total Monthly Price New
    Base Rent$32,848
    Required Monthly FeesNone
    Total Monthly Price$32,848

    365 N Halsted St Unit GO ID1029586P

    365 N Halsted St, Chicago, IL 60661
  5. Building Photo - 17 S Wabash Ave
    2 BEDS, 1 BATH
    $8,118
    Total Monthly Price Total Monthly Price New
    Base Rent$8,118
    Required Monthly FeesNone
    Total Monthly Price$8,118

    17 S Wabash Ave Unit SI ID1504149P

    17 S Wabash Ave, Chicago, IL 60603
  6. Building Photo - 555 W Jackson Blvd
    1 BED, 1 BATH
    $6,011
    Total Monthly Price Total Monthly Price New
    Base Rent$6,011
    Required Monthly FeesNone
    Total Monthly Price$6,011

    555 W Jackson Blvd Unit SI ID1504153P

    555 W Jackson Blvd, Chicago, IL 60661
  7. 3 BEDS, 2 BATHS
    $6,577
    Total Monthly Price Total Monthly Price New
    Base Rent$6,577
    Required Monthly FeesNone
    Total Monthly Price$6,577

    1243 W Madison St Unit SI ID1026688P

    1243 W Madison St, Chicago, IL 60607
  8. 2 BEDS, 2 BATHS
    $4,479
    Total Monthly Price Total Monthly Price New
    Base Rent$4,479
    Required Monthly FeesNone
    Total Monthly Price$4,479

    33 S Ashland Ave Unit SI ID1057424P

    33 S Ashland Ave, Chicago, IL 60607
  9. 2 BEDS, 2 BATHS
    $5,260
    Total Monthly Price Total Monthly Price New
    Base Rent$5,260
    Required Monthly FeesNone
    Total Monthly Price$5,260

    318 W Grand Ave Unit SI ID1244929P

    318 W Grand Ave, Chicago, IL 60654
  10. Building Photo - 555 W Jackson Blvd
    2 BEDS, 1 BATH
    $7,309
    Total Monthly Price Total Monthly Price New
    Base Rent$7,309
    Required Monthly FeesNone
    Total Monthly Price$7,309

    555 W Jackson Blvd Unit SI ID1504152P

    555 W Jackson Blvd, Chicago, IL 60661
  11. Building Photo - 17 S Wabash Ave
    2 BEDS, 1 BATH
    $8,963
    Total Monthly Price Total Monthly Price New
    Base Rent$8,963
    Required Monthly FeesNone
    Total Monthly Price$8,963

    17 S Wabash Ave Unit SI ID1504150P

    17 S Wabash Ave, Chicago, IL 60603
  12. Building Photo - 1243 W Madison St
    2 BEDS, 2 BATHS
    $5,014
    Total Monthly Price Total Monthly Price New
    Base Rent$5,014
    Required Monthly FeesNone
    Total Monthly Price$5,014

    1243 W Madison St Unit SI ID1026687P

    1243 W Madison St, Chicago, IL 60607
  13. Building Photo - 1243 W Madison St
    3 BEDS, 2 BATHS
    $5,287
    Total Monthly Price Total Monthly Price New
    Base Rent$5,287
    Required Monthly FeesNone
    Total Monthly Price$5,287

    1243 W Madison St Unit SI ID1322528P

    1243 W Madison St, Chicago, IL 60607
  14. Building Photo - 318 W Grand Ave
    2 BEDS, 2 BATHS
    $3,744
    Total Monthly Price Total Monthly Price New
    Base Rent$3,744
    Required Monthly FeesNone
    Total Monthly Price$3,744

    318 W Grand Ave Unit SI ID1244920P

    318 W Grand Ave, Chicago, IL 60654
Showing 42 of 287 results, Page 3 of 7

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