Live data — refreshed 12:48 AM CDT
Apartments in Old Town Under $5,000
236 apartments available in Old Town under $5,000. Median rent $2,998.5. Live prices updated every few hours from the property's own leasing systems.
About Old Town: Triangle of late-1800s graystones and brick three-flats between LaSalle and Wells, anchored by Second City and the Old Town School of Folk Music. Tree-lined streets, walkable to Lincoln Park or the lake.
236
Available
16
Buildings
$2,999
Median rent
$1,999
Cheapest
Available now (30 of 236)
$1,999
Studio · 584sf
K Square #0424
Old Town
$2,030
Studio · 604sf
K Square #0623
Old Town
$2,095
Studio · 609sf
Cobbler Square Lofts #D406
Old Town
$2,099
Studio · 584sf
K Square #0326
Old Town
$2,168
Studio · 515sf
North Vine #0814
Old Town
$2,172
Studio · 615sf
Cobbler Square Lofts #E403
Old Town
$2,274
Studio · 455sf
Reside North Park #002E
Old Town
$2,283
2BR · 958sf
Schiller Place Apartments #203
Old Town
$2,283
2BR · 936sf
Schiller Place Apartments #202
Old Town
$2,291
Studio · 625sf
Cobbler Square Lofts #C100
Old Town
$2,295
Studio · 604sf
K Square #0827
Old Town
$2,345
Studio · 510sf
1250 LaSalle #0807
Old Town
$2,350
-0.5BR · 546sf
1225 Old Town #0424
Old Town
$2,355
1BR · 649sf
1250 LaSalle #0504
Old Town
$2,363
Studio · 565sf
North Vine #0608
Old Town
$2,395
1BR · 662sf
1250 LaSalle #0911
Old Town
$2,399
1BR · 630sf
1250 LaSalle #0506
Old Town
$2,412
-0.5BR · 546sf
1225 Old Town #0824
Old Town
$2,413
-0.5BR · 546sf
1225 Old Town #0724
Old Town
$2,415
Studio · 543sf
1225 Old Town #0812
Old Town
$2,415
Studio · 505sf
Old Town Park 3 #0704
Old Town
$2,418
Studio · 565sf
North Vine #0312
Old Town
$2,427
-0.5BR · 536sf
1225 Old Town #1023
Old Town
$2,433
Studio · 526sf
Xavier #1606
Old Town
$2,453
-0.5BR · 573sf
1225 Old Town #0711
Old Town
$2,453
-0.5BR · 546sf
1225 Old Town #0624
Old Town
$2,465
Studio · 589sf
Cobbler Square Lofts #D101
Old Town
$2,466
-0.5BR · 546sf
1225 Old Town #1024
Old Town
$2,468
-0.5BR · 579sf
1225 Old Town #0519
Old Town
$2,480
Studio · 569sf
Xavier #1510
Old Town
Top buildings for this search
- Cobbler Square Lofts41 units · $2,095–$4,274
- Old Town Park 329 units · $2,415–$4,911
- K Square26 units · $1,999–$4,499
- Old Town Park 225 units · $2,555–$4,986
- 1225 Old Town24 units · $2,350–$4,396
- Old Town Park20 units · $2,610–$4,996
- North Vine19 units · $2,168–$4,983
- The Archer13 units · $2,767–$4,215
Frequently asked
What's the cheapest in Old Town under $5,000 right now?
K Square #0424 at $1,999/month, 584 square feet. Located at 1749 N Wells St.
How many apartments are available in Old Town under $5,000?
236 apartments are currently listed across 16 buildings in Old Town under $5,000. Median rent is $2,999.
Which buildings in Old Town offer apartments?
Top buildings by current inventory: Cobbler Square Lofts, Old Town Park 3, K Square, Old Town Park 2, 1225 Old Town.
Is $5,000 a realistic budget for in Old Town?
Yes. The median rent at this size in Old Town is $2,999, so a $5,000 ceiling sits $2,001 above the median and gives you 236 options.
Compare Old Town to nearby neighborhoods
More in Old Town
Updated July 27, 2026 at 12:48 AM CDT. Prices, availability, and amenities are pulled from each property's own leasing system and refreshed every few hours. No paid placement.