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1 Bedroom Apartments in Uptown Under $2,000
20 1 bedroom apartments available in Uptown under $2,000. Median rent $1,867.5. Live prices and availability.
About Uptown: Historic entertainment district on the north lakefront — old jazz-era theaters (Aragon, Riviera, Uptown), a long stretch of lakefront, and a mix of vintage apartment buildings and new construction. Improving steadily over the last decade.
$1,868
Median rent
$1,313
Cheapest
Available now
$1,313
1BR · 471sf
The Winnie #219
Uptown
$1,635
1BR
Buena Terrace #0106
Uptown
$1,735
1BR
The Covington #0309
Uptown
$1,745
1BR
The Covington #0512
Uptown
$1,747
1BR
Buena Terrace #0509
Uptown
$1,792
1BR
Buena Terrace #0107
Uptown
$1,828
1BR
The Covington #1312
Uptown
$1,830
1BR
Reside on Clarendon #0302
Uptown
$1,836
1BR
Reside on Clarendon #0601
Uptown
$1,855
1BR
Reside on Clarendon #0304
Uptown
$1,880
1BR
Reside on Clarendon #0605
Uptown
$1,895
1BR · 468sf
The Winnie #201
Uptown
$1,895
1BR
Reside on Clarendon #0905
Uptown
$1,910
1BR
Reside at 849 #61E1
Uptown
$1,934
1BR
Irving Courts #3001
Uptown
$1,966
1BR
The Covington #0206
Uptown
$1,975
1BR · 498sf
The Teller House #607
Uptown
$1,981
1BR · 408sf
The Lawrence House #410
Uptown
$1,981
1BR
The Covington #0606
Uptown
$1,989
1BR
Irving Courts #3002
Uptown
Top buildings for this search
- The Covington$1,735–$1,981
- Reside on Clarendon$1,830–$1,895
- Buena Terrace$1,635–$1,792
- The Winnie$1,313–$1,895
- Irving Courts$1,934–$1,989
- Reside at 849$1,910–$1,910
- The Teller House$1,975–$1,975
- The Lawrence House$1,981–$1,981
Frequently asked
What's the cheapest 1 bedroom in Uptown under $2,000 right now?
The Winnie #219 at $1,313/month, 471 square feet. Located at 4750 N Winthrop Ave.
How many 1 bedroom apartments are available in Uptown under $2,000?
1 bedroom apartments are currently listed in Uptown under $2,000. Median rent is $1,868.
Which buildings in Uptown offer 1 bedroom apartments?
Top buildings by current inventory: The Covington, Reside on Clarendon, Buena Terrace, The Winnie, Irving Courts.
Is $2,000 a realistic budget for 1 bedroom in Uptown?
Yes. The median rent at this size in Uptown is $1,868, so a $2,000 ceiling sits $132 above the median and leaves room to choose.
Compare Uptown to nearby neighborhoods
More in Uptown
Updated September 20, 2026 at 5:59 PM CDT. No paid placement.