Apartments with a pool in Chicago, IL
Hola Keys has 69 apartments with a pool in Chicago, IL. The median rent is $2,325/mo and the lowest is $1,300. 64 pay you Cash Back when you move in: up to $500 (typically $200).
- 69places for rent
- $2,325median rent
- $1,300lowest rent
- 64pay you Cash Back · up to $500
Places that fit
Showing 24 of 69: a mix of rents, areas and sizes.
-
$200BACK
-
$150BACK
-
$150BACK
1 bed$1,500/mo
Midpointe - Affordable Housing
4050 West 115th Street, Chicago, IL 60655
- Pool
- Pets OK
- Gym
-
$150BACK
-
2 bed
$3,950/mo
2 Bedroom, 2 Bath Apartment in Heart of West Town
1651 West Chicago Avenue, Chicago, IL 60622
- Pool
- Pets OK
- Parking
-
$200BACK
-
$250BACK
-
1–2 bed
$2,050– $3,100/mo
Aspire Residences
2111 South Wabash Avenue, Chicago, IL 60616
- Pool
- Pets OK
- Gym
-
$150BACK
Studio–2 bed$2,300– $3,850/mo
Logan Apartments
2522 N Milwaukee Avenue, Chicago, IL 60647
- Pool
- Pets OK
- Gym
-
$150BACK
-
$150BACK
-
-
$200BACK
-
$500BACK
1–2 bed$2,925– $4,850/mo
The Residences at New City
1457 N. Halsted St., Chicago, IL 60642
- Pool
- Pets OK
- Gym
-
$150BACK
-
$150BACK
Studio–2 bed$2,375– $4,150/mo
727 West Madison
727 West Madison Street, Chicago, IL 60661
- Pool
- Pets OK
- Gym
-
$150BACK
-
$200BACK
Studio–1 bed$1,925– $2,200/mo
65 East Scott Street Building
65 East Scott Street, Chicago, IL 60610
- Pool
- Pets OK
- Gym
-
$150BACK
-
$150BACK
-
$200BACK
-
$200BACK
-
$200BACK
-
$200BACK
Studio–1 bed$2,000– $2,425/mo
1111 N. Dearborn
1111 N Dearborn St, Chicago, IL 60610
- Pool
- Pets OK
- Gym
On the map
The places on this page. The interactive map loads when you get here.PlacePays Cash Back
Narrow it down
Amenities
Pets
Combined
- Pet-friendly under $2,250 330
- Pet-friendly 1-bedroom 259
- Pet-friendly 2-bedroom 251
- 1-bedroom under $2,500 232
- 2-bedroom under $3,500 227
- Pet-friendly under $1,400 191
- Pet-friendly with a gym 162
- 2-bedroom under $1,800 153
- Pet-friendly studio 151
- 1-bedroom under $1,700 145
- 1-bedroom with a gym 144
- Pet-friendly with in-unit laundry 137
- Studio under $2,250 125
- 2-bedroom with a gym 124
- 1-bedroom with in-unit laundry 108
- Studio with a gym 108
- Pet-friendly 1-bedroom under $2,500 194
- Pet-friendly 2-bedroom under $3,500 182
- Pet-friendly 1-bedroom with a gym 142
- Pet-friendly 2-bedroom with a gym 122
- Pet-friendly studio under $2,250 112
- Pet-friendly 1-bedroom under $1,700 110
- Pet-friendly 2-bedroom under $1,800 108
- Pet-friendly studio with a gym 106
- Pet-friendly under $1,100 106
- 2-bedroom with in-unit laundry 104
Questions renters ask
- How much is the rent for apartments with a pool in Chicago, IL?
- The median rent is $2,325/mo across the 69 places on Hola Keys. The cheapest starts at $1,300 and a quarter of them rent for under $2,050.
- How many apartments with a pool are for rent in Chicago, IL?
- Hola Keys has 69 places with units available. Updated October 25, 2026.
- Which ones pay you Cash Back in Chicago, IL?
- 64 of the 69 pay you Cash Back when you rent through Hola Keys: up to $500 (typically $200). The cheapest one that pays is The Pavilion, from $1,300/mo.
- How does Cash Back work on Hola Keys?
- Find a place that shows Cash Back, lease it and tell us you signed: we pay you after you move in. Sign in to lock in your Cash Back. Hola Keys is part of Sunny, so it works just like on sunny.com. Restrictions apply.
- Do they allow pets?
- 68 of the 69 (99%) are pet-friendly. Ask Keys about each place's rules: deposit, pet rent and limits.
- Which parts of Chicago, IL have the most options?
- The ZIP codes with the most places are 60610 (11), 60611 (9) and 60654 (9).
- How does the rent change with the number of bedrooms?
- Median rent by size: studio, $2,225 (58 places); 1-bedroom, $2,606 (65 places); 2-bedroom, $3,958 (59 places); 3+ bedroom, $6,013 (17 places).