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Apartments for Rent in Chicago, IL under $2000


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  • Only 1 unit left
    Studio $1,195
    Base rent
    Verified Listing

    4100 N Keystone Ave

    4.0 (6)
    4100 N Keystone Ave, Chicago, IL 60641
    Apply online • Cat friendly • Large Closets
  • 2 bd $1,110
    Base rent
    Verified Listing

    TWO Old Town Park

    4.5 (47)
    202 West Hill Street, Chicago, IL 60610
    Pet friendly • Fitness center
  • Studio $1,350
    1 bd $1,450+
    Base rent
    Verified Listing

    6825 N. Sheridan Rd

    3.5 (2)
    6825 N Sheridan Rd, Chicago, IL 60626
    Apply online • Dishwasher • Air conditioner
  • Only 1 unit left
    Studio $1,595
    Base rent
    Verified Listing

    627-41 W Roscoe St

    3.0 (2)
    627 W Roscoe St, Chicago, IL 60657
    Apply online • Cat friendly • Dishwasher
  • Only 3 units left
    1 bd $1,595+
    Base rent
    3.5 (4)
    2332 W Addison, Chicago, IL 60618
    Apply online • Pet friendly • Large Closets
  • Studio $1,935
    Base rent
    4.0 (7)
    343 S. Dearborn Street, Chicago, IL 60604
    Apply online • Pet friendly
  • Studio $919
    1 bd $903+
    2 bd $1,374
    Base rent
    Verified Listing

    THREE Old Town Park

    4.5 (39)
    228 W Hill Street, Chicago, IL 60610
    Pet friendly • Fitness center
  • 4 units available
    1 bd $1,495+
    2 bd $1,650
    Base rent
    4457 W Diversey, Chicago, IL 60639
    Apply online • Pet friendly • Dishwasher
  • 5 units available
    1 bd $1,496+
    2 bd $1,725
    Base rent
    Verified Listing

    7347-65 N. Sheridan Rd

    4.5 (2)
    7347 N Sheridan Rd, Chicago, IL 60626
    Apply online • Pet friendly • Dishwasher
  • Rent specials
    1 bd $1,695+
    Base rent
    Verified Listing

    Clarendon Shores

    4750 N. Clarendon Ave., Chicago, IL 60640
    Apply online • Pet friendly • Parking
  • 6 units available
    Studio $1,106+
    1 bd $1,408+
    Base rent
    Verified Listing

    2Sisters Apartments

    4.0 (22)
    5123 S. Kimbark Ave., Chicago, IL 60615
    Apply online • Pet friendly • Fitness center
  • Studio $1,975+
    1 bd $1,890+
    Base rent
    4.5 (12)
    188 W. Randolph, Chicago, IL 60602
    Apply online • Pet friendly
  • Rent specials Only 2 units left
    1 bd $1,290
    Base rent
    Verified Listing

    Ivy Kenwood

    4.0 (3)
    5220 S Kenwood Ave, Chicago, IL 60615
    Apply online • Pet friendly • Extra Storage
  • 8 units available
    Studio $1,126+
    1 bd $1,266+
    Base rent
    Verified Listing

    Times Square Apartments

    4.5 (48)
    869 W. Buena Ave., Chicago, IL 60613
    Apply online • Pet friendly • Fitness center
  • Studio $1,896+
    Base rent
    Verified Listing

    ONE Old Town Park

    4.0 (31)
    1140 N. Wells Street, Chicago, IL 60610
    Pet friendly • Fitness center
  • 7 units available
    1 bd $1,510
    2 bd $1,550
    3 bd $1,895
    Base rent
    Verified Listing

    1433-45 W. Lunt Ave.

    3.0 (6)
    1433-45 W. Lunt Ave., Chicago, IL 60626
    Apply online • Pet friendly • Dishwasher
  • Rent specials Only 2 units left
    Studio $1,470+
    Base rent
    Verified Listing

    530 W. Arlington Pl.

    4.5 (40)
    530 W. Arlington Pl., Chicago, IL 60614
    Apply online • Pet friendly • Fitness center
  • Only 1 unit left
    1 bd $1,995
    Base rent
    Verified Listing

    1617-1633 W Belmont

    3.0 (6)
    1623 W Belmont, Chicago, IL 60657
    Apply online • Cat friendly • Dishwasher
  • Rent specials Only 1 unit left
    1 bd $1,409
    Base rent
    Verified Listing

    Ivy At Shelbryne

    5110 S Kenwood Ave, Chicago, IL 60615
    Apply online • Pet friendly • Dishwasher
  • 7 units available
    Studio $1,085+
    1 bd $1,283+
    Base rent
    4.0 (17)
    5254 S. Dorchester Ave., Chicago, IL 60615
    Apply online • Pet friendly • Fitness center
  • Rent specials 18 units available
    Studio $957+
    1 bd $1,276+
    2 bd $1,764+
    Base rent
    Verified Listing

    Prairie Shores

    2937 S. King Drive, Chicago, IL 60616
    Apply online • Pet friendly • Fitness center
  • Only 3 units left
    2 bd $1,595+
    Base rent
    6210 S Dorchester Ave, Chicago, IL 60637
    Apply online • Cat friendly • Dishwasher
  • Rent specials
    Studio $1,950
    Base rent
    Verified Listing

    853 N Larrabee St

    3.0 (9)
    853 N Larrabee St, Chicago, IL 60610
    Apply online • Pet friendly • Fitness center
  • Studio $1,655+
    1 bd $1,877+
    Base rent
    4.0 (47)
    6401 N Sheridan Rd, Chicago, IL 60626
    Apply online • Pet friendly • Parking
  • Only 1 unit left
    1 bd $1,995
    Base rent
    Verified Listing

    The Del Prado

    5307 South Hyde Park Boulevard, Chicago, IL 60615
    Apply online • Pet friendly • Fitness center
  • 828-0-city

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Frequently asked questions

When were prices and availability in Chicago, IL last updated?

Prices and availability in Chicago, IL were last updated on 12 Nov 2026.

What are the best apartments in Chicago, IL?
What type of rental buildings are in Chicago, IL?

In Chicago, 54% of the residents are renting compared to 46% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 27% of Chicago's rentals, 66% are small-scale complexes with under 50 units, and 6% are single-family rentals.