Apartments Under $2000 for Rent in South Side, IL

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ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
5528 reflects the balance and simplicity of the Arts and Crafts movement so prevalent to the neighborhood: Projecting courses of red brick create horizontal shadow lines that mirror the limestone deta

Studio: $1,195

1 bd: $1,485

5528-5532 S. Everett Avenue

| 5532 S Everett Ave, Chicago, IL 60637

2 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
This 24-unit property in Washington Park, Chicago features great amenities. Walking distance to Save-A-Lot, Rothschild Liquor Mart, and Sammy's Grill & Restaurant. Pets are welcome!This property is ea

$1,075/mo

2 beds1 bath679 sq ft

6224 S King Dr, Chicago, IL 60637

1 unit available • Parking • Somewhat walkable

$1,750/mo

2 beds1 bath— sq ft

6600 S Ingleside Ave, Chicago, IL 60637

No deposit • Very walkable • Excellent transit

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Kenwood Originally settled by wealthy Chicagoans while it was still a commuter-suburb, Kenwood is still home to some of the largest single-family homes within the city. Once one of the most affluent

$1,495/mo

1 bed1 bath— sq ft

4742-48 S. Woodlawn Ave

| 4742 S Woodlawn Ave, Chicago, IL 60615

1 unit available • Cats welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
At Ivy Kenwood, comfortable Hyde Park living is within reach. Our community is nestled in the heart of Hyde Park, one of Chicago's most historic neighborhoods, and just steps away from all the excitem

$1,398/mo

1 bed1.5 baths548 sq ft

Ivy Kenwood

| 5220 S Kenwood Ave, Chicago, IL 60615

1 unit available • Pets welcome • Parking

$1,686/mo

2 beds1 bath— sq ft

7635 S East End Ave, Chicago, IL 60649

5 units available • Very walkable • Good transit

Property at 5034-5046 S. Woodlawn Avenue - 5046 S Woodlawn Ave, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,585+/mo

1-2 bed1 bath785-804 sq ft

5034-5046 S. Woodlawn Avenue

| 5046 S Woodlawn Ave, Chicago, IL 60615

Property at 5416 S. Woodlawn Avenue - 5416 S Woodlawn Ave, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$2,000/mo

2 beds1 bath742 sq ft

5416 S. Woodlawn Avenue

| 5416 S Woodlawn Ave, Chicago, IL 60615

Property at Algonquin Apartments - 1606 E Hyde Park Blvd, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,450+/mo

0-2 beds1 bath400-850 sq ft

Algonquin Apartments

| 1606 E Hyde Park Blvd, Chicago, IL 60615

Property at University Manor Apartments - 5111 S University Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,495/mo

0 beds1 bath300 sq ft

University Manor Apartments

| 5111 S University Ave, Chicago, IL 60615

Property at Shorewind Apartments Tower - 2373 E 70th St, Chicago, IL, 60649, 0 beds, 1 bath, [object Object]

$1,250/mo

0 beds1 bath370-600 sq ft

Shorewind Apartments Tower

| 2373 E 70th St, Chicago, IL 60649

Property at Ivy at Shelbryne - 5110 S Kenwood Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,180/mo

0 beds1 bath569 sq ft

Ivy at Shelbryne

| 5110 S Kenwood Ave, Chicago, IL 60615

Property at 7748 S. Essex Ave - 7748 S Essex Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,686/mo

2 beds1 bath— sq ft

7748 S. Essex Ave

| 7748 S Essex Ave, Chicago, IL 60649

Property at 4721 S. Ellis Avenue - 4729 S Ellis Ave, Chicago, IL, 60615, 0-2 beds, 1-2 bath, [object Object]

$1,055+/mo

0-2 beds1-2 bath326-727 sq ft

4721 S. Ellis Avenue

| 4729 S Ellis Ave, Chicago, IL 60615

Property at 5500 S. Cornell Avenue - 5493 S Cornell Ave, Chicago, IL, 60615, 0-3 beds, 1 bath, [object Object]

$1,145+/mo

0-3 beds1 bath274-750 sq ft

5500 S. Cornell Avenue

| 5493 S Cornell Ave, Chicago, IL 60615

Property at 7131-51 S Bennett - 7131 S Bennett Ave, Chicago, IL, 60649, 1-3 bed, 1 bath, [object Object]

$1,300+/mo

1-3 bed1 bath— sq ft

7131-51 S Bennett

| 7131 S Bennett Ave, Chicago, IL 60649

Property at 1101 E. Hyde Park Boulevard - 1101 E Hyde Park Blvd, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,625/mo

1 bed1 bath716 sq ft

1101 E. Hyde Park Boulevard

| 1101 E Hyde Park Blvd, Chicago, IL 60615

Property at The Trilogy at Hyde Park - 1310 E Hyde Park Blvd, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,475/mo

1 bed1 bath595 sq ft

The Trilogy at Hyde Park

| 1310 E Hyde Park Blvd, Chicago, IL 60615

Property at Ivy Dorchester - 5118 S Dorchester Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,045+/mo

0 beds1 bath337-394 sq ft

Ivy Dorchester

| 5118 S Dorchester Ave, Chicago, IL 60615

Property at 7511 S Yale Ave, Chicago, IL, 60620, 3 beds, 1 bath, [object Object]

$1,860/mo

3 beds1 bath— sq ft

7511 S Yale Ave, Chicago, IL 60620

Property at The Blackwood - 5200 S Blackstone Ave, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,650+/mo

1-2 bed1 bath450-725 sq ft

The Blackwood

| 5200 S Blackstone Ave, Chicago, IL 60615

Property at Maple Court - 1126 E 47th St, Chicago, IL, 60653, 1 bed, 1 bath, [object Object]

$1,399+/mo

1 bed1 bath493-582 sq ft

Maple Court

| 1126 E 47th St, Chicago, IL 60653

Property at 1949 E 73rd Pl, Chicago, IL, 60649, 0-2 beds, 1 bath, [object Object]

$1,200+/mo

0-2 beds1 bath— sq ft

1949 E 73rd Pl, Chicago, IL 60649

Property at Regents Park - 5035 S East End Ave, Chicago, IL, 60615, 0-1 beds, 1 bath, [object Object]

$1,775+/mo

0-1 beds1 bath450-750 sq ft

Regents Park

| 5035 S East End Ave, Chicago, IL 60615

Property at 6700 S. Constance - 6700 S Constance Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$1,450+/mo

1 bed1 bath500 sq ft

6700 S. Constance

| 6700 S Constance Ave, Chicago, IL 60649

Property at 5415 S. Woodlawn Avenue - 5415 S Woodlawn Ave, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,795/mo

1 bed1 bath719 sq ft

5415 S. Woodlawn Avenue

| 5415 S Woodlawn Ave, Chicago, IL 60615

Property at 5300-5308 S. Hyde Park Boulevard - 5308 S Hyde Park Blvd, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$1,850+/mo

2 beds1 bath925-940 sq ft

5300-5308 S. Hyde Park Boulevard

| 5308 S Hyde Park Blvd, Chicago, IL 60615

Property at Paramour - 4850 S Drexel Blvd, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,800/mo

1 bed1 bath628 sq ft

Paramour

| 4850 S Drexel Blvd, Chicago, IL 60615

Property at 5411-5421 S. Ellis Avenue - 5421 S Ellis Ave, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$1,880/mo

2 beds1 bath755 sq ft

5411-5421 S. Ellis Avenue

| 5421 S Ellis Ave, Chicago, IL 60615

Property at 7031 S Chappel Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$1,005/mo

1 bed1 bath750 sq ft

7031 S Chappel Ave, Chicago, IL 60649

Property at The Del Prado - 5307 S Hyde Park Blvd, Chicago, IL, 60615, 0-1 beds, 1 bath, [object Object]

$1,675+/mo

0-1 beds1 bath429-612 sq ft

The Del Prado

| 5307 S Hyde Park Blvd, Chicago, IL 60615

Property at 7828 S. Drexel Ave - 7828 S Drexel Ave, Chicago, IL, 60619, 2-3 beds, 1 bath, [object Object]

$1,550+/mo

2-3 beds1 bath569-600 sq ft

7828 S. Drexel Ave

| 7828 S Drexel Ave, Chicago, IL 60619

Property at Ivy Hastings - 5125 S Kenwood Ave, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,415+/mo

1-2 bed1 bath545-830 sq ft

Ivy Hastings

| 5125 S Kenwood Ave, Chicago, IL 60615

Property at Twin Towers Apartments - 1649 E 50th St, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,417+/mo

0 beds1 bath428-508 sq ft

Twin Towers Apartments

| 1649 E 50th St, Chicago, IL 60615

Property at Ellis Court - 5309 S Ellis Ave, Chicago, IL, 60615, 0-1 beds, 1 bath, [object Object]

$1,375+/mo

0-1 beds1 bath397-573 sq ft

Ellis Court

| 5309 S Ellis Ave, Chicago, IL 60615

Property at Ivy Dickens - 5330 S Blackstone Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,070/mo

0 beds1 bath287 sq ft

Ivy Dickens

| 5330 S Blackstone Ave, Chicago, IL 60615

Property at Windermere House - 1642 E 56th St, Chicago, IL, 60637, 1 bed, 1 bath, [object Object]

$1,920/mo

1 bed1 bath621 sq ft

Windermere House

| 1642 E 56th St, Chicago, IL 60637

Property at 5222-38 S. Drexel Avenue - 5222 S Drexel Ave, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,675+/mo

1-2 bed1 bath846-1,004 sq ft

5222-38 S. Drexel Avenue

| 5222 S Drexel Ave, Chicago, IL 60615

Property at Park Apartments - 220 E Garfield Blvd, Chicago, IL, 60615, 2-3 beds, 1-10 bath, [object Object]

$1,460+/mo

2-3 beds1-10 bath850-1,250 sq ft

Park Apartments

| 220 E Garfield Blvd, Chicago, IL 60615

Property at Ivy at Ridgewood - 5410 S Ridgewood Ct, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$1,850/mo

2 beds1 bath941 sq ft

Ivy at Ridgewood

| 5410 S Ridgewood Ct, Chicago, IL 60615

Property at East Park Tower - 5242 S Hyde Park Blvd, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,485/mo

0 beds1 bath488 sq ft

East Park Tower

| 5242 S Hyde Park Blvd, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Sun Dec 21 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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