Apartments Under $2000 for Rent in South Side, IL

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NEW 31 HRS AGO

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Built in 1920, Del Prado was one of the largest of Hyde Park's fashionable apartment hotels and attracted famous visitors, including Amelia Earhart, Babe Ruth, Mickey Mantle, Yogi Berra, and Joe Dimag

Studio: $1,800

1 bd: $1,795

The Del Prado

| 5307 S Hyde Park Blvd, Chicago, IL 60615

17 units available • Pets welcome •

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Get ready to experience true Hyde Park living at Ivy at Sylvan, a Tudor-style apartment community steps from UChicago offering renovated studio and one-bedroom apartments. With a prime location off 55

$1,420+/mo

1 bed1 bath457-492 sq ft

Ivy at Sylvan

| 5532 S Kenwood Ave, Chicago, IL 60637

2 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Originally one of Chicago's most luxurious 1920's apartment hotels, Windermere House was designed to be the most sophisticated and elegant residence of its day. Today, it remains a testament to that v

$1,890+/mo

1 bed1 bath621 sq ft

Windermere House

| 1642 E 56th St, Chicago, IL 60637

13 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Looking for an affordable and updated apartment in Chatham & Greater Grand Crossing? If so, look no further! Our spacious, recently updated, and meticulously maintained apartments offer ample and rela

$1,025/mo

1 bed1 bath— sq ft

7505 Calumet Apartments

| 7505 S Calumet Ave, Chicago, IL 60619

1 unit available • Pets welcome • Parking

NEW 10 HRS AGO

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
This 34 unit building in South Shore, Chicago features great amenities. Walking distance to Crandon Super Market, Rosenblum Drugs and can be easily accessed via CTA 71 South Shore & 6 Jackson Park Exp

$805/mo

0 beds1 bath350 sq ft

2235 E 71st St, Chicago, IL 60649

1 unit available • Parking • Very walkable

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
5535 S. Kimbark, a close knit yet spacious apartment community with a beautiful brick facade, is centrally located in one of Chicago's most historic and happening neighborhoods- Hyde Park. Just two bl

$1,895/mo

1 bed1 bath654 sq ft

5535 S. Kimbark Avenue

| 5535 S Kimbark Ave, Chicago, IL 60637

4 units available • Pets welcome • Parking

Property at 6829 S King Dr, Chicago, IL, 60637, 1 bed, 1 bath, [object Object]

$930/mo

1 bed1 bath625 sq ft

6829 S King Dr, Chicago, IL 60637

Property at 1742-56 E 72nd St - 1742 E 72nd St, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,040/mo

2 beds1 bath800 sq ft

1742-56 E 72nd St

| 1742 E 72nd St, Chicago, IL 60649

Property at 7706 South Coles - 7706 S Coles Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$1,040/mo

1 bed1 bath600 sq ft

7706 South Coles

| 7706 S Coles Ave, Chicago, IL 60649

Property at 1931 E 71st St, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$985/mo

1 bed1 bath500 sq ft

1931 E 71st St, Chicago, IL 60649

Property at 5504-12 S Wabash Ave - 5504 S Wabash Ave, Chicago, IL, 60637, 2 beds, 1 bath, [object Object]

$1,160/mo

2 beds1 bath715 sq ft

5504-12 S Wabash Ave

| 5504 S Wabash Ave, Chicago, IL 60637

Property at 7241-49 S Phillips Ave - 7241 S Phillips Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$890/mo

1 bed1 bath575 sq ft

7241-49 S Phillips Ave

| 7241 S Phillips Ave, Chicago, IL 60649

Property at 7131-45 S Yates Blvd - 7131 S Yates Blvd, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,125/mo

2 beds1 bath800 sq ft

7131-45 S Yates Blvd

| 7131 S Yates Blvd, Chicago, IL 60649

Property at 5850-58 S. King Drive - 5850 S King Dr, Chicago, IL, 60637, 2-3 beds, 1 bath, [object Object]

$1,300+/mo

2-3 beds1 bath1,050 sq ft

5850-58 S. King Drive

| 5850 S King Dr, Chicago, IL 60637

Property at 7639 S. Colfax Ave. - 7639 S Colfax Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,686/mo

2 beds1 bath— sq ft

7639 S. Colfax Ave.

| 7639 S Colfax Ave, Chicago, IL 60649

Property at 5405-5407 S. Woodlawn Avenue - 5407 S Woodlawn Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,415/mo

0 beds1 bath400 sq ft

5405-5407 S. Woodlawn Avenue

| 5407 S Woodlawn Ave, Chicago, IL 60615

Property at Eden Commons - 2701 S Indiana Ave, Chicago, IL, 60616, 0-3 beds, 1 bath, [object Object]

$1,378+/mo

0-3 beds1 bath469-944 sq ft

Eden Commons

| 2701 S Indiana Ave, Chicago, IL 60616

Property at 6901-17 S. Paxton/2211-17 E 69th St. - 6901 S Paxton Ave, Chicago, IL, 60649, 3-4 beds, 2 baths, [object Object]

$1,400+/mo

3-4 beds2 baths— sq ft

6901-17 S. Paxton/2211-17 E 69th St.

| 6901 S Paxton Ave, Chicago, IL 60649

Property at 7701 S Stewart Ave, Chicago, IL, 60620, 0-1 beds, 1 bath, [object Object]

$815+/mo

0-1 beds1 bath405-415 sq ft

7701 S Stewart Ave, Chicago, IL 60620

Property at 6949-59 S. Paxton - 6949 S Paxton Ave, Chicago, IL, 60649, 1-2 bed, 1 bath, [object Object]

$1,000+/mo

1-2 bed1 bath— sq ft

6949-59 S. Paxton

| 6949 S Paxton Ave, Chicago, IL 60649

Property at 7801-13 S Essex - 7801 S Essex Ave, Chicago, IL, 60649, 1-2 bed, 1 bath, [object Object]

$965+/mo

1-2 bed1 bath650-825 sq ft

7801-13 S Essex

| 7801 S Essex Ave, Chicago, IL 60649

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

$1,035+/mo

0-2 beds1 bath325-657 sq ft

4721 S. Ellis Avenue

| 4729 S Ellis Ave, Chicago, IL 60615

Property at Oakwood Shores - 3859 S Vincennes Ave, Chicago, IL, 60653, 1-2 bed, 1-2 bath, [object Object]

$1,214+/mo

1-2 bed1-2 bath571-1,023 sq ft

Oakwood Shores

| 3859 S Vincennes Ave, Chicago, IL 60653

Property at Woodlawn Terrace - 4740 S Woodlawn Ave, Chicago, IL, 60615, 0-2 beds, 1 bath, [object Object]

$1,095+/mo

0-2 beds1 bath349-805 sq ft

Woodlawn Terrace

| 4740 S Woodlawn Ave, Chicago, IL 60615

Property at 7801-11 S Yates Blvd - 7801 S Yates Blvd, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,080/mo

2 beds1 bath700 sq ft

7801-11 S Yates Blvd

| 7801 S Yates Blvd, Chicago, IL 60649

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

$1,495/mo

0 beds1 bath397 sq ft

Ellis Court

| 5309 S Ellis Ave, Chicago, IL 60615

Property at 7800 S South Shore Dr, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$1,125/mo

1 bed1 bath615 sq ft

7800 S South Shore Dr, Chicago, IL 60649

Property at 7657 S East End Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$1,150/mo

1 bed1 bath700 sq ft

7657 S East End Ave, Chicago, IL 60649

Property at 212 E 69th Pl, Chicago, IL, 60637, 3 beds, 1 bath, [object Object]

$1,215/mo

3 beds1 bath950 sq ft

212 E 69th Pl, Chicago, IL 60637

Property at 7800 S Michigan Ave, Chicago, IL, 60619, 0 beds, 1 bath, [object Object]

$865/mo

0 beds1 bath500 sq ft

7800 S Michigan Ave, Chicago, IL 60619

Property at 7549 S Essex Ave, Chicago, IL, 60649, 2-3 beds, 1 bath, [object Object]

$1,686+/mo

2-3 beds1 bath— sq ft

7549 S Essex Ave, Chicago, IL 60649

Property at Park Shore View - 7741 S Shore Dr, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$800/mo

1 bed1 bath— sq ft

Park Shore View

| 7741 S Shore Dr, Chicago, IL 60615

Property at 211-17 E 71st - 211 E 71st St, Chicago, IL, 60621, 0-1 beds, 1 bath, [object Object]

$845+/mo

0-1 beds1 bath425-600 sq ft

211-17 E 71st

| 211 E 71st St, Chicago, IL 60621

Property at 7609 S Coles Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,170/mo

2 beds1 bath675 sq ft

7609 S Coles Ave, Chicago, IL 60649

Property at 7800-06 S Essex - 7800 S Essex Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$850/mo

1 bed1 bath600 sq ft

7800-06 S Essex

| 7800 S Essex Ave, Chicago, IL 60649

Property at 7354-58 S Dorchester Ave - 7354 S Dorchester Ave, Chicago, IL, 60619, 0 beds, 1 bath, [object Object]

$755/mo

0 beds1 bath400 sq ft

7354-58 S Dorchester Ave

| 7354 S Dorchester Ave, Chicago, IL 60619

Property at 4240-48 Michigan - 4240 S Michigan Ave, Chicago, IL, 60653, 2 beds, 1 bath, [object Object]

$1,554/mo

2 beds1 bath540-665 sq ft

4240-48 Michigan

| 4240 S Michigan Ave, Chicago, IL 60653

Property at 6101 S Langley Ave, Chicago, IL, 60637, 1 bed, 1 bath, [object Object]

$1,150/mo

1 bed1 bath600 sq ft

6101 S Langley Ave, Chicago, IL 60637

Property at 7254 S University Ave, Chicago, IL, 60619, 2 beds, 1 bath, [object Object]

$1,020+/mo

2 beds1 bath612-761 sq ft

7254 S University Ave, Chicago, IL 60619

Property at 6210-16 S. Dorchester Ave. - 6210 S Dorchester Ave, Chicago, IL, 60637, 2 beds, 1 bath, [object Object]

$1,395/mo

2 beds1 bath1,078-1,106 sq ft

6210-16 S. Dorchester Ave.

| 6210 S Dorchester Ave, Chicago, IL 60637

Property at 5401 Cornell by 3L Living - 5401 S Cornell Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$919+/mo

0 beds1 bath300-380 sq ft

5401 Cornell by 3L Living

| 5401 S Cornell Ave, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Fri Oct 24 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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