Apartments Under $2000 for Rent in South Side, IL

595 rentals

Sort:

Recommended

NEW 34 HRS AGO

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Abundant light streams through the expansive windows framed by geometric brick and limestone detailing on this richly colored masonry facade, reflecting the clean lines of the Arts and Crafts Movement

$1,900+/mo

2 beds1 bath910-975 sq ft

5350-5358 S. Maryland Avenue

| 5350 S Maryland Ave, Chicago, IL 60615

3 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Set along a quiet street tucked away from Hyde Parks main thoroughfares, this property pays tribute to classic Greek and Roman architecture with entryways marked by pilasters and windows highlighted w

$1,875/mo

2 beds1 bath716 sq ft

5301-5307 S. Maryland Avenue

| 5307 S Maryland Ave, Chicago, IL 60615

1 unit available • Pets welcome • Parking

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

$1,795/mo

1 bed1 bath654 sq ft

5535 S. Kimbark Avenue

| 5535 S Kimbark Ave, Chicago, IL 60637

4 units available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
The uniformly colored brick exterior of this Arts and Crafts style edifice is accentuated by geometric terracotta detailing and horizontally oriented masonry setbacks that sweep the eye across the exp

1 bd: $1,625

3 bd: $1,999

5355-5361 S. Cottage Grove Avenue

| 5355 S Cottage Grove Ave, Chicago, IL 60615

3 units available • Pets welcome • Parking

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

$1,230/mo

0 beds1 bath360 sq ft

Ivy at Sylvan

| 5532 S Kenwood Ave, Chicago, IL 60637

1 unit available • Pets welcome • Parking

ABOUT THIS HOME
Apartment Under $2000 for Rent in South Side:
Come check out this newly rehabbed 11 unit building in South Shore, Chicago. These apartments offer great amenities. Walking distance to L & G Restaurant, Family Dollar, South Shore Food Mart, and Rai

1 bd: $885

2 bd: $1,310

2826 E 76th Pl, Chicago, IL 60649

2 units available • Parking • Somewhat walkable

Property at 7620 S Coles Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$990/mo

1 bed1 bath850 sq ft

7620 S Coles Ave, Chicago, IL 60649

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

$1,050/mo

1 bed1 bath605 sq ft

7800 S South Shore Dr, Chicago, IL 60649

Property at 7440 S Phillips Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,070+/mo

2 beds1 bath750-800 sq ft

7440 S Phillips Ave, Chicago, IL 60649

Property at 7701 S Yates Blvd, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,000+/mo

2 beds1 bath900-1,050 sq ft

7701 S Yates Blvd, Chicago, IL 60649

Property at 7656 S Kingston Ave, Chicago, IL, 60649, 2 beds, 1 bath, [object Object]

$1,686/mo

2 beds1 bath— sq ft

7656 S Kingston Ave, Chicago, IL 60649

Property at Prairie Shores - 2937 S King Dr, Chicago, IL, 60616, 0-2 beds, 1 bath, [object Object]

$943+/mo

0-2 beds1 bath400-890 sq ft

Prairie Shores

| 2937 S King Dr, Chicago, IL 60616

Property at 7616 S. Phillips Ave - 7616 S Phillips Ave, Chicago, IL, 60649, 3 beds, 1 bath, [object Object]

$1,497+/mo

3 beds1 bath— sq ft

7616 S. Phillips Ave

| 7616 S Phillips Ave, Chicago, IL 60649

Property at 7801 S Saginaw Ave, Chicago, IL, 60649, 1 bed, 1 bath, [object Object]

$950/mo

1 bed1 bath600 sq ft

7801 S Saginaw Ave, Chicago, IL 60649

Property at 427-39 E Oakwood Blvd - 427 E Oakwood Blvd, Chicago, IL, 60653, 1 bed, 1 bath, [object Object]

$1,400/mo

1 bed1 bath— sq ft

427-39 E Oakwood Blvd

| 427 E Oakwood Blvd, Chicago, IL 60653

Property at Hyde Park West Apartments & Townhomes - 5325 S Cottage Grove Ave, Chicago, IL, 60615, 0-1 beds, 1 bath, [object Object]

$1,315+/mo

0-1 beds1 bath450-710 sq ft

Hyde Park West Apartments & Townhomes

| 5325 S Cottage Grove Ave, Chicago, IL 60615

Property at 6949-6959 Merrill - 6959 S Merrill Ave, Chicago, IL, 60649, 2-3 beds, 1 bath, [object Object]

$1,375+/mo

2-3 beds1 bath— sq ft

6949-6959 Merrill

| 6959 S Merrill Ave, Chicago, IL 60649

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

$1,246+/mo

0-3 beds1 bath469-944 sq ft

Eden Commons

| 2701 S Indiana Ave, Chicago, IL 60616

Property at 5129 S Harper Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$850+/mo

0 beds1 bath300 sq ft

5129 S Harper Ave, Chicago, IL 60615

Property at LAKE PARK MANOR - 3625 S Lake Park Ave, Chicago, IL, 60653, 1-4 bed, 1 bath, [object Object]

$1,200+/mo

1-4 bed1 bath— sq ft

LAKE PARK MANOR

| 3625 S Lake Park Ave, Chicago, IL 60653

Property at Highlands Tudor Manor - A 55+ Community - 7018 S Cregier Ave, Chicago, IL, 60649, 0-1 beds, 1 bath, [object Object]

$750+/mo

0-1 beds1 bath302-413 sq ft

Highlands Tudor Manor - A 55+ Community

| 7018 S Cregier Ave, Chicago, IL 60649

Property at Hilliard Towers - 2030 S Clark St, Chicago, IL, 60616, 2 beds, 1 bath, [object Object]

$1,372/mo

2 beds1 bath— sq ft

Hilliard Towers

| 2030 S Clark St, Chicago, IL 60616

Property at The Doral - 7616 S South Shore Dr, Chicago, IL, 60649, 0 beds, 1 bath, [object Object]

$675+/mo

0 beds1 bath— sq ft

The Doral

| 7616 S South Shore Dr, Chicago, IL 60649

Property at 4344 Ellis MOBILITY ZONE - 4344 S Ellis Ave, Chicago, IL, 60653, 0-1 beds, 1 bath, [object Object]

$975+/mo

0-1 beds1 bath380-550 sq ft

4344 Ellis MOBILITY ZONE

| 4344 S Ellis Ave, Chicago, IL 60653

Property at Willard Square Apartments - 4907 S Saint Lawrence Ave, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$1,462/mo

2 beds1 bath912 sq ft

Willard Square Apartments

| 4907 S Saint Lawrence Ave, Chicago, IL 60615

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 5240-50 S. Drexel Ave. - 5240 S Drexel Ave, Chicago, IL, 60615, 2 beds, 1 bath, [object Object]

$1,500/mo

2 beds1 bath— sq ft

5240-50 S. Drexel Ave.

| 5240 S Drexel Ave, Chicago, IL 60615

Property at Ivy at Fairfax - 1369 E Hyde Park Blvd, Chicago, IL, 60615, 1-2 bed, 1 bath, [object Object]

$1,470+/mo

1-2 bed1 bath626-807 sq ft

Ivy at Fairfax

| 1369 E Hyde Park Blvd, Chicago, IL 60615

Property at 7800-06 S Essex - 7800 S Essex Ave, Chicago, IL, 60649, 1-2 bed, 1 bath, [object Object]

$890+/mo

1-2 bed1 bath650 sq ft

7800-06 S Essex

| 7800 S Essex Ave, Chicago, IL 60649

Property at 4901-09 S Champlain Ave / 635-41 E 49th St - 4901 S Champlain Ave, Chicago, IL, 60615, 2 beds, 2 baths, [object Object]

$1,875/mo

2 beds2 baths— sq ft

4901-09 S Champlain Ave / 635-41 E 49th St

| 4901 S Champlain Ave, Chicago, IL 60615

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

$865/mo

1 bed1 bath525 sq ft

7706 South Coles

| 7706 S Coles Ave, Chicago, IL 60649

Property at Hyde Park Apartments - 1030 E Hyde Park Blvd, Chicago, IL, 60615, 2-3 beds, 1 bath, [object Object]

$1,600+/mo

2-3 beds1 bath— sq ft

Hyde Park Apartments

| 1030 E Hyde Park Blvd, 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 4700 Lake Park - 4700 S Lake Park Ave, Chicago, IL, 60615, 0 beds, 1 bath, [object Object]

$1,214+/mo

0 beds1 bath480 sq ft

4700 Lake Park

| 4700 S Lake Park Ave, Chicago, IL 60615

Property at Country Club Apartments - 6930 S South Shore Dr, Chicago, IL, 60649, 0-1 beds, 1 bath, [object Object]

$725+/mo

0-1 beds1 bath— sq ft

Country Club Apartments

| 6930 S South Shore Dr, Chicago, IL 60649

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

$840+/mo

1-2 bed1 bath550-850 sq ft

7609 S Coles Ave, Chicago, IL 60649

Property at 7850 S Constance Ave, Chicago, IL, 60649, 0-1 beds, 1 bath, [object Object]

$775+/mo

0-1 beds1 bath400-550 sq ft

7850 S Constance Ave, Chicago, IL 60649

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

$1,200/mo

2 beds1 bath1,050 sq ft

5850-58 S. King Drive

| 5850 S King Dr, Chicago, IL 60637

Property at 7316 S Jeffery Blvd, Chicago, IL, 60649, 2-4 beds, 1-1.5 bath, [object Object]

$965+/mo

2-4 beds1-1.5 bath750-1,300 sq ft

7316 S Jeffery Blvd, Chicago, IL 60649

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

$885+/mo

1 bed1 bath500 sq ft

1931 E 71st St, Chicago, IL 60649

Property at 49th Street Apartments - 816 E 49th St, Chicago, IL, 60615, 1 bed, 1 bath, [object Object]

$1,100+/mo

1 bed1 bath750 sq ft

49th Street Apartments

| 816 E 49th St, Chicago, IL 60615

Viewing page 4 of 9

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.

More to explore in South Side, IL

Property Types
Bedrooms
Amenities
Price

Apartments for rent near South Side, IL

Cities
Rental Buildings

Neighborhoods
Zip Codes

Popular rental markets in Illinois

Rentals
Apartments

Related searches in South Side, IL

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Apartments Under $2000 for Rent in South Side, IL

More to explore in South Side, IL

Rentals near South Side, IL

Cities

Apartments for rent near South Side, IL

Popular rental markets in Illinois

Related searches in South Side, IL