Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 34 of 92

• 9601 south charles street, Chicago 60643 Active Under Contract $210,000 · 2 bd · 2 ba · 1,470 sqft
• 730 east 91st place, Chicago 60619 Active Under Contract $179,900 · 3 bd · 2 ba · 1,400 sqft
• 4015 north milwaukee avenue 214, Chicago 60641 Active Under Contract $222,000 · 1 bd · 1 ba · 665 sqft
• 3001 south michigan avenue 1707, Chicago 60616 Active Under Contract $165,000 · 2 bd · 1 ba · 1,200 sqft
• 237 west 117th street, Chicago 60628 Active Under Contract $275,000 · 3 bd · 2 ba · 1,040 sqft
• 910 south michigan avenue 1009, Chicago 60605 Active Under Contract $229,000 · 1 bd · 1 ba · 875 sqft
• 1757 east 71st place, Chicago 60649 Active Under Contract $200,000 · 3 bd · 3 ba · 1,437 sqft
• 11742 south racine avenue, Chicago 60643 Active Under Contract $249,900 · 3 bd · 2 ba · 1,500 sqft
• 2221 east 68th street 3, Chicago 60649 Active Under Contract $114,900 · 3 bd · 2 ba · 1,878 sqft
• 633 south plymouth court 1105, Chicago 60605 Active Under Contract $210,000 · 1 bd · 1 ba · 850 sqft
• 1328 west 98th street, Chicago 60643 Active Under Contract $209,900 · 3 bd · 1 ba · 880 sqft
• 10 east ontario street 3307, Chicago 60611 Active Under Contract $270,000 · 1 bd · 1 ba · 785 sqft
• 222 north columbus drive 711, Chicago 60601 Active Under Contract $199,000 · 1 ba · 525 sqft
• 222 north columbus drive 612, Chicago 60601 Active Under Contract $275,000 · 1 bd · 1 ba · 835 sqft
• 9549 south calumet avenue, Chicago 60628 Active Under Contract $249,999 · 3 bd · 3 ba · 2,774 sqft
• 10148 south peoria street, Chicago 60643 Active Under Contract $225,000 · 3 bd · 2 ba · 1,064 sqft
• 7201 south vernon avenue, Chicago 60619 Active Under Contract $138,500 · 4 bd · 2 ba · 1,680 sqft
• 7512 south saint lawrence avenue, Chicago 60619 Active Under Contract $125,000 · 3 bd · 2 ba · 960 sqft
• 260 east chestnut street 2306, Chicago 60611 Active Under Contract $185,000 · 1 ba
• 1629 south karlov avenue, Chicago 60623 Active Under Contract $100,000 · 2 bd · 1 ba · 836 sqft
• 1114 north waller avenue, Chicago 60651 Active Under Contract $299,900 · 4 bd · 1 ba · 1,200 sqft
• 12112 south indiana avenue, Chicago 60628 Active Under Contract $269,900 · 3 bd · 2 ba · 1,750 sqft
• 1720 south michigan avenue 2404, Chicago 60616 Active Under Contract $264,000 · 1 bd · 1 ba · 750 sqft
• 4850 south lake park avenue 1507b, Chicago 60615 Active Under Contract $40,000 · 2 bd · 1 ba · 1,400 sqft
• 3709 west 66th place, Chicago 60629 Active Under Contract $195,000 · 3 bd · 1 ba · 1,038 sqft
• 6845 north northwest highway 3w, Chicago 60631 Active Under Contract $185,000 · 1 bd · 1 ba · 715 sqft
• 3201 west balmoral avenue 301, Chicago 60625 Active Under Contract $239,000 · 2 bd · 2 ba · 1,000 sqft
• 6255 south mason avenue 3a, Chicago 60638 Active Under Contract $179,900 · 2 bd · 1 ba · 900 sqft
• 2044 east 72nd place 3, Chicago 60649 Active Under Contract $80,000 · 2 bd · 1 ba · 1,000 sqft
• 9018 south brandon avenue, Chicago 60617 Active Under Contract $225,000 · 3 bd · 2 ba · 1,251 sqft
• 8425 south marshfield avenue, Chicago 60620 Active Under Contract $275,000 · 3 bd · 3 ba · 2,200 sqft
• 601 east 32nd street 800, Chicago 60616 Active Under Contract $199,999 · 2 bd · 2 ba · 1,500 sqft
• 4764 south shields avenue, Chicago 60609 Active Under Contract $219,000 · 4 bd · 2 ba · 2,500 sqft
• 565 west quincy street 1512, Chicago 60661 Active Under Contract $259,000 · 1 bd · 1 ba · 600 sqft
• 9633 south princeton avenue, Chicago 60628 Active Under Contract $124,900 · 3 bd · 1 ba · 1,155 sqft
• 7047 south eberhart avenue, Chicago 60637 Active Under Contract $124,900 · 5 bd · 3 ba · 2,400 sqft
• 8136 south drexel avenue 3, Chicago 60619 Active Under Contract $59,900 · 2 bd · 1 ba · 975 sqft
• 4850 south lake park avenue 2111, Chicago 60615 Active Under Contract $49,000 · 3 bd · 1 ba · 1,227 sqft
• 211 east ohio street 2915, Chicago 60611 Active Under Contract $275,000 · 1 bd · 1 ba
• 8011 south ada street, Chicago 60620 Active Under Contract $169,900 · 4 bd · 1 ba · 1,250 sqft
• 1550 north lake shore drive 25c, Chicago 60610 Active Under Contract $299,999 · 1 bd · 1 ba · 854 sqft
• 1434 north leamington avenue, Chicago 60651 Active Under Contract $279,900 · 3 bd · 2 ba · 713 sqft
• 6030 north sheridan road 1307, Chicago 60660 Active Under Contract $125,000 · 1 ba · 300 sqft
• 1720 south michigan avenue 2115, Chicago 60616 Active Under Contract $270,000 · 1 bd · 1 ba · 750 sqft
• 1500 west monroe street 123, Chicago 60607 Active Under Contract $291,000 · 2 bd · 1 ba · 920 sqft
• 5457 west edmunds street ga, Chicago 60630 Active Under Contract $199,500 · 2 bd · 1 ba · 850 sqft
• 4550 west 57th street 3d2, Chicago 60629 Active Under Contract $175,000 · 2 bd · 1 ba · 800 sqft
• 8347 south green street, Chicago 60620 Active Under Contract $199,900 · 4 bd · 2 ba · 1,985 sqft
• 12908 south peoria street, Chicago 60643 Active Under Contract $159,000 · 3 bd · 1 ba · 1,102 sqft
• 8023 south yates boulevard, Chicago 60617 Active Under Contract $249,000 · 3 bd · 2 ba · 1,849 sqft