Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 43 of 92

• 1145 east 90th street, Chicago 60619 Active Under Contract $260,000 · 3 bd · 2 ba · 1,850 sqft
• 5418 south dorchester avenue 3, Chicago 60615 Active Under Contract $140,000 · 2 bd · 1 ba
• 6622 north ashland avenue 1, Chicago 60626 Active Under Contract $299,900 · 2 bd · 2 ba · 1,200 sqft
• 2035 south indiana avenue 210, Chicago 60616 Active Under Contract $293,000 · 2 bd · 2 ba · 1,200 sqft
• 6359 north ridge avenue 206, Chicago 60660 Active Under Contract $139,000 · 1 bd · 1 ba · 809 sqft
• 8328 south essex avenue, Chicago 60617 Active Under Contract $218,000 · 4 bd · 2 ba · 1,200 sqft
• 1725 east 84th street, Chicago 60617 Active Under Contract $299,000 · 3 bd · 2 ba · 1,888 sqft
• 4410 north long avenue 1, Chicago 60630 Active Under Contract $225,000 · 2 bd · 1 ba · 1,100 sqft
• 6817 north olmsted avenue 201, Chicago 60631 Active Under Contract $239,900 · 2 bd · 1 ba · 1,200 sqft
• 8504 south baltimore avenue, Chicago 60617 Active Under Contract $274,900 · 4 bd · 3 ba · 1,700 sqft
• 442 west 126th street, Chicago 60628 Active Under Contract $165,000 · 2 bd · 1 ba · 940 sqft
• 30 east huron street 2406, Chicago 60611 Active Under Contract $275,000 · 1 bd · 1 ba
• 2325 north neva avenue 401b, Chicago 60707 Active Under Contract $179,900 · 2 bd · 1 ba · 1,000 sqft
• 5944 south albany avenue, Chicago 60629 Active Under Contract $270,000 · 3 bd · 2 ba · 1,280 sqft
• 6301 north sheridan road 14-o, Chicago 60660 Active Under Contract $230,000 · 2 bd · 2 ba · 1,185 sqft
• 655 west irving park road 2008, Chicago 60613 Active Under Contract $229,000 · 1 bd · 1 ba · 786 sqft
• 8610 south ingleside avenue, Chicago 60619 Active Under Contract $99,900 · 3 bd · 2 ba · 1,224 sqft
• 25 north menard avenue 2s, Chicago 60644 Active Under Contract $239,000 · 3 bd · 2 ba · 1,500 sqft
• 1067 west 97th street, Chicago 60643 Active Under Contract $229,900 · 4 bd · 2 ba · 2,114 sqft
• 7930 south maryland avenue, Chicago 60619 Active Under Contract $79,000 · 2 bd · 1 ba · 924 sqft
• 926 west ainslie street 3s, Chicago 60640 Active Under Contract $275,000 · 1 bd · 1 ba · 725 sqft
• 7639 south ada street, Chicago 60620 Active Under Contract $299,900 · 3 bd · 2 ba · 963 sqft
• 545 north dearborn street 2505, Chicago 60654 Active Under Contract $250,000 · 1 bd · 1 ba · 729 sqft
• 5065 west gladys avenue d, Chicago 60644 Active Under Contract $159,900 · 2 bd · 2 ba · 1,049 sqft
• 1645 west ogden avenue 718, Chicago 60612 Active Under Contract $250,000 · 1 bd · 1 ba · 800 sqft
• 1122 west lunt avenue 8c, Chicago 60626 Active Under Contract $159,950 · 2 bd · 1 ba · 950 sqft
• 450 west briar place 8f, Chicago 60657 Active Under Contract $255,000 · 1 bd · 1 ba
• 11121 south ewing avenue, Chicago 60617 Active Under Contract $279,900 · 3 bd · 2 ba · 1,056 sqft
• 8132 south paxton avenue, Chicago 60617 Active Under Contract $299,900 · 4 bd · 3 ba · 1,250 sqft
• 10426 south calhoun avenue, Chicago 60617 Active Under Contract $239,000 · 4 bd · 2 ba · 3,125 sqft
• 5551 south kenneth avenue, Chicago 60629 Active Under Contract $269,873 · 2 bd · 1 ba · 738 sqft
• 6811 north olmsted avenue 205, Chicago 60631 Active Under Contract $215,000 · 2 bd · 1 ba · 1,050 sqft
• 5415 north sheridan road 4703, Chicago 60640 Active Under Contract $149,000 · 1 ba
• 5415 north sheridan road 708, Chicago 60640 Active Under Contract $219,900 · 1 bd · 1 ba · 680 sqft
• 6712 south eberhart avenue, Chicago 60637 Active Under Contract $95,000 · 3 bd · 1 ba · 1,107 sqft
• 7310 north harlem street 102, Chicago 60631 Active Under Contract $150,000 · 1 bd · 1 ba
• 8839 south throop street, Chicago 60620 Active Under Contract $106,250 · 4 bd · 2 ba · 1,068 sqft
• 2738 south wentworth avenue 5f, Chicago 60616 Active Under Contract $299,900 · 3 bd · 2 ba · 1,200 sqft
• 6921 north ashland boulevard 1b, Chicago 60626 Active Under Contract $148,500 · 1 bd · 1 ba · 750 sqft
• 3420 north lake shore drive 10h, Chicago 60657 Active Under Contract $255,000 · 1 bd · 1 ba
• 11808 south union avenue, Chicago 60628 Active Under Contract $174,900 · 4 bd · 1 ba · 1,500 sqft
• 2504 east 96th street, Chicago 60617 Active Under Contract $215,000 · 2 bd · 2 ba · 937 sqft
• 7205 west ibsen street, Chicago 60631 Active Under Contract $299,000 · 3 bd · 1 ba · 1,208 sqft
• 2836 north dawson avenue 1w, Chicago 60618 Active Under Contract $284,900 · 2 bd · 1 ba
• 512 north mcclurg court 5002, Chicago 60611 Active Under Contract $250,000 · 1 ba · 651 sqft
• 300 north state street 4333, Chicago 60654 Active Under Contract $284,000 · 1 bd · 1 ba · 726 sqft
• 2129 north kedzie boulevard 1, Chicago 60647 Active Under Contract $250,000 · 1 bd · 1 ba
• 1410 north laramie avenue, Chicago 60651 Active Under Contract $229,000 · 2 bd · 1 ba · 1,050 sqft
• 1210 west jarvis avenue 2n, Chicago 60626 Active Under Contract $200,000 · 1 bd · 1 ba · 800 sqft
• 11237 south champlain avenue, Chicago 60628 Active Under Contract $212,900 · 2 bd · 2 ba · 1,020 sqft