Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 42 of 92

• 7707 west irving park road 308, Chicago 60634 Active Under Contract $299,000 · 2 bd · 2 ba · 1,122 sqft
• 8733 south ridgeland avenue, Chicago 60617 Active Under Contract $145,000 · 3 bd · 2 ba · 1,463 sqft
• 910 south michigan avenue 617, Chicago 60605 Active Under Contract $260,000 · 1 bd · 1 ba · 905 sqft
• 2605 south indiana avenue 1404, Chicago 60616 Active Under Contract $140,000 · 1 bd · 1 ba · 760 sqft
• 6157 north sheridan road 18e, Chicago 60660 Active Under Contract $179,500 · 1 bd · 1 ba · 850 sqft
• 175 east delaware place 4921, Chicago 60611 Active Under Contract $219,000 · 1 ba · 528 sqft
• 9501 south racine avenue, Chicago 60643 Active Under Contract $179,900 · 3 bd · 3 ba · 1,300 sqft
• 1550 south blue island avenue 613, Chicago 60608 Active Under Contract $235,000 · 1 bd · 1 ba · 750 sqft
• 6445 south racine avenue, Chicago 60636 Active Under Contract $79,000 · 4 bd · 3 ba · 1,679 sqft
• 4954 west patterson avenue 1, Chicago 60641 Active Under Contract $129,000 · 1 bd · 1 ba · 500 sqft
• 1844 south michigan avenue 104, Chicago 60616 Active Under Contract $265,000 · 1 bd · 1 ba · 800 sqft
• 1340 west touhy avenue 202, Chicago 60626 Active Under Contract $195,000 · 1 bd · 1 ba · 800 sqft
• 10243 south parnell avenue, Chicago 60628 Active Under Contract $169,000 · 2 bd · 1 ba · 900 sqft
• 7845 south union avenue, Chicago 60620 Active Under Contract $275,000 · 3 bd · 2 ba · 2,900 sqft
• 1227 east hyde park boulevard 2, Chicago 60615 Active Under Contract $298,000 · 3 bd · 2 ba
• 655 west irving park road 5411, Chicago 60613 Active Under Contract $235,000 · 1 bd · 1 ba · 750 sqft
• 5459 south ingleside avenue 3s, Chicago 60615 Active Under Contract $235,000 · 2 bd · 1 ba
• 1534 east 86th place, Chicago 60619 Active Under Contract $260,000 · 3 bd · 2 ba · 1,356 sqft
• 1528 south wabash avenue 603, Chicago 60605 Active Under Contract $249,000 · 2 bd · 1 ba · 1,101 sqft
• 4332 south wood street, Chicago 60609 Active Under Contract $229,000 · 4 bd · 2 ba · 969 sqft
• 8317 south aberdeen street, Chicago 60620 Active Under Contract $219,000 · 4 bd · 2 ba · 1,100 sqft
• 4614 south calumet avenue 3s, Chicago 60653 Active Under Contract $229,500 · 3 bd · 2 ba
• 9206 south normal avenue, Chicago 60620 Active Under Contract $104,999 · 3 bd · 1 ba · 1,155 sqft
• 5440 west windsor avenue 3a, Chicago 60630 Active Under Contract $234,000 · 2 bd · 1 ba · 1,000 sqft
• 12762 south union avenue, Chicago 60628 Active Under Contract $75,000 · 3 bd · 2 ba · 1,410 sqft
• 600 south dearborn street 803, Chicago 60605 Active Under Contract $225,000 · 1 bd · 1 ba · 914 sqft
• 440 north mcclurg court 512, Chicago 60611 Active Under Contract $247,500 · 1 bd · 1 ba · 650 sqft
• 940 west 116th place, Chicago 60643 Active Under Contract $135,000 · 3 bd · 2 ba · 900 sqft
• 8126 south ada street, Chicago 60620 Active Under Contract $279,900 · 3 bd · 3 ba · 1,800 sqft
• 6221 north niagara avenue 506, Chicago 60631 Active Under Contract $245,000 · 2 bd · 2 ba · 1,200 sqft
• 6537 south francisco avenue, Chicago 60629 Active Under Contract $220,000 · 3 bd · 2 ba · 1,254 sqft
• 9546 south emerald avenue, Chicago 60628 Active Under Contract $195,000 · 3 bd · 1 ba · 1,070 sqft
• 405 north wabash avenue 714, Chicago 60611 Active Under Contract $249,999 · 1 bd · 1 ba · 890 sqft
• 9250 south ada street, Chicago 60620 Active Under Contract $195,000 · 5 bd · 3 ba · 1,318 sqft
• 5415 north sheridan road 3407, Chicago 60640 Active Under Contract $188,000 · 1 ba · 580 sqft
• 5022 west schubert avenue, Chicago 60639 Active Under Contract $269,900 · 3 bd · 1 ba · 1,098 sqft
• 3820 west 47th street 2se, Chicago 60632 Active Under Contract $132,000 · 2 bd · 1 ba · 800 sqft
• 655 west irving park road 716, Chicago 60613 Active Under Contract $220,000 · 1 bd · 1 ba · 840 sqft
• 8906 south hermitage avenue, Chicago 60620 Active Under Contract $185,000 · 3 bd · 3 ba · 1,785 sqft
• 1660 north la salle drive 210, Chicago 60614 Active Under Contract $210,000 · 1 bd · 1 ba
• 10619 south avenue c, Chicago 60617 Active Under Contract $175,000 · 2 bd · 1 ba · 874 sqft
• 12559 south michigan avenue, Chicago 60628 Active Under Contract $134,500 · 3 bd · 2 ba · 1,100 sqft
• 4459 west carroll avenue, Chicago 60624 Active Under Contract $179,999 · 2 bd · 2 ba
• 7327 south carpenter street, Chicago 60621 Active Under Contract $190,000 · 4 bd · 2 ba
• 1153 west grace street 3s, Chicago 60613 Active Under Contract $275,000 · 1 bd · 1 ba
• 9033 south dobson avenue, Chicago 60619 Active Under Contract $40,000 · 2 bd · 2 ba · 1,224 sqft
• 11250 south green bay avenue, Chicago 60617 Active Under Contract $199,000 · 3 bd · 2 ba · 1,032 sqft
• 2333 north neva avenue 405c, Chicago 60707 Active Under Contract $162,000 · 1 bd · 1 ba · 650 sqft
• 11723 south racine avenue, Chicago 60643 Active Under Contract $150,000 · 3 bd · 2 ba · 1,200 sqft
• 8504 south prairie avenue, Chicago 60619 Active Under Contract $169,900 · 4 bd · 2 ba · 1,728 sqft