Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated October 1, 2026 · Page 73 of 92

• 1668 west edgewater avenue 2s, Chicago 60660 Off market since Sep 2026 $280,000 · 2 bd · 1 ba · 703 sqft
• 1755 east 55th street 1202, Chicago 60615 Off market since Aug 2026 $132,500 · 1 bd · 1 ba · 1,000 sqft
• 8 west monroe street 1005, Chicago 60603 Off market since Sep 2026 $220,000 · 1 bd · 1 ba · 709 sqft
• 2322 south canal street 309, Chicago 60616 Off market since Sep 2026 $275,000 · 2 bd · 1 ba · 902 sqft
• 6843 south carpenter street, Chicago 60621 Off market since Jul 2026 $269,000 · 7 bd · 3 ba · 1,970 sqft
• 12238 south aberdeen street, Chicago 60643 Off market since Sep 2026 $235,000 · 3 bd · 2 ba · 1,423 sqft
• 12553 south lowe street, Chicago 60628 Off market since Sep 2026 $154,000 · 3 bd · 3 ba
• 7832 south christiana avenue, Chicago 60652 Off market since Jul 2026 $279,000 · 4 bd · 2 ba · 1,125 sqft
• 260 east chestnut street 2505, Chicago 60611 Off market since Aug 2026 $289,900 · 1 bd · 1 ba · 1,080 sqft
• 5455 north sheridan road 2003, Chicago 60640 Off market since Aug 2026 $199,900 · 1 bd · 1 ba
• 1122 north clark street 3104, Chicago 60610 Off market since Sep 2026 $265,000 · 1 bd · 1 ba
• 7337 south south shore drive 1231, Chicago 60649 Off market since Sep 2026 $110,000 · 1 bd · 1 ba · 700 sqft
• 7130 south hermitage avenue, Chicago 60636 Off market since Aug 2026 $219,900 · 4 bd · 2 ba · 1,450 sqft
• 4343 north clarendon avenue 1812, Chicago 60613 Off market since Aug 2026 $219,900 · 1 bd · 1 ba · 750 sqft
• 6301 north sheridan road 10c, Chicago 60660 Off market since Sep 2026 $174,900 · 1 bd · 1 ba · 750 sqft
• 706 west 81st street, Chicago 60620 Off market since Aug 2026 $249,900 · 4 bd · 2 ba · 1,800 sqft
• 3311 south damen avenue, Chicago 60608 Off market since Aug 2026 $290,000 · 3 bd · 2 ba · 1,071 sqft
• 7401 north hoyne avenue 3, Chicago 60645 Off market since Aug 2026 $240,000 · 2 bd · 2 ba · 743 sqft
• 6935 south crandon avenue 3d, Chicago 60649 Off market since Jul 2026 $79,900 · 2 bd · 2 ba · 1,400 sqft
• 3104 west argyle street 1, Chicago 60625 Off market since Jul 2026 $268,900 · 2 bd · 1 ba
• 3143 north nashville avenue 3e, Chicago 60634 Off market since Aug 2026 $199,900 · 2 bd · 1 ba · 1,100 sqft
• 10939 south normal avenue, Chicago 60628 Off market since Sep 2026 $224,900 · 4 bd · 2 ba · 1,512 sqft
• 2666 east 73rd street 8w, Chicago 60649 Off market since Sep 2026 $235,000 · 3 bd · 3 ba · 2,200 sqft
• 321 west 114th street, Chicago 60628 Off market since Jul 2026 $84,900 · 2 bd · 2 ba · 1,364 sqft
• 10215 south aberdeen street, Chicago 60643 Off market since Sep 2026 $114,900 · 2 bd · 1 ba
• 6318 south wolcott avenue, Chicago 60636 Off market since Sep 2026 $265,000 · 6 bd · 4 ba · 2,160 sqft
• 11343 south green street, Chicago 60643 Off market since Aug 2026 $255,000 · 3 bd · 3 ba · 1,131 sqft
• 780 south federal street 1009, Chicago 60605 Off market since Sep 2026 $149,999 · 1 ba
• 6007 north sheridan road 20h, Chicago 60660 Off market since Sep 2026 $279,900 · 1 bd · 1 ba · 1,000 sqft
• 8455 west leland avenue 105n, Chicago 60656 Off market since Sep 2026 $145,000 · 1 bd · 1 ba · 700 sqft
• 5415 north sheridan road 5015, Chicago 60640 Off market since Aug 2026 $260,000 · 1 bd · 1 ba · 680 sqft
• 6023 south talman avenue, Chicago 60629 Off market since Sep 2026 $275,000 · 3 bd · 3 ba · 1,980 sqft
• 3456 north harlem avenue 3w, Chicago 60634 Off market since Aug 2026 $215,000 · 2 bd · 2 ba · 1,000 sqft
• 545 north dearborn street w3005, Chicago 60654 Off market since Sep 2026 $290,000 · 1 bd · 1 ba · 729 sqft
• 5016 south king drive 3w, Chicago 60615 Off market since Jul 2026 $174,900 · 2 bd · 2 ba · 1,050 sqft
• 7417 south sangamon street, Chicago 60621 Off market since Sep 2026 $299,900 · 3 bd · 4 ba · 1,953 sqft
• 50 east 16th street 411, Chicago 60616 Off market since Sep 2026 $290,000 · 1 bd · 1 ba · 876 sqft
• 8149 south vernon avenue, Chicago 60619 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,826 sqft
• 400 north lasalle street 1306, Chicago 60654 Off market since Sep 2026 $230,000 · 1 ba · 529 sqft
• 10216 south calumet avenue, Chicago 60628 Off market since Sep 2026 $175,000 · 2 bd · 1 ba · 1,296 sqft
• 5527 south loomis boulevard, Chicago 60636 Off market since Jul 2026 $245,000 · 4 bd · 1 ba · 777 sqft
• 5551 south kimbark avenue 14, Chicago 60637 Off market since Aug 2026 $180,000 · 1 bd · 1 ba · 850 sqft
• 10145 south bensley avenue, Chicago 60617 Off market since Aug 2026 $195,000 · 2 bd · 1 ba · 1,370 sqft
• 4727 north paulina street g, Chicago 60640 Off market since Aug 2026 $265,000 · 1 bd · 1 ba · 900 sqft
• 253 east delaware place 15e, Chicago 60611 Off market since Jul 2026 $165,000 · 1 ba · 600 sqft
• 4501 south lawler avenue, Chicago 60638 Off market since Jul 2026 $250,000 · 3 bd · 2 ba · 1,800 sqft
• 8 west monroe street 902, Chicago 60603 Off market since Sep 2026 $299,999 · 2 bd · 2 ba · 1,100 sqft
• 536 west belmont avenue 2s, Chicago 60657 Off market since Aug 2026 $270,000 · 1 bd · 1 ba
• 320 east 21st street 807, Chicago 60616 Off market since Sep 2026 $265,000 · 1 bd · 1 ba · 832 sqft
• 10518 south artesian avenue 2s, Chicago 60655 Off market since Sep 2026 $189,900 · 2 bd · 1 ba · 950 sqft