Homes under $300K in Chicago, IL
1,323 for sale · 4,569 homes listed · Updated October 1, 2026 · Page 72 of 92
- 20 north state street 1013, Chicago 60602 Off market since Sep 2026 $275,000 · 1 bd · 1 ba
- 343 west 102nd place, Chicago 60628 Off market since Aug 2026 $244,900 · 3 bd · 1 ba · 1,200 sqft
- 13227 south escanaba avenue, Chicago 60633 Off market since Aug 2026 $279,000 · 3 bd · 2 ba · 1,300 sqft
- 640 south federal street 610, Chicago 60605 Off market since Jul 2026 $189,900 · 1 bd · 1 ba · 824 sqft
- 7721 south coles avenue b, Chicago 60649 Off market since Aug 2026 $195,000 · 2 bd · 2 ba
- 8635 south burnham avenue, Chicago 60617 Off market since Sep 2026 $179,000 · 3 bd · 1 ba · 1,027 sqft
- 7549 south saint lawrence avenue, Chicago 60619 Off market since Jul 2026 $164,900 · 3 bd · 1 ba · 1,200 sqft
- 3338 north oriole avenue, Chicago 60634 Off market since Sep 2026 $289,000 · 1 bd · 1 ba · 864 sqft
- 1608 south millard avenue, Chicago 60623 Off market since Aug 2026 $269,000 · 3 bd · 1 ba · 1,359 sqft
- 4518 west wellington avenue 1, Chicago 60641 Off market since Sep 2026 $200,000 · 2 bd · 2 ba · 850 sqft
- 4705 south champlain avenue 202, Chicago 60615 Off market since Aug 2026 $299,000 · 3 bd · 2 ba
- 5415 north sheridan road 4112, Chicago 60640 Off market since Aug 2026 $167,000 · 1 ba · 580 sqft
- 7370 south south shore drive 3w, Chicago 60649 Off market since Aug 2026 $250,000 · 3 bd · 3 ba · 3,000 sqft
- 7141 south woodlawn avenue, Chicago 60619 Off market since Sep 2026 $99,000 · 3 bd · 1 ba · 1,600 sqft
- 7209 north damen avenue 2, Chicago 60645 Off market since Jul 2026 $249,900 · 2 bd · 2 ba · 1,000 sqft
- 5445 north sheridan road 808, Chicago 60640 Off market since Sep 2026 $260,000 · 1 bd · 1 ba · 800 sqft
- 9236 south blackstone avenue, Chicago 60619 Off market since Jul 2026 $287,777 · 3 bd · 3 ba · 2,160 sqft
- 115 east 60th street 2, Chicago 60637 Off market since Sep 2026 $87,900 · 2 bd · 1 ba · 1,100 sqft
- 175 east delaware place 5108, Chicago 60611 Off market since Sep 2026 $265,000 · 1 ba · 565 sqft
- 17 west 35th street 304, Chicago 60616 Off market since Aug 2026 $260,000 · 2 bd · 1 ba · 1,000 sqft
- 6534 south kimbark avenue 3, Chicago 60637 Off market since Jul 2026 $299,000 · 3 bd · 2 ba
- 6456 south lockwood avenue, Chicago 60638 Off market since Jul 2026 $249,900 · 3 bd · 1 ba · 988 sqft
- 7533 south michigan avenue, Chicago 60619 Off market since Sep 2026 $281,300 · 4 bd · 3 ba · 1,418 sqft
- 532 north drake avenue, Chicago 60624 Off market since Aug 2026 $184,900 · 2 bd · 2 ba · 1,038 sqft
- 1037 west 103rd street, Chicago 60643 Off market since Jul 2026 $299,900 · 3 bd · 2 ba · 2,200 sqft
- 4637 south kilpatrick avenue, Chicago 60632 Off market since Sep 2026 $129,900 · 2 bd · 1 ba · 1,086 sqft
- 1450 east 55th place 920s, Chicago 60637 Off market since Sep 2026 $180,000 · 2 bd · 2 ba · 1,050 sqft
- 6313 south oak park avenue 1c, Chicago 60638 Off market since Sep 2026 $197,000 · 2 bd · 2 ba · 950 sqft
- 7829 south south shore drive g, Chicago 60649 Off market since Sep 2026 $69,999 · 2 bd · 2 ba · 450 sqft
- 7829 south south shore drive h, Chicago 60649 Off market since Sep 2026 $89,999 · 2 bd · 2 ba · 450 sqft
- 5940 south king drive 2e, Chicago 60637 Off market since Sep 2026 $183,000 · 2 bd · 2 ba · 1,200 sqft
- 4819 south prairie avenue 3, Chicago 60615 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,300 sqft
- 1401 east 55th street 315n, Chicago 60615 Off market since Sep 2026 $161,000 · 2 bd · 2 ba
- 6301 north sheridan road 11k, Chicago 60660 Off market since Jul 2026 $200,000 · 1 bd · 2 ba
- 2909 north sheridan road 1201, Chicago 60657 Off market since Sep 2026 $170,000 · 1 ba · 525 sqft
- 6832 south aberdeen street, Chicago 60621 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,400 sqft
- 7205 south morgan street, Chicago 60621 Off market since Sep 2026 $230,000 · 4 bd · 3 ba · 1,900 sqft
- 4924 south lorel avenue, Chicago 60638 Off market since Aug 2026 $139,900 · 3 bd · 1 ba · 1,088 sqft
- 13223 south buffalo avenue, Chicago 60633 Off market since Sep 2026 $189,900 · 3 bd · 2 ba · 1,100 sqft
- 3660 north lake shore drive 2312, Chicago 60613 Off market since Aug 2026 $199,900 · 1 ba · 500 sqft
- 2605 south indiana avenue 304, Chicago 60616 Off market since Aug 2026 $139,900 · 1 bd · 1 ba · 700 sqft
- 4537 south drexel boulevard 203, Chicago 60653 Off market since Sep 2026 $185,000 · 1 bd · 1 ba · 900 sqft
- 13308 south riverdale avenue, Chicago 60827 Off market since Jul 2026 $105,000 · 3 bd · 1 ba · 731 sqft
- 7629 south dante avenue, Chicago 60619 Off market since Sep 2026 $285,000 · 4 bd · 3 ba · 3,100 sqft
- 4343 north sacramento avenue 2a, Chicago 60618 Off market since Jul 2026 $299,000 · 2 bd · 1 ba · 1,000 sqft
- 9737 south merrill avenue, Chicago 60617 Off market since Jul 2026 $210,000 · 2 bd · 1 ba · 952 sqft
- 1464 south michigan avenue 1008, Chicago 60605 Off market since Aug 2026 $248,999 · 1 bd · 1 ba
- 4343 north clarendon street 2110, Chicago 60613 Off market since Aug 2026 $165,000 · 1 ba · 600 sqft
- 3906 west belmont avenue 1, Chicago 60618 Off market since Aug 2026 $205,000 · 1 bd · 1 ba · 550 sqft
- 405 north wabash avenue 2214, Chicago 60611 Off market since Aug 2026 $269,999 · 1 bd · 1 ba · 890 sqft