Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 47 of 92

• 12049 south justine street, Chicago 60643 Active Under Contract $299,900 · 3 bd · 2 ba · 1,500 sqft
• 3550 north lake shore drive 2707, Chicago 60657 Active Under Contract $279,900 · 1 bd · 1 ba · 834 sqft
• 8226 south honore street, Chicago 60620 Active Under Contract $109,900 · 2 bd · 2 ba · 1,100 sqft
• 9322 south ada street, Chicago 60620 Active Under Contract $135,000 · 3 bd · 3 ba · 1,188 sqft
• 1622 west wallen avenue 3n, Chicago 60626 Active Under Contract $215,000 · 2 bd · 2 ba · 950 sqft
• 1660 north la salle drive 3503, Chicago 60614 Active Under Contract $249,000 · 1 ba · 550 sqft
• 3600 north lake shore drive 616, Chicago 60613 Active Under Contract $164,900 · 1 ba · 550 sqft
• 5320 north sheridan road 310, Chicago 60640 Active Under Contract $149,900 · 1 ba · 600 sqft
• 1401 east 55th street 307n, Chicago 60615 Active Under Contract $125,000 · 1 bd · 1 ba · 900 sqft
• 9118 south ellis avenue, Chicago 60619 Active Under Contract $159,900 · 3 bd · 1 ba · 1,250 sqft
• 2456 west eastwood avenue 3, Chicago 60625 Active Under Contract $298,000 · 1 bd · 1 ba · 940 sqft
• 6933 north kedzie avenue 405, Chicago 60645 Active Under Contract $250,000 · 2 bd · 2 ba · 1,200 sqft
• 7824 south hermitage avenue, Chicago 60620 Active Under Contract $165,000 · 2 bd · 2 ba · 1,152 sqft
• 6940 west 65th street 3b, Chicago 60638 Active Under Contract $132,500 · 1 bd · 1 ba · 670 sqft
• 777 north michigan avenue 3406, Chicago 60611 Active Under Contract $185,000 · 1 ba · 600 sqft
• 321 west 114th street, Chicago 60628 Active Under Contract $84,900 · 2 bd · 2 ba · 1,364 sqft
• 974 west 35th place 508, Chicago 60609 Active Under Contract $265,000 · 1 bd · 1 ba
• 7955 south wentworth avenue, Chicago 60620 Active Under Contract $250,000 · 3 bd · 2 ba · 1,832 sqft
• 5918 south albany avenue, Chicago 60629 Active Under Contract $159,900 · 2 bd · 2 ba · 832 sqft
• 539 west stratford place 506, Chicago 60657 Active Under Contract $235,000 · 1 bd · 1 ba · 720 sqft
• 901 south plymouth court 1604, Chicago 60605 Active Under Contract $239,900 · 1 bd · 1 ba · 800 sqft
• 801 south plymouth court 620, Chicago 60605 Active Under Contract $205,000 · 1 bd · 1 ba
• 3909 west 71st street, Chicago 60629 Active Under Contract $274,900 · 2 bd · 2 ba · 950 sqft
• 2422 west farragut avenue 1a, Chicago 60625 Active Under Contract $219,900 · 2 bd · 1 ba
• 6941 south michigan avenue, Chicago 60637 Active Under Contract $60,000 · 3 bd · 3 ba · 1,173 sqft
• 4600 north cumberland avenue 205, Chicago 60656 Active Under Contract $135,000 · 1 ba · 450 sqft
• 2626 north lakeview avenue 3609, Chicago 60614 Active Under Contract $280,000 · 1 bd · 1 ba · 760 sqft
• 4857 west byron street 103w, Chicago 60641 Active Under Contract $169,500 · 1 bd · 1 ba · 725 sqft
• 4928 west congress parkway, Chicago 60644 Active Under Contract $125,000 · 2 bd · 2 ba · 1,422 sqft
• 233 east erie street 1904, Chicago 60611 Active Under Contract $175,000 · 1 ba · 653 sqft
• 3900 north pine grove avenue 907, Chicago 60613 Active Under Contract $275,000 · 1 bd · 1 ba
• 1720 south michigan avenue 704, Chicago 60616 Active Under Contract $234,000 · 1 bd · 1 ba · 750 sqft
• 6959 north ridge boulevard 1d, Chicago 60645 Active Under Contract $245,000 · 2 bd · 1 ba · 950 sqft
• 1733 west balmoral avenue 3a, Chicago 60640 Active Under Contract $249,900 · 1 bd · 1 ba
• 4517 north central park avenue 1e, Chicago 60625 Active Under Contract $209,000 · 2 bd · 1 ba · 900 sqft
• 2514 east 97th street, Chicago 60617 Active Under Contract $110,000 · 3 bd · 2 ba · 1,200 sqft
• 5148 south king drive c1, Chicago 60615 Active Under Contract $119,900 · 1 bd · 1 ba · 850 sqft
• 5500 west warwick avenue, Chicago 60641 Active Under Contract $284,900 · 3 bd · 1 ba · 1,008 sqft
• 2305 west winona street 3w, Chicago 60625 Active Under Contract $274,900 · 2 bd · 1 ba · 1,000 sqft
• 3660 north lake shore drive 1506, Chicago 60613 Active Under Contract $249,900 · 1 bd · 1 ba · 589 sqft
• 1 east scott street 2007, Chicago 60610 Active Under Contract $185,000 · 1 ba · 550 sqft
• 5455 north sheridan road 515, Chicago 60640 Active Under Contract $167,800 · 1 bd · 1 ba · 982 sqft
• 5855 north sheridan road 14g, Chicago 60660 Active Under Contract $225,000 · 1 bd · 1 ba · 1,000 sqft
• 5965 north northwest highway 101, Chicago 60631 Active Under Contract $250,000 · 2 bd · 1 ba · 1,100 sqft
• 1427 west elmdale avenue 2b, Chicago 60660 Active Under Contract $239,999 · 1 bd · 1 ba · 685 sqft
• 8504 west catherine avenue 1n, Chicago 60656 Active Under Contract $250,000 · 2 bd · 2 ba · 1,000 sqft
• 5445 north sheridan road 2506, Chicago 60640 Active Under Contract $219,000 · 1 bd · 1 ba
• 88 west schiller street 3007, Chicago 60610 Active Under Contract $244,900 · 1 bd · 1 ba
• 4343 north clarendon street 2110, Chicago 60613 Active Under Contract $164,000 · 1 ba · 600 sqft
• 2025 west granville avenue 114, Chicago 60659 Active Under Contract $99,999 · 2 bd · 1 ba · 800 sqft