Fall Home Maintenance Checklist for Chicagoland Homeowners (2026)

Illinois winters are brutal on homes. Spending an afternoon on fall maintenance can prevent expensive repairs and emergency situations. Here's your checklist.

Roof

• Look for missing, curling, or damaged shingles from summer storms
• Check flashing around chimneys, vents, and valleys for gaps or rust
• Look for granule accumulation in gutters (sign of aging shingles)
• Schedule a professional roof inspection if your roof is 15+ years old — our inspections are free

Gutters

• Clean all gutters and downspouts of leaves and debris
• Check for sagging sections, loose hangers, and leaking seams
• Verify downspouts direct water at least 4 feet away from the foundation
• Consider gutter guards if you're tired of cleaning every fall — gutter guard comparison →

Windows

• Check weatherstripping around all windows — replace if cracked or compressed
• Test all windows for smooth operation and proper locking
• Look for fog between panes — seal failure means replacement is needed
• Check caulk around exterior window frames — re-caulk any gaps

Doors

• Check weatherstripping on all exterior doors
• Test door operation — sticking or gaps indicate problems that worsen in cold weather
• Verify deadbolts and locks engage smoothly

Siding

• Walk the perimeter and look for cracks, loose panels, or gaps
• Check caulk around all penetrations (vents, faucets, outlets)
• Look for signs of moisture damage or mold near the foundation line

Found issues? Call (331) 250-3726 for a free assessment before winter arrives.