When is the cheapest time of year to replace a roof?

Late fall through early winter (October–February) is the cheapest time to replace a roof in most US markets — roofers are coming off the summer-storm peak and have crew capacity to compete on price. Expect 10–20% lower labor rates and 1–2 week shorter scheduling than May–September. In the Sun Belt the math flips: extreme summer heat (>90°F) softens asphalt shingles during install, so late fall through spring is BOTH cheaper AND higher quality. Avoid mid-summer in any market unless your roof is actively leaking — you're paying peak prices and getting back-of-queue crews.