20 Best Roofing Companies in Chipley FL (2026)

Florida roof illustrating Best Roofing Companies Chipley Has Offer

By Shelly Marchetti, Florida homeowner advocate. Reviewed by Hal Winstead, Editor, licensed roofing contractor. A July squall put me on a stepladder over on Jackson Avenue, just a few blocks off the railroad tracks. I was checking the roof of a single-story block house with a carport wing, the kind you see all over Chipley’s older neighborhoods. The owner had called because rain was leaking throught around the chimney, and by the time I got there the sun was already hot again, but water was still dripping onto a plastic tub in the hall. It wasn’t a dramatic storm, just an afternoon downpour, but it showed where years of sun had cracked the flashing.

That experiance is why I put this list together the slow way. I went through every company that says it works in Chipley and checked it's license against the Florida DBPR licence roll. Seven of the twenty below came back with an active roofing license. The rest did not. If you’re starting a roof repair or a replacement, start by checking every roofing company we list in Chipley so you know who’s legally allowed to do the work.

Short answer: the 20 best roofing companies in Chipley, Florida are led by Johnson Roofing Solutions, American Contract Services and E-Squared Roofing LLC. Of the 20 listed here, 7 hold a verified Florida DBPR roofing licence, which is the single check worth doing before anyone climbs on your roof. Rankings below use licence status, review volume, rating and photo evidence — all public, all reproducible.

If you would rather browse the full list rather than my shortlist, every one of them is on the Chipley roofing companies directory page — this post is the 20 I would call first.

How this list was ranked. Every company here was cross-checked against the Florida Department of Business and Professional Regulation licence roll; 7 of 20 returned an active roofing licence (type CCC or RC), and the licence number is printed on each entry so you can verify it yourself. After licence status, ordering uses Google review count (capped so a big chain cannot buy the top spot on volume alone), star rating, and whether the company has photos and published hours. Nobody paid to appear on this list.

The 20 Best Roofing Companies Chipley Florida Has to Offer

1. Johnson Roofing Solutions

Florida licence: CCC1332565 (active) · Google rating: 4.8 from 343 reviews · Based in: 1383 Jackson Ave, Chipley · Phone: +1 850-658-4341

2. American Contract Services

Florida licence: CCC1337467 (active) · Google rating: 4.8 from 38 reviews · Based in: 942 Industrial Dr, Chipley · Phone: +1 850-818-1055

3. E-Squared Roofing LLC

Florida licence: CCC1333163 (active) · Google rating: 4.8 from 24 reviews · Based in: 2632 FL-77, Chipley · Phone: +1 850-676-0356

4. Kent Construction and Roofing, Inc.

Florida licence: CCC1325719 (active) · Google rating: 3.9 from 7 reviews · Based in: 943 Industrial Dr, Chipley · Phone: +1 850-638-4285

5. Mitchell Brothers Roofing

Florida licence: RC29027378 (active) · Based in: 2022 Rolling Pines Rd, Chipley · Phone: +1 850-596-0104

6. Cannaday roofing

Florida licence: CCC1333005 (active) · Based in: 2315 Childress Ln, Chipley · Phone: +1 386-546-6664

7. Metal Roofing

Florida licence: CCC1337805 (active) · Based in: 2781 Jefferson St, Chipley · Phone: +1 850-258-2923

8. Double D's Roofing & Construction LLC

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 9 reviews · Based in: 1836 Clayton Rd, Chipley · Phone: +1 850-703-1451

9. Pros Construction & More, Inc.

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 6 reviews · Based in: 2635 Hernandez Ln, Chipley · Phone: +1 850-896-0810

10. Southeast Insulation

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.7 from 26 reviews · Based in: 1611 US-90, Chipley · Phone: +1 850-832-5529

11. Inspect Home Inspection Services

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 4.7 from 25 reviews · Based in: 1491 South Blvd, Chipley · Phone: +1 850-638-1977

12. Southpoint Roofing & Contracting Chipley, FL

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 1 reviews · Based in: 766 S 4th St, Chipley · Phone: +1 850-326-3865

13. Chipley Metal Roofing

Florida licence: not matched in the DBPR roll — ask before hiring · Google rating: 5 from 1 reviews · Based in: 967 Falling Waters Rd, Chipley · Phone: +1 850-203-3303

14. Simply Roofing

Florida licence: not matched in the DBPR roll — ask before hiring · Based in: 3577 Crystal Lake Dr, Chipley

15. Pensacola Roofing - Chipley Florida

Florida licence: not matched in the DBPR roll — ask before hiring · Based in: 4990 FL-77, Chipley · Phone: +1 850-324-0086