Summary of Colorado CCW Info - By County

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Permits are all 5 years from date of issue, per state law (CRS 18-12-204(1)(b). Permit contents - validity - carrying requirements)

if you let the permit expire, you have 6 months to renew it (CRS 18-12-211(2). Renewal of permits).
They indicate that you can start the renewal process as early as 120 days prior to permit expiration (per CRS 18-12-211. Renewal of permits).

If you renew before the permit expires, "normal" renewal fees (not more than $50 per CSR 18-12-211(1). Renewal of permits) apply (but they DO vary a bit by county).
After the permit expires, but before 6 months after it expired, there is often a "late fee" charged by the county of $15 (per CRS 18-12-211(2). Renewal of permits).

If you wait until the permit is more than 6 months expired, you are back to square #1 and must go through the whole New Application process (Larger fee, fingerprints, notary etc.) again.