Pick Chatwoot if
support teams who will pay Startups or Business so Captain credits and a help center sit above the Hacker 500-conversation cap.
Read the Chatwoot pageChatwoot vs Pylon
Our take
Pick Chatwoot if support teams who will pay Startups or Business so Captain credits and a help center sit above the Hacker 500-conversation cap. Pick Pylon if b2B support / CS teams who will buy Professional at $89 / seat on an annual contract while they open a first Issues board, then Advanced at $139 / seat when they need SSO-included and the Advanced controls.
Best for
Chatwoot A support desk you can self-host
Pylon Slack-era tickets you kanban by account
Free plan
Chatwoot $0 · / agent / month. Up to 2 agents; 500 conversations / month; live chat only. No voice, Captain, help center, teams, automations, or SSO. 30-day retention
Pylon No free plan
Lowest paid
Chatwoot Startups $19
Pylon Account Intelligence $10
Next step up
Chatwoot Business $39
Pylon Voice $35
Coding agent
Chatwoot Shared inbox
Pylon
Runs where
Chatwoot Local; you host it
Pylon Local or hosted
Watch out
Chatwoot $19 / $39 are per-agent monthly Cloud cards
Pylon $89 / $139 are annual-contract seats
Last checked
Chatwoot 2026-10-22 · chatwoot.com/pricing
Pylon 2026-10-23 · usepylon.com/pricing
Which one, then?
Pick Pylon if
b2B support / CS teams who will buy Professional at $89 / seat on an annual contract while they open a first Issues board, then Advanced at $139 / seat when they need SSO-included and the Advanced controls.
Read the Pylon page