Is Calamari or Flamingo cheaper?

Calamari has the lower entry price — Calamari starts at $2.5/user/mo and Flamingo at $3/user/mo.

Does Calamari or Flamingo support HIPAA?

Calamari's public pages do not say; Flamingo's public pages do not say. Confirm current scope with the vendor.

Calamari vs Flamingo

A sourced, side-by-side comparison for leave management. Calamari has the lower entry price. Every figure links to the public page it was captured from — the vendor's own wherever the vendor publishes the number, otherwise the named public source — with the date we captured it.

Calamari has the lower entry price — Calamari starts at $2.5/user/mo, Flamingo at $3/user/mo. Free tier: Calamari No, Flamingo No. HIPAA: Calamari —, Flamingo —.

As of 2026-11-01 · figures link to their source below STALE

Side by side

Calamari

$2.5/user/mo entry

Entry price$2.5/user/mo (Time Off)

Free tierNo

HIPAA (BAA)—

SOC 2—

GDPRYes

Best forDev and product teams using Jira/Asana

Flamingo

$3/user/mo entry

Entry price$3/user/mo (Business)

Free tierNo

HIPAA (BAA)—

SOC 2—

GDPR—

Best forSlack-first companies

Sources — Calamari: calamari.io (verified 2026-09-02) STALE · 2026-09-02 · Flamingo: flamingoapp.com (verified 2026-11-01) STALE · 2026-09-02

Key features

Calamari: Modular pricing — buy only the modules you need; Deep project-tool integrations (Jira, Asana, Basecamp); SAML SSO add-on for enterprise; Preparing for ISO 27001 certification (not yet held)

Flamingo: Slack-native leave requests and approvals; Per-user billing — no seat minimums below 100; Leave accruals and custom policies; Simple onboarding via Slack workspace

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