Calendly vs Raycast — Pricing, Plans, and Verified Costs (2026)
Calendly starts at $12/mo. Raycast starts at $10/mo. Raycast is $2/mo cheaper on the entry tier than Calendly.
Meeting scheduling that killed Doodle and calendar-tag emails through a simple shareable link. Distinctive as the category-defining product — now used as a verb ("Calendly me"). Publicly discussed at $3B valuation. Free tier is functional (1 event type); paid tiers add multiple event types, team scheduling, and CRM integrations. Priced $10-$20/user/mo across Standard and Teams (annual to monthly). Facing pressure from Cal.com (open source) and Google Calendar's improved booking pages.
Mac productivity launcher positioned as the alternative to Spotlight and Alfred for power users who want extensibility + a great UX. Distinctive for its extensions store, AI features (Ask Raycast), and clipboard history. Priced free (personal) with Raycast Pro at $10/user/mo (annual) or $16/mo. Series B in 2023. Popular with developers, designers, and knowledge workers who spend their day in a Mac terminal + browser.
All plans compared
| Tier role | Plan | Calendly monthly | Calendly annual | Raycast monthly | Raycast annual |
|---|---|---|---|---|---|
| Free / starter | Free | Free | Free | Free | Free |
| Entry paid | Standard / Pro | $12 | $10 | $10 | $8 |
| Mid tier | — / Pro+ | — | — | $20 | $16 |
| Pro / power | — / Max | — | — | $50 | — |
| Teams | Teams / — | $20 | $16 | — | — |
| Enterprise | Enterprise / — | Custom | Custom | — | — |
Tier names differ across vendors. Rows are aligned by tier role, not name. Full tier structures on each tool's page.
What each is best for
Calendly is worth it if… Calendly is the scheduling default for professionals and small teams (1-25) who need reliable booking with calendar integrations and light automation — the tool clients actually recognize when you share a link. Free covers solo one-off scheduling; Standard adds unlimited event types (the natural upgrade for anyone booking regularly); Teams enables team scheduling and routing.
Raycast is worth it if… macOS power users (developers, designers, ops) who want Spotlight-on-steroids — launcher + snippets + calculator + AI assistant + 600+ extensions. Free covers core launcher forever; Pro adds cloud sync, unlimited AI, and custom themes; Pro + Advanced AI adds premium models.
Bottom line: Similar positioning, closer to a preference call than a strategic one.
Choose Calendly over Raycast if…
Choose Calendly if…
- You want fixed-price predictability (per seat, from $12/mo).
- You match the profile Calendly is built for: the scheduling default for professionals and small teams (1-25) who need reliable booking with calendar integrations and light automation — the tool clients actually recognize when you share a link.
- You need a general-purpose productivity option rather than a vertical-specific one.
Choose Raycast if…
- You want fixed-price predictability (per seat, from $10/mo).
- You match the profile Raycast is built for: macOS power users (developers, designers, ops) who want Spotlight-on-steroids — launcher + snippets + calculator + AI assistant + 600+ extensions.
- You need a general-purpose productivity option rather than a vertical-specific one.
At a glance
| Calendly | Raycast | |
|---|---|---|
| Free plan | Yes | Yes |
| Entry price | $12/mo | $10/mo |
| Enterprise available | Yes | No |
| Pricing model | Per Seat | Per Seat |
| Verification | Pricing under review | Checked October 4, 2026 |
| Full pricing | View full pricing | View full pricing |
Pricing last verified October 4, 2026. Tracked daily.
Frequently asked questions
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Common questions about Calendly and Raycast
- How much does Calendly cost in 2026?
- Does Calendly have a free plan?
- How often does Calendly change prices?
- What are the best Calendly alternatives in 2026?
- How much does Raycast cost in 2026?
- Does Raycast have a free plan?
- How often does Raycast change prices?
- What are the best Raycast alternatives in 2026?
