Microsoft 365 vs Willow
Microsoft 365 and Willow are both personal productivity tools. Microsoft 365 is aimed at small businesses and enterprise, while Willow is aimed at freelancers and small businesses. Microsoft 365 costs less, from $1.99/mo versus $15/mo for Willow. Both have a free plan.
Word, Excel, Outlook, Teams and OneDrive in one subscription
AI voice dictation and writing agent that works in any app
| Pricing | Freemium · $2 | Freemium · $15 |
| Starting price | $1.99/mo | $15/mo |
| Free plan | Yes | Yes |
| Free trial | 30 days | — |
| Built for | Small businesses, Enterprise, Freelancers | Freelancers, Small businesses, Enterprise, Creators |
| Platforms | web, windows, macos, ios, android | macos, windows, ios |
| Country | US · 2011 | US · 2025 |
| Rating | — | — |
Choose Microsoft 365 if
Businesses and households that depend on Word, Excel and Outlook and want email, storage, security and AI under one Microsoft account.
- Industry-standard file formats and the most capable spreadsheet in Excel
- Desktop apps remain more powerful than any browser-based rival
- Business Premium bundles security and device management at a fair price
Look elsewhere if: Browser-first teams that prefer lightweight docs and chat (Google Workspace, Notion or Slack fit better).
Choose Willow if
Professionals and developers who write a lot of email, chat messages and AI prompts on Mac, Windows or iPhone and want to speak instead of type.
- Works system-wide, so no per-app plugins are needed
- Cleans and formats text instead of producing raw transcripts
- Wally and style memory adapt drafts to email, Slack or prompts
Look elsewhere if: Android users or people who mainly want grammar and style polishing of text they type themselves (Grammarly, Wordtune).
Microsoft 365 vs Willow pricing
Microsoft 365
- Microsoft 365 Basic$1.99/mo100 GB OneDrive and ad-free Outlook; no desktop apps or AI
- Personal$9.99/mo$99.99/year; 1 person, 1 TB, desktop apps with Copilot
- Family$12.99/mo$129.99/year; up to 6 people, 2 TB shared, Copilot for owner
- Premium$19.99/mo$199.99/year; Family plus extensive Copilot usage
- Business Basic$7/user/moAnnual commitment; web and mobile apps, Teams, 1 TB, email
Willow
- Basic$0Frontier Mini dictation model, 20 Scribe uses per week
- Pro$15/moPer user; Frontier Pro model, unlimited Scribe; $12 billed annually
- Business$35/moEnforced zero data retention, HIPAA, admin; $28 billed annually
- EnterpriseCustomSSO/SAML, invoice billing, MSA and DPA, usage API
Microsoft 365 · Key features
- Desktop, web and mobile versions of Word, Excel, PowerPoint and Outlook
- Copilot in Word, Excel, PowerPoint and Outlook on paid home plans
- OneDrive cloud storage from 100 GB up to 2 TB on home plans
- Teams chat, meetings and webinars on Business plans
- Exchange business email with custom domains and 50 GB mailboxes
- SharePoint intranet sites and document libraries for teams
Cons
- Plan and add-on licensing is confusing for small buyers
- July 2026 increase raised Business Basic and Standard prices
- Copilot usage limits and features vary by plan and region
Willow · Key features
- Hotkey voice dictation into any text field on Mac, Windows and iPhone
- Automatic filler removal, punctuation and app-aware formatting
- 100+ languages with switching, plus whisper and offline modes
- Auto-learning dictionary for names, product terms and abbreviations
- Scribe drafts emails and replies from a spoken brief or rewrites highlighted text
- Wally chat agent that iterates on drafts and learns your style per app
Cons
- No Android app yet; it is listed as coming soon
- Free plan uses a weaker model and caps Scribe at 20 uses a week
- Enforced zero data retention and HIPAA require the $35 Business plan
Microsoft 365 vs Willow: FAQ
Which is cheaper, Microsoft 365 or Willow?
Microsoft 365 starts at $1.99/mo and Willow at $15/mo. Both prices are checked on the vendors' own pricing pages.
Do Microsoft 365 and Willow have a free plan?
Yes, both Microsoft 365 and Willow have a free plan; paid plans add more usage and features.