Software · head to head
Outlook Calendar vs Pleo

Outlook Calendar
Software
Professional calendar management for Microsoft 365
- From
- Free
- Rated
- -
The short version
- Only Outlook Calendar has a free tier, so it costs nothing to try first.
- Each has a real cost: Outlook Calendar offline support limited to only past 30 days of events, older events unavailable; Pleo card delays and transaction limits impact usability, with limited regional acceptance in some areas
- They diverge on capability: Outlook Calendar covers Meeting scheduling, Pleo covers Company cards.
Where they differ
Only the attributes on which Outlook Calendar and Pleo actually diverge.
| Attribute | Outlook Calendar | Pleo |
|---|---|---|
| Starting price | Free | £9.5/month |
| Free tier | Yes | No |
| Platforms | Web, Windows, macOS, iOS, Android | iOS, Android, Web |
| Founded | 1975 | 2015 |
Identical on both: pricing model (Unknown), user rating (Not yet rated), category (Unknown).
What each one covers
Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.
Only in Outlook Calendar
- Meeting scheduling
- Shared calendars
- Room booking
- Availability sharing
- Recurring events
- Microsoft Teams
- OneDrive
- SharePoint
Only in Pleo
- Company cards
- Receipt capture
- Expense categorization
- Spend limits
- Accounting sync
- Xero
- QuickBooks
- Sage
Both cover
- Web support
- Ios support
- Android support
What people use each for
The jobs each tool is most often brought in to do.
Outlook Calendar
- Schedulingnot Pleo
- Appointment bookingnot Pleo
- Time trackingnot Pleo
- Resource managementnot Pleo
- Team coordinationnot Pleo
Pleo
- Employee expensesnot Outlook Calendar
- Spending autonomynot Outlook Calendar
- Expense automationnot Outlook Calendar
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Outlook Calendar
- Offline support limited to only past 30 days of events, older events unavailable
- Shared calendars and group calendars not available offline
- Cached Exchange Mode issues can limit available offline data
- Occasional sync conflicts when coming back online
Pleo
- Card delays and transaction limits impact usability, with limited regional acceptance in some areas
- Receipt capture OCR inaccuracies and upload lag/glitches complicate expense categorization
- Limited expense categories and tags reduce flexibility for complex accounting structures
- Transaction approval workflows have minimal customization options
- Lacks in-built forecasting tools and reporting is basic, providing limited insights into trends
Pricing, plan by plan
Outlook Calendar
Free- FreeFree
- Outlook.com email and calendar
- 50MB attachment limit
- 1GB cloud storage
- Microsoft 365 Basic$19.99/year
- Outlook with limited features
- Cloud storage
- Microsoft 365 Personal$99.99/year
- Premium Outlook
- Ad-free email
- 100GB mailbox storage
- Microsoft 365 Business Basic$6/month
- Business-class email
- 1TB cloud storage
- Microsoft Teams
Pleo
£9.5/month- Starter$9.5/month
- Company cards
- Real-time expense tracking
- Automated reports
- Essential$39/month
- Reimbursements
- Mileage and per diem
- Vendor cards
- Advanced$89/month
- Cashback
- Budgets
- Multi-entity management
- Beyond$179/month
- Spending insights
- Sub-wallets
- Dedicated success manager
Which should you pick?
Choose Outlook Calendar if
- You need meeting scheduling.
- You want to start without paying.
- You work on Web, Windows, macOS, iOS, Android.
- You also want shared calendars.
Choose Pleo if
- You need company cards.
- You work on iOS, Android, Web.
- You also want receipt capture.
Questions people ask
- Is Outlook Calendar or Pleo better?
- Neither clearly leads. Outlook Calendar starts at Free and Pleo at £9.5/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Outlook Calendar or Pleo?
- Outlook Calendar has a free tier; the other does not. Paid plans start at Free for Outlook Calendar and £9.5/month for Pleo.
- Does Outlook Calendar or Pleo run on more platforms?
- Outlook Calendar runs on Web, Windows, macOS, iOS, Android. Pleo runs on iOS, Android, Web.
- Can I use Outlook Calendar for free?
- Yes. Outlook Calendar has a free tier, so you can try it without paying. Pleo starts at £9.5/month.
- What is Outlook Calendar best used for?
- Outlook Calendar is most often used for scheduling, appointment booking, time tracking, resource management. Of those, scheduling and appointment booking are not what Pleo is typically brought in for.
- What can Outlook Calendar do that Pleo cannot?
- Outlook Calendar covers Meeting scheduling, Shared calendars, Room booking, Availability sharing. Pleo covers Company cards, Receipt capture, Expense categorization, Spend limits. Both handle Web support, Ios support, Android support.
Answered from the vendors’ own pages
Outlook Calendar: Is Outlook Calendar free?
Outlook.com with calendar is free via a Microsoft account. Outlook Calendar also comes with Microsoft 365 Personal ($99.99/year), Family ($129.99/year), or Business plans starting at $6/user/month.
SourcePleo: What are Pleo's pricing tiers?
Pleo offers four pricing tiers: Starter (GBP 9.50/month), Essential (GBP 39.00/month), Advanced (GBP 89.00/month), and Beyond (GBP 179.00/month). Annual billing provides equivalent of two free months.
SourceOutlook Calendar: Does Outlook Calendar work offline?
Outlook Calendar has limited offline support. New Outlook caches only the past 30 days of calendar items. Shared calendars and group calendars are not supported offline. Changes sync when you reconnect.
SourcePleo: Does Pleo have a free tier?
No, Pleo does not offer a free tier or permanent free plan. All plans require payment with a free trial available for evaluation.
SourceOutlook Calendar: What platforms does Outlook Calendar support?
Outlook Calendar is available on Windows (desktop and web), macOS (desktop and web), iOS, and Android. Real-time synchronization works across all devices.
SourcePleo: What integrations does Pleo support for accounting?
Pleo integrates directly with Xero and QuickBooks, plus Sage 200, Sage 50, Microsoft Dynamics 365 Business Central, Datev, and Visma e-conomic. Zapier integrations are also available.
SourceOutlook Calendar: Does Outlook Calendar integrate with Slack?
Yes. Outlook Calendar integrates with Slack to sync your status and receive meeting notifications. You can RSVP to invites directly in Slack and join Microsoft Teams meetings from Slack reminders.
SourcePleo: What platforms can access Pleo?
Pleo is accessible via iOS and Android mobile apps, and through a web interface. Physical and virtual cards are issued for spending.
SourceOutlook Calendar: Can you share calendars and set delegate permissions?
Yes. Outlook Calendar supports calendar sharing with delegate permissions, color categories for organization, and the Scheduling Assistant to view attendee availability for meeting times.
SourcePleo: Does Pleo support multiple currencies?
Yes, Pleo supports multi-currency spending and transactions. The platform is particularly strong for European teams with local payment methods.
SourceRelated pages
More on Outlook Calendar
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- Pleo vs Cron Calendar
- Pleo vs Harvest Forecast
- Pleo vs Resource Guru
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- Pleo vs Timepage
- Pleo vs Woven
- Pleo vs Assistant.to
- Pleo vs QuickBooks
- Pleo vs Ramp
- Pleo vs Airbase
- Pleo vs Melio
- Pleo vs Wise Business
- Pleo vs ADP
- Pleo vs Brex
- Pleo vs Expensify
- Pleo vs Fyle
- Pleo vs Payoneer
- Pleo vs Sage 50
- Pleo vs SAP Concur
- Pleo vs Spendesk
- Pleo vs Stampli
- Pleo vs Tipalti
- Pleo vs Xero
- Pleo vs Zoho Books
- Pleo vs Adyen

