Microsoft Outlook vs Wino Mail
We give Microsoft Outlook a 3.8 GPA and Wino Mail a 3.0, out of 4.0. Microsoft Outlook grades higher on value for money and platforms. They get the same grade on the free plan, features and ease of use.
Price, platforms and features side by side. The table says where each price was read and when.
Microsoft Outlook
Microsoft's email and calendar app for desktop, mobile and web
How we grade them
| 3.8GPAMicrosoft OutlookExcellent | 3.0GPAWino MailVery good | |
|---|---|---|
| Value for money | AMicrosoft 365 Basic is $1.99 a month, or $19.99 a year. That takes the ads out and lifts your mailbox from 15 GB to 100 GB. Proton's cheapest paid plan is $3.99 and stops at 15 GB. | BThe app is free, and the two add-ons are optional: Unlimited Accounts is a one-time purchase and Wino Intelligence a monthly subscription. But neither price is published. The site says current regional pricing appears before payment, so we can't tell you whether they're good value. |
| Free plan and trial | AA real free plan, not a trial: 15 GB for mail, apps for your phone and your computer, and your Gmail, Yahoo and iCloud accounts in the same place. You pay in ads, and they sit right in the inbox. | AAlways free, with no Wino Account needed: Mail, Calendar, Contacts and To Do, all core customization options and up to 3 email accounts. Most people could stay on that for good. A fourth account is where the paid add-on comes in. |
| Features | AFocused Inbox, Sweep, snooze, a calendar, contacts and to-do lists in one window. It'll even track parcels and flights. Copilot writes and summarises too, but that's on the $9.99 plan. | AMail for Outlook, Gmail, iCloud and other IMAP accounts, with filters, aliases and HTML templates. A calendar with day, week and month views, contacts with CardDAV sync, and a to-do mode with due dates and reminders. Mail can be read, written and searched offline. That's the whole job, with AI as an optional add-on. |
| Ease of use | B4.8 from about 9.3 million App Store ratings, so the phone app is doing something right. Computers are messier. Windows has a new Outlook and a classic one, and Microsoft keeps a help page called "What version of Outlook do I have?" | BNo rating on record, so a B is our ceiling. It's a Windows app you install and add accounts to, and it needs no account of its own. Swipe actions, hover actions and keyboard shortcuts can all be changed to suit you. |
| Platforms and integrations | AWeb, Windows, Mac, iPhone and Android, where Gmail lists no desktop app at all. It plugs into Teams, OneDrive, Word and Excel as well. No Linux app, though. | DWindows only. The site lists no macOS, Linux, mobile or web version. Inside Windows it connects Outlook, Gmail, iCloud and other IMAP accounts, plus Outlook and Google calendars and CalDAV ones such as iCloud and Yahoo. |
| Best for | all your inboxes and a calendar in one app | a free mail and calendar app for Windows |
The GPA is the average of the five grades: an A is 4 points, an F is none. The full reasons are on each tool's page: Microsoft Outlook and Wino Mail. How we grade
Where they differ
- Only Microsoft Outlook lists a web app.
- Only Microsoft Outlook lists macOS, iOS and Android apps.
- Wino Mail is open source, according to its own site.
- Microsoft Outlook also covers inbox filtering.
- Wino Mail also covers templates.
At a glance
| Microsoft Outlook | Wino Mail | |
|---|---|---|
| Pricing | Free plan | Free plan |
| Starts at | $1.99 per month, or $19.99 per year (Microsoft 365 Basic) | Not published |
| Free plan | Free Outlook for 1 person: email and calendar on the web, desktop and mobile apps, 15 GB of mailbox storage, 5 GB of cloud storage and core spam filtering. The free inbox shows ads. | Wino Mail is always free with no Wino Account needed: Mail, Calendar, Contacts and To Do, all core customization options and up to 3 email accounts. |
| Free trial | One-month free trial of the Microsoft 365 business plans, credit card required; Personal and Family also offer a free trial | None listed |
| Web | ||
| macOS | ||
| Windows | ||
| iOS | ||
| Android | ||
| Made by | Microsoft | Burak Kaan Köse |
| Price read from | microsoft.com | winomail.app |
| Checked | Oct 9, 2026 | Oct 9, 2026 |
Who each one suits
Microsoft Outlook
- People who want mail, calendar and contacts from several accounts in one app
- Organizations already paying for Microsoft 365 and Exchange email
- Windows users: Microsoft says Outlook is included free with Windows
Wino Mail
- Windows users who miss the built-in Mail and Calendar apps
- People with up to three Outlook, Gmail or IMAP accounts who want a free client
- Those who prefer open source software that keeps mail on their own PC
Worth knowing
Microsoft Outlook
- Free accounts show ads in the inbox; a Microsoft 365 Basic, Personal or Family subscription removes them.
- Business Basic has only web and mobile Outlook. Apps for business ($10.00) adds desktop Outlook without business email; Business Standard with Copilot ($23.50) has both.
- On home plans, Copilot in Outlook currently works only with outlook.com, hotmail.com, live.com and msn.com addresses, and only for the subscription owner.
- Microsoft lists Outlook for Windows, macOS, iOS, Android and the web. No Linux app is listed.
Wino Mail
- It runs on Windows only; the site lists no macOS, Linux, mobile or web version.
- The free app is limited to 3 email accounts. Removing the limit needs the Unlimited Accounts add-on, unless you build the app from source.
- Prices for Unlimited Accounts and Wino Intelligence are not published: the site says current regional pricing appears before payment.
- Wino Intelligence needs a Wino Account, processes the mailboxes you enable in the cloud and has monthly usage allowances.
Key features
Microsoft Outlook
- Several accounts in one app
- The desktop and mobile apps take Outlook.com, Gmail, Yahoo, iCloud and other mail services alongside work or school accounts, and switch between them without leaving the app.
- Focused Inbox, Sweep and snooze
- Focused Inbox and Sweep clear clutter out of the main view. Messages can be snoozed until later or flagged as important.
- Calendar, contacts and to-do lists
- Email, calendars, contacts and to-do lists sit in one view. Outlook can schedule events, set reminders, and track packages and flights on supported platforms.
- Copilot in Outlook
- Drafts a message from a prompt, adjusts tone, length and clarity, and summarizes long threads. Included with Microsoft 365 Personal and Family, with usage limits.
- Mailbox protection
- Outlook scans attachments and links for threats on Microsoft email addresses. Paid plans add mailbox encryption, checks on suspicious links and removal of dangerous attachments.
- Office files from the inbox
- Open, edit or send Word, Excel and PowerPoint documents from the inbox, and attach OneDrive files as links.
Wino Mail
- Mail for Outlook, Gmail and IMAP
- Connects Outlook, Gmail, iCloud and other IMAP/SMTP accounts, with linked accounts for a single view, mail filters, aliases, HTML templates, pinned mails and mail categories.
- Calendar
- Day, week, work-week and month views for Outlook and Google calendars through their own APIs, CalDAV for accounts such as iCloud and Yahoo, and local-only calendars kept on the device.
- Contacts and To Do modes
- Separate app modes manage contacts, with CardDAV sync, address books and favorites, and tasks, with lists, due dates, reminders and smart views such as My Day and Planned.
- Offline use and local storage
- Mail stays on your device by default and can be read, written and searched offline. Storage can be managed per account, and data can be backed up with password protection.
- Customization
- Themes with a theme editor, customizable swipe and hover actions, and keyboard shortcuts that can be set separately for each app mode.
- Wino Intelligence add-on
- An optional subscription that labels incoming mail, builds a Daily Briefing and offers translation, summaries and rewrites. It can be enabled for up to 10 mailboxes.
Plans
Microsoft Outlook
Outlook$0
For 1 person: email and calendar on web, desktop and mobile, 15 GB of mailbox storage, 5 GB of cloud storage and core spam filtering, with ads.
Microsoft 365 Basic$1.99
per month, or $19.99 per year
For 1 person: ad-free Outlook, 100 GB of mailbox storage, 100 GB of cloud storage and advanced Outlook security features.
Business Basic$7.00
per user / month, paid yearly ($5.40 without Teams)
Custom business email on Exchange for up to 300 users, with the web and mobile versions of Outlook only and 1 TB of cloud storage per user.
Microsoft 365 Personal$9.99
per month, or $99.99 per year
For 1 person on up to 5 devices at once: the Outlook desktop app with Copilot, 1 TB of cloud storage and Microsoft Defender.
Microsoft 365 Family$12.99
per month, or $129.99 per year
The Personal benefits for 1 to 6 people, who share 2 TB of cloud storage between them. AI features are for the subscription owner only.
Business Standard with Copilot$23.50
per user / month, paid yearly ($20.30 without Teams)
Adds desktop versions of Outlook and the other Office apps, plus Copilot grounded in work data. Business Premium with Copilot is $32.00.
Wino Mail
Wino Mail$0
Always free: Mail, Calendar, Contacts and To Do with up to 3 email accounts and all core customization options. No Wino Account needed.
Unlimited AccountsNot listed
one-time purchase; price shown before payment
Add-on that removes the 3-account limit, bought on the website with a Wino Account or through the Microsoft Store.
Wino IntelligenceNot listed
monthly subscription; regional price shown before payment
Add-on with 2,500 mail classifications a month, a Daily Briefing, and 100 each of translations, summaries and rewrites. Needs a free Wino Account.
Ways to pay less
Microsoft Outlook
- Annual discount
About 16% lower with yearly billing
Paying yearly costs $19.99 for Microsoft 365 Basic, $99.99 for Personal and $129.99 for Family, against $1.99, $9.99 and $12.99 a month.
- Education
Students save 50% on Microsoft 365 Personal
College and university students who verify their status get 50% off Microsoft 365 Personal, which includes the Outlook desktop app with Copilot. Eligibility is re-verified each year.
- Nonprofit
Business Basic free for eligible nonprofits
Microsoft lists Business Basic as a grant, free for up to 300 users. Nonprofit staff pricing is $3.50 per user / month for Business Standard and $5.50 for Business Premium, paid yearly.
Wino Mail
No public discounts listed.
