Comparison Guide

    Office 2019 vs Office 365 (Microsoft 365): Complete Comparison Guide

    Choosing between Microsoft Office 2019 and Office 365 (now Microsoft 365) is one of the most common decisions facing individuals and businesses. This comprehensive guide breaks down every aspect to help you make an informed choice based on your specific needs, budget, and work style.

    15 min readUpdated: December 2024

    1Quick Comparison Overview

    Before diving into details, here is a side-by-side snapshot of the key differences:

    FeatureOffice 2019Microsoft 365
    Payment ModelOne-time purchaseMonthly/Annual subscription
    Typical Cost$149-$439 once$69.99-$99.99/year
    Feature UpdatesNone (security only)Continuous new features
    Cloud StorageNot included1TB OneDrive per user
    Device Installations1 PC or Mac5 PCs/Macs + 5 tablets + 5 phones
    Support DurationUntil October 2025Ongoing with subscription
    Offline UseFull offline capabilityOffline with periodic check-in
    Collaboration ToolsBasicAdvanced real-time collaboration
    AI Features (Copilot)Not availableAvailable (additional cost)
    Mobile AppsNot includedFull-featured mobile apps

    2Licensing Model Explained

    Understanding the licensing difference is crucial to making the right choice. Each model has distinct advantages depending on your situation.

    Office 2019: Perpetual License

    • Pay once, own forever - no recurring payments
    • License is tied to one device permanently
    • Cannot transfer to a new computer (retail versions can transfer)
    • Version remains frozen at 2019 features
    • Ideal for users who value ownership and stability
    • No dependency on subscription renewals

    Microsoft 365: Subscription License

    • Pay monthly or annually for continued access
    • Always have the latest version of all apps
    • Install on multiple devices simultaneously
    • Access stops if subscription lapses
    • Includes cloud services and regular feature updates
    • Flexible - can cancel or change plans anytime

    3Pricing & Cost Analysis

    Let us break down the true cost of ownership for both options over different time periods.

    Office 2019 Pricing

    Home & Student$149.99
    1 PC/Mac • Word, Excel, PowerPoint
    Home & Business$249.99
    1 PC/Mac • + Outlook
    Professional$439.99
    1 PC • + Publisher, Access

    Microsoft 365 Pricing

    Personal$69.99/year
    1 user • 5 devices • 1TB OneDrive
    Family$99.99/year
    Up to 6 users • 5 devices each • 1TB each (6TB total)
    Business Basic$6/user/month
    Per user • 5 devices • 1TB + business tools

    Long-Term Cost Comparison

    Comparing Office 2019 Home & Student ($149.99) vs Microsoft 365 Personal ($69.99/year):

    PeriodOffice 2019Microsoft 365Savings
    Year 1$149.99$69.99Office 2019 saves $0
    Year 2$149.99 (paid)$139.98Office 2019 saves $0
    Year 3$149.99 (paid)$209.97Office 2019 saves $59.98
    Year 4$149.99 (paid)$279.96Office 2019 saves $129.97
    Year 5$149.99 (paid)$349.95Office 2019 saves $199.96

    Office 2019 becomes more economical after approximately 2.1 years of use. However, this does not account for the additional value of cloud storage, updates, and multi-device access included with Microsoft 365.

    4Feature Comparison

    While both versions include the core Office applications, their capabilities differ significantly.

    Word Processing (Word)

    Office 2019

    • Focus Mode for distraction-free writing
    • Learning Tools (text-to-speech, spacing)
    • Improved inking and drawing
    • Translator for 60+ languages
    • LaTeX equation support

    Microsoft 365

    • All Office 2019 features plus:
    • Real-time co-authoring
    • AI-powered Editor (grammar, clarity, inclusivity)
    • Dictation with voice commands
    • Resume Assistant with LinkedIn
    • Microsoft Copilot AI integration

    Spreadsheets (Excel)

    Office 2019

    • New functions: CONCAT, IFS, SWITCH, TEXTJOIN
    • Funnel charts and 2D map charts
    • Power Pivot and Power Query
    • Improved PivotTables
    • SVG and 3D model support

    Microsoft 365

    • All Office 2019 features plus:
    • Dynamic arrays (XLOOKUP, FILTER, SORT)
    • Real-time collaboration
    • AI-powered data insights
    • Stock and geography data types
    • Python in Excel integration
    • Copilot for formula suggestions

    Presentations (PowerPoint)

    Office 2019

    • Morph transition for animations
    • Zoom for non-linear presentations
    • 4K video export
    • Recording and ink gestures
    • SVG and 3D model support

    Microsoft 365

    • All Office 2019 features plus:
    • Designer AI suggestions
    • Real-time co-authoring
    • Presenter Coach with AI feedback
    • Cameo (embed live camera feed)
    • Recording Studio
    • Copilot for slide creation

    Email & Calendar (Outlook)

    Office 2019

    • Focused Inbox
    • Travel and delivery summaries
    • Improved contact cards
    • Office 365 Groups support
    • Mentions in emails

    Microsoft 365

    • All Office 2019 features plus:
    • My Day with Tasks integration
    • Loop components in emails
    • Suggested replies
    • Voice dictation
    • Schedule Send
    • Copilot email drafting

    5Applications Included

    The applications you get depend on which version and edition you choose.

    Core Applications

    ApplicationOffice 2019Microsoft 365
    Word
    Document creation and editing
    Excel
    Spreadsheets and data analysis
    PowerPoint
    Presentations and slideshows
    Outlook
    Email, calendar, contacts
    Business/Pro only
    OneNote
    Digital note-taking

    Additional Applications

    ApplicationOffice 2019Microsoft 365
    Publisher
    Desktop publishing
    Pro only (Windows)Business plans
    Access
    Database management
    Pro only (Windows)Business plans
    Teams
    Video meetings, chat, collaboration
    OneDrive
    Cloud storage
    1TB included
    SharePoint
    Team sites and collaboration
    Business plans
    Exchange
    Business email hosting
    Business plans

    6Updates & Support Lifecycle

    This is one of the most significant differences between the two options.

    Office 2019 Updates

    • Security updates: Until October 14, 2025
    • No new feature updates after release
    • Bug fixes only for critical issues
    • Extended support ends October 2025
    • After end of support: Software works but becomes security risk
    • To get new features: Must purchase newer version

    Microsoft 365 Updates

    • Continuous security updates
    • Monthly feature updates (Current Channel)
    • New features added regularly
    • Support continues as long as subscribed
    • Always have the latest version
    • Early access to preview features available

    7Cloud Storage & Services

    Cloud integration is a major differentiator between the two products.

    Office 2019 Cloud Features

    Included:

    • Can save to OneDrive (free 5GB)
    • Basic OneDrive integration
    • No additional cloud storage included

    Not Included:

    • No premium OneDrive storage
    • No Microsoft Teams
    • No SharePoint access
    • No Exchange email hosting
    • Limited collaboration features

    Microsoft 365 Cloud Features

    • 1TB OneDrive storage per user
    • Real-time document collaboration
    • Microsoft Teams for meetings and chat
    • SharePoint team sites (Business plans)
    • Exchange email hosting (Business plans)
    • Automatic cloud backup
    • Access files from any device
    • Advanced sharing and permissions
    • Version history (30 days+)

    8Device & Platform Support

    How many devices can you install on, and which platforms are supported?

    Office 2019

    Installations:

    1 PC or 1 Mac

    Platforms:

    Windows 10/11, macOS (last 3 versions)

    Mobile Apps:

    Not included

    License is tied to the device. Retail versions can be transferred once.

    Microsoft 365

    Installations:

    5 PCs/Macs + 5 tablets + 5 phones per user

    Platforms:

    Windows 10/11, macOS, iOS, Android, Web browser

    Mobile Apps:

    Full-featured mobile apps included

    Can sign out of devices remotely. Use on any device, anywhere.

    9Who Should Choose What

    Based on our analysis, here are our recommendations for different user types:

    Home Users on a Budget

    Office 2019

    If you only need basic Word, Excel, and PowerPoint, and want to pay once, Office 2019 Home & Student offers the best value. You will save money over time.

    Limited to one device
    No cloud storage
    Features frozen at 2019

    Students

    Microsoft 365

    Students benefit from the education discount (often free through schools), cloud storage for assignments, and multi-device access for studying anywhere.

    Check if your school offers free access
    1TB storage is great for large files
    Collaboration for group projects

    Professionals & Freelancers

    Microsoft 365

    The ability to work across devices, collaborate in real-time, and always have the latest features makes the subscription worthwhile for professional productivity.

    Tax-deductible business expense
    Teams for client meetings
    Professional email with custom domain

    Small Businesses

    Microsoft 365 Business

    Business plans include Teams, SharePoint, and Exchange - essential tools for modern business operations. The per-user model scales with your team.

    Centralized IT management
    Business-grade security
    Compliance features

    Offline/Air-Gapped Users

    Office 2019

    If you work in environments without reliable internet or need guaranteed offline access without any subscription checks, Office 2019 is the safer choice.

    Perfect for remote/rural areas
    No subscription verification needed
    Works completely offline

    Enterprise Organizations

    Microsoft 365 Enterprise

    Large organizations need the advanced security, compliance, and management features only available in Microsoft 365 Enterprise plans.

    Advanced threat protection
    eDiscovery and compliance
    Centralized deployment

    10Migration Considerations

    Thinking about switching from one to the other? Here is what you need to know:

    From Office 2019 to Microsoft 365

    • Download and install Microsoft 365 apps
    • Sign in with your Microsoft account
    • All files remain compatible - no conversion needed
    • Gain access to cloud features immediately
    • Can run both versions simultaneously during transition
    • OneDrive will sync your documents automatically

    From Microsoft 365 to Office 2019

    • Purchase and install Office 2019
    • Files remain fully compatible
    • Features using cloud (co-authoring) will stop working
    • Download any needed files from OneDrive first
    • Make sure to cancel Microsoft 365 subscription
    • Some advanced features in documents may be downgraded

    11Final Verdict: Our Recommendation

    After analyzing all factors, here is our bottom line:

    Choose Office 2019 If:

    • You want to pay once and own the software
    • You do not need the latest features
    • You primarily work offline
    • You only use one computer
    • You have your own cloud storage solution
    • Budget is a primary concern for long-term use

    Best for: Budget-conscious users, offline workers, single-device users

    Choose Microsoft 365 If:

    • You want always-updated software
    • You work across multiple devices
    • Cloud storage and backup are important
    • You collaborate with others frequently
    • You need Teams, SharePoint, or Exchange
    • You value AI features like Copilot

    Best for: Professionals, businesses, multi-device users, collaborators

    12Frequently Asked Questions

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