Exchange 2019 to Office 365 migration

Exchange Server 2019 has reached the end of mainstream support, with extended support continuing until October 14, 2025. As businesses look ahead, Microsoft’s cloud-based suite Office 365 emerges as a powerful alternative, offering advanced productivity tools, greater flexibility, and enhanced security. Office 365 simplifies IT resource management and supports regulatory compliance for sensitive data. With integrated apps like Teams, OneDrive, and SharePoint, it fosters seamless collaboration and boosts organizational efficiency, while robust security features safeguard data against evolving cyber threats.

EdbMails Exchange migration software offers a complete solution to migrate Exchange 2019 to Office 365. It supports concurrent mailbox migration, allowing multiple mailboxes to be transferred simultaneously for faster results. The software automatically creates target mailboxes and maps them to their corresponding source mailboxes, simplifying the process. With incremental migration, only new or modified data is transferred, optimizing bandwidth and minimizing unnecessary data movement. Automatic throttling management ensures stable performance throughout the migration, maintaining consistent progress.

Best software to migrate Exchange 2019 to Office 365

When planning to migrate from Exchange 2019 to Office 365, selecting the right migration tool is crucial to ensure data security, zero downtime, and overall efficiency. One of the leading solutions for this purpose is EdbMails Exchange migration, a reliable software designed for smooth migration from on-premises Exchange server to Office 365.

EdbMails delivers high performance when migrating Exchange 2019 mailboxes. It handles migration of emails, contacts, calendars, tasks, journals, and notes while preserving the folder structure and metadata. Advanced filtering options allow users to select specific data for migration, such as emails by date, cc/bcc addresses, or attachments. This combination of speed, precision, and customization makes EdbMails best software for Exchange migration.

EdbMails ensures a zero-downtime migration, meaning that users can continue accessing their mailboxes during the migration process, which is essential for maintaining business continuity. Its intuitive interface, along with step-by-step migration wizards, allows even novice users to perform the migration smoothly. Furthermore, the tool is highly secure, utilizing modern encryption protocols to protect sensitive data throughout the migration process.

With its robust features and cost-effectiveness, EdbMails is an excellent choice for individual users and businesses of all sizes seeking Exchange 2019 to Office 365 migration with ease and confidence.

1. Exchange 2019 to Office 365 migration checklist

   Migrating Exchange 2019 to Office 365 can be a complex process, but with proper planning and execution, it can be completed smoothly. Here is a comprehensive checklist that can help you plan and execute your migration

   1. Preparing your Exchange 2019 environment
      • Assess your current Exchange environment: This step includes gathering information about your current Exchange infrastructure, such as the number of mailboxes, their sizes, the number of public folders, and the number of Distribution Groups and others.
      • Plan your migration: Based on the information gathered, plan the migration process, including the number of mailboxes to be migrated, the migration schedule, and the migration method to be used.
      • Consider mailbox requirements: Take into account specific requirements for certain mailboxes or groups of users, or any permissions that need to be migrated.
      • Plan what you want to migrate: Identify the type of your current migration environment and determine whether you want to move everything at once or in stages.
   2. Performing the pre migration tasks
      • Create an Office 365 tenant: If you haven't already done so, sign up for Office 365 and create a tenant. This will be the destination for your Exchange migration.
      • Set up Azure AD Connect: Azure AD Connect is used to synchronize your on-premises Active Directory with Azure AD. This step is necessary to enable single sign-on (SSO) for your users.
      • Prepare your on-premises Exchange environment: Make sure that your on-premises Exchange environment is properly configured and updated. This preparation ensures that your Exchange servers meet the necessary system requirements and that they are running the latest updates and service packs.
      • Create a test environment: It's a good idea to set up a test environment to test the migration process before attempting it on your production environment. This will help you identify and resolve any issues that may arise during the migration.
   3. Migration with EdbMails Exchange migration
      • Perform a test Exchange 2019 migration to 365: You can choose among cutover, staged or hybrid migration. This approach allows you to test the migration process before migrating the rest of the mailboxes.
      • Migrate Public Folders: Public folder migration is simplified with EdbMails because you do not require any PowerShell scripts.
      • Synchronize your on-premises Active Directory with Azure AD: This step ensures that any changes made to your on-premises Active Directory since the last synchronization are propagated to Azure AD.
   4. Post-migration Tasks
      • Test the migration: Test the migration by logging in as a test user and accessing their mailbox, calendar, and other data. Make sure that everything is migrated and you are able to access the data.
      • Perform any necessary cleanup: Once the migration is complete, perform a cleanup such as removing the on-premises Exchange servers and decommissioning any other hardware that's no longer needed.
      • Update your documentation: Update your documentation to reflect the changes made during the migration. This includes updating your inventory of hardware and software and your network diagrams.
      • Update user training: Inform and give training if necessary to the users, how to use the new Office 365 features and functionalities.

2. Exchange 2019 to Office 365 migration prerequisites

   • Step 1: Decide on the Exchange 2019 to Office 365 migration path

     The initial step is to determine the most suitable approach for migrating Exchange 2019 to Office 365, tailored to your organization’s needs. Conducting a comprehensive assessment of the current Exchange environment will facilitate informed decision-making. It's essential that the selected migration path aligns with the specific requirements of both the source and target environments to ensure a smooth transition.

     Current environment and migration requirement	Ideal migration approach	Migration flow
     You are looking to migrate your email, calendar, contacts and all mail data from Exchange Server 2019 to Exchange Online in a single operation	Exchange cutover migration to Office 365	All mailbox data is migrated at once to Office 365. Best suited for small to medium-sized environments with fewer mailboxes.
     You prefer to move mailboxes from Exchange Server 2019 in smaller batches or during scheduled windows (e.g., weekends).	Staged Exchange migration	Mailboxes are migrated in phases, typically starting with recent data. Suitable for larger environments.
     You want to migrate to Office 365 gradually while maintaining certain services on-premises.	Hybrid migration	Enables coexistence between on-premises Exchange 2019 and Office 365. Ideal for long-term staged transitions or complex environments.

      Use the Microsoft 365 mail migration advisor to determine which migration method is best for you.

   • Step 2: Evaluate the bandwidth and network requirements

     When you migrate Exchange 2019 to Office 365, it's important to take into account the bandwidth and network requirements of the migration operation. The amount of bandwidth and network resources required depends on the number of mailboxes being migrated, the size of the mailboxes, and the migration method being used.

     1. Internet bandwidth: The migration requires a reliable and fast internet connection to transfer the data from the on-premises Exchange environment to Office 365. See bandwidth requirements for Office 365 migration.
     2. Connectivity: It's also important to ensure that you have a stable connection between the Exchange environment and Office 365. See networking roadmap for Office 365.
     3. Network latency: The network latency between the on-premises Exchange environment and Office 365 should be as low as possible. A latency of less than 150 ms is recommended. See how Microsoft 365 networking is different.
     4. Firewall configuration: Make sure that your firewall is configured to allow traffic to and from Office 365 which includes ports that are used for Exchange and Azure AD Connect. See the list of worldwide endpoints for Office 365.
     5. Testing your network connection: With tools like Microsoft Remote Connectivity Analyzer and Microsoft 365 network connectivity test tool, you can test your existing network.

      See best practices for network planning and improving migration performance.

     Note: If you have already configured your Office 365 tenant, you can directly skip to Step 6 in this section.

   • Step 3: Choose a Microsoft 365 license option that suits your requirements

     Microsoft 365 is available as a cloud-based subscription service or as a one-time purchase of a perpetual license. Office 365 has different licensing plans each suited to different user requirements.

     It is recommended to thoroughly evaluate the Office 365 business plans and Office 365 enterprise plans to determine which one aligns with your organization's requirements. Alternatively, you can also sign up for a 30-day free trial of Office 365 and test the various plans before making a final decision.

   • Step 4: Set up and prepare the target Office 365 tenant

     Setting up the target Office 365 for the migration involves creating the tenant and configuring it to receive the migrated data from Exchange 2019.

     1. Create an Office 365 tenant: Plan for the tenant creation and deployment. See the tenant roadmap for Office 365.
     2. Sign in to the Microsoft 365 admin center: Go to the Microsoft 365 admin center (https://admin.microsoft.com/) and sign in with your global administrator credentials.
     3. Customize the tenant settings: After the tenant is set up, you can configure and customize the settings such as email domains, language, and time zone to suit your organization's needs.
     4. Configure Azure AD Connect: Azure AD Connect is used to synchronize your on-premises Active Directory with Azure AD. This step is necessary if you want to retain your on-premises in a Hybrid environment and to enable single sign-on (SSO) for your users.
     5. Configure email clients and apps: If you want to install Office 365 apps and Outlook, see system requirements for Microsoft 365 and Office configuration support matrix. Because Office 365 is a cloud based solution, it is also important to learn where your Microsoft 365 customer data is stored.
     6. Set up Office 365 services: Besides email, you may want to set up additional services such as SharePoint, OneDrive and Teams.
     7. Establish data retention policies: With Office 365, you have the ability to retain data in accordance with compliance and legal requirements. Set up data retention policies to meet your organization's compliance needs, and if necessary configure retention policies for specific mailboxes or groups of users
   • Step 5: Add and verify the custom domain on Office 365

     If you have a custom email domain from your hosting provider to which you want to migrate and receive emails, you must add and verify the domain on Office 365. This will enable you to use your own domain name (such as example.com) for your email addresses and other Office 365 services.

     To set up your custom domain, follow these steps:

     1. Verify that you own the domain by adding a TXT record to your DNS configuration.
     2. Add a new domain to your Office 365 tenant. You can use an existing domain that you own or purchase a new one. The domain is used to access your Office 365 services.
     3. Update your DNS records to point to Office 365. This step is required to ensure that your email is delivered to the correct mailbox.
   • Step 6: Create mailboxes and mail-enabled Public folders

     Before you migrate Exchange 2019 to Office 365, ensure that you create mailboxes for users in your organization and assign suitable licenses to them. EdbMails automatically creates mailboxes on your target Office 365 server. However, if you want to create manually, refer to the links below.

      Add users and assign licenses to Office 365 users.

       Add several users at the same time to Office 365.

       Assign Microsoft 365 licenses to user accounts.

     If you want to migrate Public folders from Exchange 2019, ensure that you create and configure Public folders and make them mail enabled on Office 365.

       Steps to create Office 365 Public folder and assign required permissions to admin user.

     If you want to migrate to Office 365 archive mailboxes, make sure that In-Place Archive is enabled in Office 365.

       Steps to enable In-Place Archive mailboxes in Office 365.

   • Step 7: Set the impersonation rights on the source server to the admin user

     If you are using the global admin account to connect your source Exchange server, ensure to set the impersonation rights.

      Steps to set impersonation rights in Exchange 2019 server.

   • Step 8: Verify the mailbox of the admin account

     Check to see if the admin account that has been assigned management roles has a valid and non-hidden mailbox on the Exchange 2016 server. See how to configure user mailbox properties for the users from the Exchange admin center (EAC).

   • Step 9: Configure Office 365 to send and receive large messages

       Follow the steps to increase the message size on Office 365.

3. Exchange 2019 to Office 365 migration using EdbMails

   Step 1: Download and install EdbMails Exchange migration software

   • Download and install the EdbMails application on a Windows computer that can connect to your Exchange Server 2019.

      See system requirements for Exchange 2019 to Office 365 migration.

     

   • After installing the application, launch it and either log in with your registered email and password, or select ‘Start Your Free Trial’ if you haven’t registered yet.

     

   • Select ‘Live Exchange Migration’ option.

     

   • Select 'Live Exchange to Office 365 Migration' option.

     

   • Either continue with the default job name or click ‘New Job’ to customize it.

     

   Step 2: Connect to source Exchange 2019 server

   • Click ‘Add New Connection’ to connect to your source Exchange 2019 server. If you’ve already set up a connection, just select it from the list and click ‘Connect to Existing’.

     

   • Select the required connection options and click the ‘Next’ button.

      Know more details on Exchange server connection options supported by EdbMails.

     

   • Enter the details of your source Exchange 2019 server, then click the ‘Login’ button to proceed.

     

   • EdbMails automatically loads mailboxes from your Exchange 2019 server. Due to Microsoft limitations, it may display only up to 100 mailboxes. For more than 100 mailboxes, you can use the CSV file import method.

   Step 3: Select Exchange 2019 mailboxes

   

   • Select the required mailboxes and folders from your Exchange 2019 server that you plan to migrate to Office 365.

   Step 4: Connect to target Office 365 server

   • Click ‘Add New Connection’ to connect to your target Office 365 account. If you have a saved connection, simply select it from the list and click ‘Connect to Existing’ to continue.

     

   • Choose the necessary connection options, then proceed by clicking ‘Next’.

     

   • Select an authentication method to connect to your target Office 365, then click ‘Login’ to continue.

     

   • Authenticate on the Microsoft sign-in screen.

     

   • Select a method to load the Office 365 mailboxes, then click ‘Next’. To load mailboxes using a CSV file, refer to the link below.

       Instructions for loading mailboxes with a CSV file.

     

   Step 5: Map Exchange 2019 and Office 365 mailboxes

   • Select one of the mapping options.

     

   • EdbMails offers a feature to automatically create mailboxes on the target Office 365 server and automatically map mailboxes and folders between Exchange 2019 and Office 365. You also have the option to manually map mailboxes or use the CSV file method for mapping.

     

   Step 6: Start Exchange 2019 to Office 365 migration

   • After completing the mailbox mapping, click the ‘Start Migration’ button.

     

   • Track the migration progress using the progress bar. Once the migration is complete, EdbMails will prompt you to view the migration status. Click ‘View Logs’ to access the detailed migration report.

     

4. Exchange 2019 to Office 365 post-migration tasks

   • Step 1: Verify that all mailboxes have been successfully migrated

     Ensure that all data has been successfully migrated to Office 365. You can utilize the auto-generated migration report in the EdbMails application or log in to your Office 365 account to verify the mailbox items.

   • Step 2: Test the functionality of email, calendar, and other features

     After the migration is complete, test all the features of the email, calendar and other features. For example, send and receive emails, create and manage calendar appointments and check if all the entries are successfully migrated.

   • Step 3: Update the MX records to point to Office 365

     To ensure you receive messages on Office 365, update the MX records to enable email functionality with the new server you’ve migrated to. Additionally, configure the Autodiscover record to allow Outlook to connect to the migrated mailboxes.

   • Step 4: Test email connectivity and perform a backup

     It is important to test the email connectivity after the migration to ensure that you are able to send and receive emails correctly. Take a complete Office 365 mailbox backup to ensure that you have a copy in case of any unexpected issues.

   • Step 5: Create a new Outlook profile for users in the new domain

     Ensure you have the latest version of Outlook installed to avoid compatibility issues. Configure the Outlook profile for each user in your domain if Outlook has problems connecting to Office 365 mailboxes.

   • Step 6: Decommission and uninstall Exchange server 2019

     If you are not using a Hybrid Exchange deployment, you can uninstall and decommission the Exchange 2019 server after you finish the migration. The following steps provide an overview on how you can decommission the Exchange server.

     • Update all DNS records to point to Office 365 and remove any MX records for the on-premises Exchange server.
     • Verify that no mailboxes are hosted on the on-premises Exchange server by running the Get-Mailbox command in the Exchange Management Shell.
     • Remove all connectors from the on-premises Exchange server to Office 365. This can be done by running the Remove-OutlookAnywhere, Remove-WebServicesVirtualDirectory, and Remove-EcpVirtualDirectory commands in the Exchange Management Shell.
     • Disable all email addresses and email domains from the on-premises Exchange server by running the Set-AcceptedDomain and Set-EmailAddressPolicy commands in the Exchange Management Shell.
     • Remove any remaining public folders that are hosted on the on-premises Exchange server. Run the cmdlets Remove-PublicFolder and Remove-PublicFolderDatabase in the Exchange Management Shell.
     • Backup all the necessary configuration data, such as Outlook and ActiveSync device partnership, from the on-premises Exchange Server by running the Export-AutoDiscoverConfig and Export-ActiveSync commands in the Exchange Management Shell.
     • Uninstall the Exchange server components from the Add/Remove programs in the Control Panel.

       Here are the steps to uninstall Exchange server from your computer.

       • Click Start > search for Exchange Management Shell
       • Run the following command to stop all Exchange services:
         Command: Copy & Paste

         Stop-Service MSExchange*

       • Run the following command to prepare your organization for Exchange removal:
         Command: Copy & Paste

         setup.exe /mode:uninstall /role:all

       • Wait for the command to finish running and then follow the prompts in the Exchange Setup wizard to remove the Exchange server from your computer.
       • After the uninstall process is completed, restart the computer and verify that the Exchange server and all related services have been removed from your computer by opening services.msc and checking the services list.
       • Finally, remove any other Exchange related products from the Control Panel.

        See the list of post migration tasks to complete after you finish the Office 365 migration.

5. Exchange 2019 to Office 365 migration troubleshooting

     Refer to the Exchange migration troubleshooting guide for solutions to frequent migration errors. For further details about EdbMails Exchange migration, visit the frequently asked questions (FAQ) section.

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Additional resources:

• EdbMails Exchange migration software
• Exchange 2010 to Office 365 migration
• Exchange 2013 to Office 365 migration
• Exchange 2016 to Office 365 migration
• Exchange 2010 to 2019 migration
• Exchange to Exchange migration
• Exchange to IMAP migration