Below steps are applicable for Outlook 2007 SP3, However the Manual configuration is same for all versions.

Note : Outlook 2003 is not supported to work with Office365.

  1. Ensure all updates are installed SP3 as a mandatory
  2. To do this, You may use Office365 configuration tool which can be downloaded from Office365 Software Page
  3. If above tool completes the process, Outlook will be configured automatically, Else proceed further with Step 4.
  4. Please try auto configuration by providing, Email address and password
  5. If it doesn’t work, Proceed to manual configuration followed by next step.
  6. Click on Start -> Control Panel -> Navigate over to Mail
  7. Select E-mail Accounts -> Click New.
  8. Within Add Account : Select Manual Setup of Addition Server Types.
  9. Click Next -> Select Microsoft Exchange Server Or Compatible Service.
  10. Within “Server:” write
  11. Within “UserName:” type your Office 365 Account Username (, Do not CLICK on Check name
  12. Click More Settings -> Under the Security Tab, Uncheck “Encrypt Data between Microsoft Outlook and Microsoft Exchange“.
  13. From the “Logon Network Security” drop down box select Anonymous Authentication (If you don’t see anonymous authentication install hotfix KB2768023,)
  14. Click on the Connections Tab.
  15. Check Connect to Microsoft Exchange Using HTTP.
  16. Click on Exchange Proxy Settings….
  17. On the right of “Https://” type
  18. Check “Only connect to proxy servers that have this principal name in their certificate:” and type
  19. Check “On Fast Networks, connect using HTTP first, then connect using TCP/IP”
  20. Under Proxy Authentication click the drop down box and select Basic Authentication.
  21. Hit Okay twice and continue with your setup.
  22. Post completion, Open outlook
  23. File -> Import/Export-> Select PST -> Locate Path of PST-> Click “Ok”

By Kingson Jebaraj

Microsoft MVP, Blogger, Owner and Publisher for, Microsoft TechNet Author, Solution Architect, Former Office365 Technical Lead for Microsoft(Partner) Extensive knowledge and experience in Microsoft Exchange and Cloud Messaging Services and has got more exposure on Messaging environment deployment,migration,designing and other project management activities, I have earned real time experience in handling multi-site distributed critical large environment of messaging system. Been awarded as an MVP (Microsoft Most Valuable Professional) for Office Servers and services from Microsoft for an exceptional real world contribution made through Microsoft forums and other Microsoft communities. Currently working as “Solution Architect” on Private/Public cloud and SaaS environment for Pacific Controls, UAE, Dubai. One of the largest TIER III certified green data center campus in the middle east.