Do not enable compatibility mode – this is not needed and will cause problems with any version of Outlook.
For issues involving Outlook 2003 on Windows 7 or Windows 8, see the following pages:
Opening Zip Attachments
Office Assistant requires Microsoft Agent
Tip 734: Outlook 2003 buttons group with Word
Tip 1037: Outlook 2003 and Windows 8
Outlook 2000 information is now at Outlook 2000 on Vista & Windows 7
Naturally, Outlook 2007, 2010, and 2013, work well on Vista and Windows 7/8. (Outlook 2007/2010 also work great on Windows XP; Outlook 2013 is not supported on Windows XP.)
Outlook 2003 works well on Vista but there are a few problems with it on Windows 7 (see links above). Both of these versions are officially supported on Vista and Windows 7, so if any issues arise Microsoft will offer public hotfixes or include the fix in future Service Packs.
Outlook 2002, 2000, 98, and 97 are not supported on Vista or Windows 7 (or any later versions). If you choose to install any of these applications you should expect errors and annoyances. The better known problems are listed below but there may be others I'm not aware of. These versions of Outlook are all long out of support and Microsoft will not release patches to fix any problems with these versions. Upgrading is highly recommended, or use the new Vista calendar and mail applications if you are unwilling or unable to upgrade.
It runs, but email account passwords are not saved. After you enter the password during the first email check, Outlook will remember it until you close down Outlook. This is because Outlook used the protected storage interfaces to store passwords and these are no longer supported in Vista.
One possible solution is to run Outlook as an administrator. Right click on Outlook shortcut or Outlook.exe and choose Run as Administrator. If you don't see the Run as Administrator command, Shift + right-click to enable the Run as Administrator command.
OLAutoPW automates the Network Password Entry for POP3 and IMAP accounts in Outlook 2002/XP SP3 on Windows Vista/Windows 7.
You can use a Windows script program such as AutoIt to enter the password for you.
Note that when you enter the password, the Send and Receive that brought up the password dialog may fail but future send and receives will work. Leave Outlook open 24/7 to avoid entering it frequently.
Recurring calendar items may not open. This may be related to opening a single event in a series from the Day/Week/Month view. Open the event using any List view, such as Recurring Appointments (View, Current View, Recurring Appointments). It may also work to open the entire series from the Day/Week/Month view, I haven't tested it yet.
Now that the list of workarounds is growing, thanks to our readers, I moved Outlook 2000 to its own page at Outlook 2000 on Vista & Win7.
Like Outlook 2000, IMO mode will not work because of the missing wab.dll. I haven't tested it with Corporate mode yet, but I recommend using Vista's Mail and Calendar programs instead – Outlook 98 is just too insecure.
If you are unfamiliar with the difference between IMO and Corporate modes, see Choosing an Outlook 98 or Outlook 2000 Mode.
Not yet tested. Because of the lack of features, buggyness and slowness, it's highly recommended you either upgrade or use Vista's Mail and Calendar instead.