Outlook Classic vs. New

Summary

New Outlook has begun to appear on campus, even though it's not fully-baked.  This article will define the reasons you may or may not want to use "New" or "Classic".

Feature

Classic Outlook (Windows)

New Outlook (Windows)

Outlook on the Web

Guidance / Notes

Offline use

⚠️ (partial; improving)

If you travel/work with spotty internet, Classic is safest.

PST files (.pst)

⚠️ (partial)

If you rely on PST archives, Classic is more complete.

Mail merge

⚠️ / No (varies by note)

⚠️

Traditional Word/Excel mail merge works best in Classic.

Quick Parts

🕒 (coming soon)

Use Classic until New catches up.

COM add-ins / VBA

If you depend on legacy add-ins, stay on Classic.

Web add-ins (Office Add-ins)

Modern add-ins are supported across experiences.

Multiple profiles

🕒

If you switch between separate Outlook profiles, use Classic.

Shared mailbox (folders)

Works across endpoints.

Shared mailbox as account (manage rules/categories/OOO)

✅ (rollout-dependent)

Supported in New, availability can vary.

Rules (complex)

⚠️ (partial)

⚠️

Classic tends to offer more for complex rules.

Folder colors

✅ (does not sync to Web)

✅ (does not sync to New)

New/OWA advantage; note one‑way/unsynced behaviors.

Pin messages

New/OWA support pinning.

.EML / .MSG / .OFT handling

✅ for .eml; ⚠️ for .msg/.oft

If you regularly handle .msg files, Classic is more reliable.

Notes module

⚠️ (partial)

If you use Outlook Notes, Classic is safer.

Distribution lists / groups (UX)

🔁 Revised experience

🔁

Experience differs in New; often managed via portal on Web.

Contact lists (basic)

Basic contact lists work across endpoints.

Share a Contacts folder

🕒/⚠️ (investigating)

🕒/⚠️ (investigating)

🕒/⚠️ (investigating)

Microsoft lists as "Investigating".

Copilot features in Outlook

Available where licensed.

Drag calendar item to other calendar

Yes

No

No

Classic only per internal notes.

Drag email to desktop / Save message file

Yes (MSG drag‑drop)

File > Save As (EML)

Different file handling between Classic and New.

"File" menu in Calendar

Yes

No

Yes

Classic and Web have a Calendar File menu; New does not.

Forward from Group mailbox

Yes

No (item type invalid)

Forwarding from Group mailbox not available in New (per notes).

Roaming Signatures

No

Yes

Roaming signatures supported in New.

NOTES:

  • Classic Outlook remains on the computer, even after a migration to Outlook (new).
  • Both Outlook classic and new can exist and run on a computer at the same time. There’s no conflict.
  • Outlook (classic) for Windows will remain supported until at least 2029.
  • Change to Outlook (new) when YOU are ready, not when Microsoft tries to force you.

Sources