How to Add an Attachment to Outlook Email: Step-by-Step

To add an attachment to an Outlook email, open a new message or reply, click Attach File or the paperclip, choose your file, and make sure it appears in the draft before you send. The exact labels can differ in new Outlook, classic Outlook, Outlook on the web, and Outlook mobile.

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Oliver Jackson

Email Marketing Specialist

Michael Bodekaer

Founder, Board Member

Abdessamad El Bahri

Full Stack Engineer

Authored By Oliver Jackson Email Marketing Specialist

Oliver is an accomplished email marketing specialist with more than a decade's worth of experience. His strategic and creative approach to email campaigns has driven significant growth and engagement for businesses across diverse industries. A thought leader in his field, Oliver is known for his insightful webinars and guest posts, where he shares his expert knowledge. His unique blend of skill, creativity, and understanding of audience dynamics make him a standout in the realm of email marketing.

Reviewed By Michael Bodekaer Founder, Board Member

Michael Bodekaer is a recognized authority in email management and productivity solutions, with over a decade of experience in simplifying communication workflows for individuals and businesses. As the co-founder of Mailbird and a TED speaker, Michael has been at the forefront of developing tools that revolutionize how users manage multiple email accounts. His insights have been featured in leading publications like TechRadar, and he is passionate about helping professionals adopt innovative solutions like unified inboxes, app integrations, and productivity-enhancing features to optimize their daily routines.

Tested By Abdessamad El Bahri Full Stack Engineer

Abdessamad is a tech enthusiast and problem solver, passionate about driving impact through innovation. With strong foundations in software engineering and hands-on experience delivering results, He combines analytical thinking with creative design to tackle challenges head-on. When not immersed in code or strategy, he enjoys staying current with emerging technologies, collaborating with like-minded professionals, and mentoring those just starting their journey.

How to Add an Attachment to Outlook Email: Step-by-Step
How to Add an Attachment to Outlook Email: Step-by-Step
Last updated:

To add an attachment to an Outlook email, open a new message or reply, click Attach File or the paperclip , choose your file, and make sure it appears in the draft before you send. The exact labels can differ in new Outlook, classic Outlook, Outlook on the web, and Outlook mobile. [3] [4] [6] [7]

These steps follow Microsoft’s current Outlook guidance for desktop, web, and mobile. They also cover pictures, cloud links, large files, blocked attachments, and the common reply case where the original file has to be added again. Most people can finish in about 1–3 minutes once the file is ready. [4] [5] [6] [7] [9] [10]

Key takeaways

  • Open a draft first with New mail , Reply , Reply all , or Forward .
  • Use Attach File on desktop, Attach on the web, or the paperclip on mobile.
  • Choose files from your device, recent files, OneDrive, SharePoint, or another connected cloud location.
  • Pick a cloud link for a smaller email and one live file, or a copy for a standard attachment.
  • Confirm the file name, attachment chip, or cloud link is visible in the draft before sending.
  • If a file is too large or blocked, send a cloud link or compress it into a ZIP file first.
  • Replies do not keep the original attachment, so add it again if the recipient needs it.

Sources: [4] [5] [6] [7] [9] [10]

Version note

What can change: Microsoft documents new Outlook, classic Outlook, Outlook on the web, and mobile separately, and its Windows switch guidance says some classic Outlook users may be moved to new Outlook after in-app notices. If your screen looks different from this guide, confirm your Outlook version first, then follow the matching button labels. [1] [2] [3]

Quick answer by Outlook version

Desktop Outlook

Open a new message or reply, choose Attach File , pick a recent, local, or cloud file, then select Open or Insert . [4] [5]

Outlook on the web

Select + New message , click Attach , browse your computer or a cloud location, then confirm the file appears in the draft. [5] [6]

Outlook mobile

Open compose, tap the paperclip , then choose a recent file, a cloud file, or a file or photo from your device. [7]

Reply tip

If you reply to a message and need the original file to go back out, attach it again before you send. [6]

Before you add an attachment in Outlook

  • Prerequisites: Outlook open in the version you use most, plus the file already saved on your device or in cloud storage.
  • Tools: A computer or phone, and internet access if the file lives in OneDrive, SharePoint, or another connected cloud location.
  • Time: About 1–3 minutes for one file once the file is ready.
  • Cost: No extra cost for the attachment step itself.
  • Safety: Outlook blocks some risky file types. If a file is too large or blocked, send a cloud link or a ZIP file when appropriate.

Sources: [3] [4] [5] [7] [9] [10]

How to add an attachment to an Outlook email: step by step

How to add an attachment to an Outlook email: step by step

  1. Open a draft first

    Start the email before you hunt for the file. Click New mail , or open the message you want and choose Reply , Reply all , or Forward . In Outlook on the web, use + New message . On mobile, open the compose screen. Check: you should now see a draft area where you can type your message. [4] [6] [7]

  2. Confirm which Outlook version you are using

    Attachment controls look a little different by version. If Outlook is open in a browser, you are in Outlook on the web or Outlook.com. If you are on iPhone or Android, you are in Outlook mobile. If you are in the Windows desktop app and see a File tab, you are in classic Outlook. Microsoft’s newer Outlook layout is different from classic Outlook, so older screenshots may not match exactly. Check: you know which labels match your screen. [1] [2] [3] [7]

  3. Click the attachment control

    In desktop Outlook, choose Attach File . In Outlook on the web, click Attach . On mobile, tap the paperclip in the compose screen. Check: a file picker or attachment menu opens. [4] [6] [7]

  4. Choose where the file lives

    Pick the source that matches your file: recent or suggested files, your computer, OneDrive, SharePoint, or another connected cloud location. On mobile, you can also choose files or photos from your device and, depending on your setup, take a new photo. Check: you can see the file list you need. [4] [5] [7]

  5. Select the file and insert it

    Click the file, then choose Open or Insert . If you are in Outlook on the web and need more than one file, hold Ctrl on Windows or Command on Mac while selecting multiple files. Check: the picker closes and Outlook returns to your draft. [5]

  6. If the file comes from OneDrive or SharePoint, Outlook may let you send a full copy or a shareable link. Choose a link when you want a smaller email and one live file with editable permissions. Choose a copy when the recipient should receive a standard attachment that does not depend on cloud access. Check: the option you picked matches how you want the recipient to use the file. [4] [9]

  7. Confirm the attachment is actually visible

    Pause for two seconds and check the draft. You should see the file name, attachment chip, or a cloud link before you keep typing. If you do not see it, attach the file again now instead of finding out after you send. Check: the attachment is visible in the draft. [4] [5]

  8. Use the right path for pictures

    If you want a photo to appear inside the email body, use Insert > Pictures instead of the normal attachment path. If you want the photo to arrive as a downloadable file, use the paperclip or Attach File . Check: the image is either shown inline or listed as an attachment—whichever you meant to send. [4] [5]

  9. Fix large or blocked files before sending

    If the file is too large, upload it to cloud storage and send a link, or compress it into a ZIP file first. If Outlook blocks the file type because it is risky, Microsoft recommends sharing it through OneDrive or another secure cloud location instead. Check: the file is now either smaller, zipped, or shared as a link. [9] [10]

  10. Send the email and pay attention to warnings

    Click Send . If Outlook warns that you mentioned an attachment but forgot to include one, stop and add it. If you are replying and need the original file to go back out, attach it again before sending. Check: the message sends without an attachment error. [5] [6]

Outlook attachment troubleshooting

You cannot see the paperclip or Attach File

Likely cause: You are not in a draft yet, or you are following the wrong Outlook version. Fix: Open New mail or Reply first, then confirm whether you are in classic Outlook, new Outlook, web Outlook, or mobile. [3] [4]

Outlook says the file is unsafe

Likely cause: The file type is blocked. Fix: ZIP it first or upload it to OneDrive or SharePoint and send a link instead. [10]

The email will not send after you attach the file

Likely cause: The attachment is too large. Fix: Compress the file or upload it to cloud storage and share the link instead of the full file. [9]

The recipient cannot open your OneDrive or SharePoint file

Likely cause: The link permissions are too narrow. Fix: Change permissions, use Manage access , or switch the file to Attach as copy . [4]

The file appears inside the message body instead of as a normal attachment

Likely cause: You inserted an inline image, or in classic Outlook the message is using Rich Text format. Fix: Use the normal attachment path for files, or switch classic Outlook to HTML or plain text if the format is causing the problem. [5] [8]

Your reply did not include the original attachment

Likely cause: Outlook replies do not keep original attachments. Fix: Attach the file again before sending the reply. [6]

You need to send a folder

Likely cause: Web Outlook does not attach a folder copy. Fix: Put the folder in OneDrive and share the folder from there. [5]

Other ways to attach files in Outlook

Best for large files or documents that several people will keep editing. You can keep the email smaller and control who can view or edit the file. [4] [9]

Insert a picture inside the email body

Use this when the recipient should see the image immediately without opening an attachment. Choose Insert > Pictures instead of the paperclip path. [4] [5]

Attach another email

You can attach an email to a new message, which is useful for forwarding context without rewriting it. In some Outlook versions, this is a drag-and-drop action; classic Outlook also offers Attach Item . [4] [5]

Attach multiple files at once

In Outlook on the web, use Ctrl on Windows or Command on Mac while selecting files in the picker if you need to add more than one file. [5]

Attach from your phone

On mobile, tap the paperclip and choose a recent file, a file or photo from your device, a cloud file, or a new photo if your setup allows it. [7]

Large file and sharing tips

  • Make-ahead: Save the final file before you open Outlook, and rename it clearly so you can spot it fast in the file picker.
  • Storage: If you send large or updated files often, keep the master file in cloud storage and send a link. That keeps message size smaller and avoids duplicate copies floating around. [4] [9]
  • Scaling: If many people need the same document, share one permission-controlled cloud file instead of attaching a separate copy to every email. [4]

A simpler desktop option for attachment-heavy email

If you deal with attachments often, Mailbird is a cross-platform desktop email client for Windows and Mac worth a look. [11]

Mailbird’s Attachment Search lets you find attachments and filter by file name or file size, and you can add files with the paperclip or by drag-and-drop while composing. [12] [13]

Download Mailbird

Quick checklist

  • Opened a new draft, reply, or forward.
  • Confirmed whether you are in new Outlook, classic Outlook, web, or mobile.
  • Clicked the correct attachment button for that version.
  • Picked the right file source: device, recent file, or cloud storage.
  • Chose copy or link on purpose.
  • Checked that the file name or link is visible before sending.
  • Used inline insert only when you wanted the picture inside the message body.
  • Switched to a cloud link or ZIP if the file was too large or blocked.
  • Reattached the file if you were replying and needed it included.
  • Sent only after the draft showed the attachment clearly.

Checklist summary based on Microsoft’s Outlook support pages for version checks, attachments, web, mobile, large files, and blocked files. [3] [4] [6] [7] [9] [10]

Outlook attachment FAQ

Where is the attachment button in Outlook? — Open a draft

Open a draft first. On desktop, look for Attach File . On the web, use Attach . On mobile, tap the paperclip.

Sources: [3] [4] [6] [7]

What’s the difference between attaching a copy and sending a link? — Whole file inside

A copy puts the whole file inside the email. A link points to the cloud file, keeps the email smaller, and lets you control access.

Sources: [4] [9]

Can I add attachments from Outlook mobile? — Recent files

Yes. You can attach recent files, cloud files, files or photos from your device, and in some cases a new photo taken from the app.

Sources: [7]

Why won’t Outlook send my large attachment? — Probably too large

The file is probably too large for the message limits in your setup. Compress it or upload it to cloud storage and send the link instead.

Sources: [9]

Why did the original attachment disappear when I replied? — Replies do not

Replies do not keep the original attachment. If the recipient needs it, add it again before sending.

Sources: [6]

Can I attach a folder to an Outlook email? — OneDrive instead

Not as a normal folder attachment in web Outlook. Share the folder from OneDrive instead, or send the files another way.

Sources: [5]

How do I put a picture inside the email instead of as an attachment? — Use Insert Pictures

Use Insert > Pictures on desktop or web so the image appears in the body of the message.

Sources: [4] [5]

How do I attach multiple files in Outlook? — Ctrl on Windows

In Outlook on the web, hold Ctrl on Windows or Command on Mac while selecting files in the picker.

Sources: [5]

What file types does Outlook block? — Risky file types

Outlook blocks some risky file types, including certain executable-style files and other formats that can spread malware. Use a cloud link if you must share one.

Sources: [10]

Mailbird brings this into one desktop inbox for Windows and Mac, so you can set it up in minutes.

Sources

  1. Microsoft Support — Switch to new Outlook for Windows
  2. Microsoft Support — Feature comparison between new Outlook and classic Outlook
  3. Microsoft Support — What version of Outlook do I have?
  4. Microsoft Support — Send and receive attachments
  5. Microsoft Support — Add pictures or attach files to emails in Outlook
  6. Microsoft Support — Create, reply to, or forward email messages in Outlook on the web
  7. Microsoft Support — Send attachments and images in Outlook mobile
  8. Microsoft Support — Troubleshoot attachment problems in Outlook for Windows
  9. Microsoft Support — Reduce attachment size to send large files with Outlook
  10. Microsoft Support — Blocked attachments in Outlook
  11. Mailbird — Best Email Client for Windows and Mac
  12. Mailbird Help Center — Attachment Search
  13. Mailbird Help Center — How to Attach a File