How to zip attachments automatically in Outlook?

Author: Kelly Last Modified: 2024-09-19

For example, you are going to add several attachments in your email in Outlook, and the total size of attachments may be too large to send them quickly. Therefore, you need to reduce these attachments’ sizes before sending. Zipping is a good way. But how to zip these attachments? And how about automatically zipping these attachments? Try below solutions:

Zip attachments manually in outgoing emails

Automatically zip attachments in outgoing emails using an amazing tool 👍

Automatically zip attachments in incoming emails with Kutools for Outlook 🏆

Zip attachments manually in outgoing emails

Actually there is no way to directly zip attachments in emails in Outlook. However, we can zip files you will attach in emails firstly, and then attach the zipped files in emails.

1. Go to the folder containing the files you will attach in email.

2. Select the files you will attach, right click and select Send to > Compressed (zipped) folder from the right-clicking menu. See screenshot:

Note: Holding the Ctrl key, you can select multiple nonadjacent files by clicking one by one; holding the Shift key, you can select multiple adjacent files by clicking the first one and the last one.

the steps of zipping attachments manually in outgoing emails

Now all selected files are compressed as one compressed (zipped) folder.

2. Right click the compressed (zipped) folder, and select Send to > Mail recipient from the right-clicking menu. See screenshot:

3. Now the compressed (zipped) folder is attached in a new email as below screenshot shown. Please compose the email and send it.

Automatically zip attachments in outgoing emails using an amazing tool 👍

Kutools for Outlooks simplifies managing both incoming and outgoing emails by automating attachment compression. In this section, we'll show you how to use Kutools to automatically zip attachments in outgoing emails. With one adjustment in Outlook, you can configure Outlook to compress your attachments automatically before sending them. This ensures that your emails are always optimized for size, without any additional effort from you.

👉 Kutools for Outlook has a free version now, whose 70+ features are free for a lifetime. Download the Free Version Now.

1. After downloading and installing Kutools for Outlook, navigate to the Kutools Plus tab and click on the down-arrow icon in the Attachments group.

the steps of auto zipping attachments in outgoing emails using an amazing tool

2. In the Attachment options dialog box, go to the Compress tab, and check the Automatically compress attachments before sending emails option, and click OK.

From now on, Kutools will automatically compress the attachments before the email is sent.

Note: To apply the Automatically compress attachments before sending emails option in Kutools for Outlook, firstly, you should download and install Kutools for Outlook.

AI Mail Assistant in Outlook: Smarter Replies, Clearer Communication (one-click magic!) FREE

Streamline your daily Outlook tasks with the AI Mail Assistant from Kutools for Outlook. This powerful tool learns from your past emails to offer intelligent and accurate responses, optimize your email content, and help you draft and refine messages effortlessly.

This feature supports:

Smart Replies: Get responses crafted from your past conversations—tailored, precise, and ready to go.
Enhanced Content: Automatically refine your email text for clarity and impact.
Effortless Composition: Just provide keywords, and let AI handle the rest, with multiple writing styles.
Intelligent Extensions: Expand your thoughts with context-aware suggestions.
Summarization: Get concise overviews of long emails instantly.
Global Reach: Translate your emails into any language with ease.

This feature supports:

Smart email replies
Optimized content
Keyword-based drafts
Intelligent content extension
Email summarization
Multi-language translation

Best of all, this feature is completely free forever! Don’t wait—download AI Mail Assistant now and enjoy!

Automatically zip attachments in incoming emails with Kutools for Outlook 🏆

Handling incoming emails with large attachments can also be streamlined by using Kutools for Outlook. Kutools provides a feature to automatically compress received attachments into a zip file directly within Outlook.

👉 Kutools for Outlook has a free version now, whose 70+ features are free for a lifetime. Download the Free Version Now.

1. After downloading and installing Kutools for Outlook, navigate to the Kutools Plus tab and click Auto Compress.

the steps of auto zipping attachments in incoming emails with Kutools for Outlook

2. In the Auto Compress Attachments dialog box, check the Auto compress all received attachments option. Click OK.

Now, any attachments in incoming emails will be automatically zipped by Kutools, saving space and improving organization.

Tips:

In the Auto Compress Attachments dialog box, you can select from two file extension options for the compressed attachments.
- Add a suffix “.zip” to the original attachment name
- Replace the extension of the original attachment name with “.zip”
You can also auto-compress received attachments by rules. To know more details, please read article: Auto compress received attachments by specified rules.