You can send files of any size or type such as documents, photos and presentations. You can send files during a conversation or a voice or video call, and to single or multiple participants.
This FAQ will show you how to:
There is no limit to the size or number of files you can send using Skype, and if you lose internet connectivity while a file is being sent, sending the file will automatically continue after the connection is re-established, even if one or both of you go offline for a while.
All files sent using Skype are encrypted end-to-end just like Skype-to-Skype calls. This is to protect your privacy when transferring information over the internet and ensures that only you and your contact will be able to view the file.
Sending a file in a conversation
To send a file:
- Sign in to Skype.
- In your Contacts or Recent list, click the contact or conversation you want to send a file to. The conversation window displays.
- Click the + button at the top of the conversation window and select Send File…
Browse to and select the file that you want to send. If you want to send more than one file at the same time, hold down the Ctrl key as you select each file.
- Click Open. The file is sent to the participants in the conversation.
The person receiving the file can click Save as in the conversation window
to accept the file. Learn
more about receiving files.
Another way to send a file is to go to your contact list, right-click the person you want to send a file to, and then select Send file….
Sending a file in a call
You can send a file to a contact during a voice
call, conference
call, video
call, or group
video call. To do this:
- Make a call.
- When you want to send a file, click the + button in the call window and select Send File…
Browse to and select the file that you want to send. If you want to send more than one file at the same time, hold down the Ctrl key as you select each file.
- Click Open. The file is sent to the participants in the call.
To see the files you have sent to the conversation, click the instant message
button. The orange dot appears on the instant message button
when there are unread messages 
.
The person receiving the file can click Save as in the conversation
window to accept the file. Learn
more about receiving files.
