1. HOW TO SEND FILES USING SKYPE

2. STEP 1 :
In your Contacts or Recent tab, click the contact or conversation you want to send a file to.

3. STEP 2 :
In the chat text box, either click the Send file icon.

4. Browse to and select the file that you want to send. Then, click Open.
STEP 3 :
Browse to and select the file that you want to send. Then, click Open.

5. STEP 4 :
The file is sent to the participants in the conversation.
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….