If the check box is there and selected, your conversation history is already being saved. 
If the check box is there and operable but it’s clear, select it if you want your conversation history saved, and then click OK. 
If you don’t see this check box, or if it’s in the window but dimmed (not operable), this means either you’re not using Outlook for email, or you are using Outlook but your organization has set up your Skype for Business (Lync) account such that IM conversations are not being saved in Outlook. In the Personal information manager section, look for a check box labeled Save IM conversations in my email Conversation History folder. On the Skype for Business (Lync) main window, click the Options button, and then click Personal. If it is, we’ll explain how to get to it and find specific IMs. Let’s start by seeing whether conversation history is available in your organization. Verify that your conversation history is being saved The option can be turned on or off by organizations that use Outlook for email. 
Have you ever wanted to go back and find a previous IM conversation that contains a URL you’re looking for? Or see the history of your IMs and calls? Or delete an old message? If you use Microsoft Outlook for email, you might have the option to save your IMs in your Outlook conversation history folder.
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