Hi,

It will need a lot of work to do, so I'm recommended try plugin to do it.

Font Plugins for WordPress

Here’s some of the best plugins you can choose from to install your custom fonts depending on which fonts you choose:

• http://wordpress.org/extend/plugins/typekit-fonts-for-wordpress/ – Install this plugin when using Typekit fonts
• http://wordpress.org/extend/plugins/wp-google-fonts/ – Most popular plugin for adding Google’s web fonts to WordPress.
• http://wordpress.org/extend/plugins/web-fonts/ – Support for web fonts from the Fonts.com web fonts collection out of the box.
• http://wordpress.org/extend/plugins/font-uploader/ – Upload any font file types (otf and .ttf) and this plugin will embed them into your site using the CSS rule, @font-face