Ableton Live:Fades

Arrange window
To add a fade to a track in Ableton Live you must first select the arrangement view selector (image below). Then click the drop down menu arrow next to the track(s) you wish to draw automation into. (image below)



Then click the menu below the track drop down and set it to Fades {image below)



Two square nodes will appear at the beginning and end of your track. Click and drag them to create the fades you want.





Crossfades
Place two regions back-to-back and then drag one of the nodes in the direction of the other region



Then click and drag the nodes to customize the crossfade.



Clips window
To add fades to individual clips, use clip automation. See here