Couple of things that might help:
1) The Nugget's Guide:
http://forums.ubi.com/showthread.php...Off-The-Ground
The Nugget's Guide is a comprehensive detailing of how to get started with IL-2. It's big and overwhelming but very useful to cover off a lot of the details. You don't have to know it end to end... just consult as required.
2) Straight from the Farm:
http://www.mission4today.com/index.p...etails&id=2147
Straight from the Farm is older now but it will work just fine with the latest versions of the game. It's a single player campaign designed to teach you the basics of taking off and landing.
3) HyperLobby:
http://hyperfighter.sk/
This is what the majority use to get into online matches for IL-2. Saves you having to remember IP addresses.