You will need a Tibet permit, which takes about 3 days to process. Including courier time might be a week or more (not exactly sure but need to check with travel agent). By law you can't travel without an itinerary from a tour group, ie no backpacking alone etc.I believethe your agency can structure something out for you.
wise, just pay full fare Chinese airlines, use ctrip.com or elong.com.The early morning and late night flights tend to be quite cheap.
warned delays up to a few hours is pretty common so if you take late night flights, you might reach at 3-4am
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