This all depends on what kind of flying you want to do and whether you want a factory built, shiny new aircraft; a quality, pre-owned aircraft; or a build-it-yourself-from-a-kit aircraft.
Light Sport Airplanes can cost anywhere from $20,000 to over $100,000.
Powered Parachutes (PPC's) cost $7,000 to $35,000.
Trailers - $2000 - $10,000
Next, you need to plan on the monthly and yearly expenses:
--Fuel and Oil cost about $18/hour
--Annual Inspections cost about $250-$350.
--Federal and State Registration fees are around $50/year
--Hanger fees cost $100-$250/month
(This isn't necessary if you own a PPC
which you can store in a trailer in your garage.)
--Liability and Hull insurance can run $1,200-$1500/year
--Labor charges for maintenance and repairs are $50-$70/hour
--Add to this the cost of any supplies, parts, and accessories that might be needed.