You will need to have completed chapter 10 to win this achievement.This achievement is obtainable directly after the 10th chapter. Once you
rescue Natalia from the roof of the hospital while gliding with the chicken using the farmer character, a cut scene will begin as you land on the hospital's helipad. On the helipad you will need to
build the actual helicopter depot (20,000 super studs) then fight/arrest the remaining enemies. Once they are all taken care of you can
spawn the Swooper helicopter. Get in (
) and
pilot it to the waypoint onscreen. After successfully landing the chopper,
another cut scene will play and a new type of challenge will unlock. As soon as that's all said and done
walk a few feet to the helicopter spawn 'terminal' and select the Swooper once more. Now the easy part,
get in the helicopter and fly somewhat low to the ground near a car, a prompt telling you to press will appear. Press , and as soon as you have successfully entered the car straight from the chopper you will earn the achievement.Video for visual reference: