UPDATE May 10, 2016 - This achievement is now obtainable! Complete New York level 21 to unlock it! The achievement is currently unobtainable. (xCosmo BOLTz got an email from GameTroopers saying they would look into it and release a patch ASAP).
You earn this achievement on New York level 21. You have to pull an airplane across the runway and park in one spot. You then have to turn the plane around to face the other way and then park again. You are get the achievement at the end of the mission after playing it for the first time.
It is currently unobtainable on the Windows 8 version (and the Windows Phone version as well).The Title Update DLC achievements can be obtained by uninstalling and reinstalling your game. The 'update' that added achievements did add the New York levels, but the achievements associated with them cannot be unlocked after just installing the update.