To start the quest Come Fly With Me either speak to No-Bark Noonan he should be walking the streets in Novac or will be in his house and he will tell you to go to the REPCONN facility and give you a marker on your map to the location or head there your yourself providing you know the location.
Enter the facility and talk to the intercom after that you will be told to go upstairs to go and speak to Jason Bright, from there you will get the quest. Simply complete the quest to get the achievement.
If you are having trouble with this quest head to this link
http://fallout.wikia.com/wiki/Come_Fly_With_Me .
All credit goes to Fallout Wikia for the walk through.