50 Best Country Songs About Planes

Best Country Plane Songs to Listen to Anywhere

There’s something strange that happens when a plane cuts across the sky and a song fits the moment. Country music has a way of turning those engines into metaphors for freedom, heartbreak, or running from something you can’t face on the ground. The tracks that latch onto this imagery don’t always describe flying in a literal sense, but the lift-off feeling is there. It’s that sensation of being carried away, the small ache of distance wrapped in the thrill of motion, the quiet hope that comes with leaving or returning.

These songs lean into the mess of emotions people pin to airplanes. For some, the plane is a doorway out of small-town walls. For others, it’s the thing that pulls two people apart. The stories hit harder because they live in that in-between space, not fully arrival and not fully departure. And when the chorus drops, you get that wide open rush that could belong to pop, rock, country, and R&B songs, but here the steel guitars and fiddles make the altitude feel different.

Not every track sticks to the obvious. A few bend the image sideways and use the sky or the sound of flight as a stand-in for something else entirely, yet they hold steady within the theme. That mix of literal and not-so-literal keeps the list from being flat. Some feel like leaving, others like landing, some like hovering in the space between. Here are the best country songs on planes.

1. 'Watching Airplanes' by Gary Allan

2. 'Drunk on a Plane' by Dierks Bentley

3. 'Leaving, On a Jet Plane' by John Denver

4. 'Born to Fly' by Sara Evans

5. 'Fly Over States' by Jason Aldean

6. 'The Last Dollar (Fly Away)' by Tim McGraw

7. 'Fly' by Maddie & Tae

8. 'To Live Is to Fly' by Townes Van Zandt

9. 'Outbound Plane' by Suzy Bogguss

10. 'If I Could Only Fly' by Merle Haggard & Willie Nelson

11. 'Paper Airplane' by Alison Krauss & Union Station

12. 'Flyin' Shoes' by Townes Van Zandt

13. 'God Made Airplanes' by Jason Aldean

14. '747' by Lady A

15. 'I'll Fly Away' by Johnny Cash

16. 'Let Him Fly' by The Chicks

17. 'Silver Wings' by Merle Haggard & The Strangers

18. 'Fly Trouble' by Hank Williams

19. 'If You're Gonna Fly Away' by Faith Hill

20. 'If My Heart Had Wings' by Faith Hill

21. 'Flying or Crying' by Zach Bryan

22. 'Kisses At Airports' by Cassadee Pope

23. 'Time for Me to Fly' by Dolly Parton

24. 'Flying Visit' by Ferris & Sylvester

25. 'Airplane' by Kidd G

26. 'Flying Over Water' by Jason Isbell

27. 'Eagle When She Flies' by Dolly Parton

28. 'Boeing Boeing 707' by Roger Miller

29. 'L.A. International Airport' by Susan Raye

30. 'Outbound Plane' by Nanci Griffith

31. 'The Cape' by Guy Clark

32. 'Wings' by Jackson Dean

33. 'Baggage Claim' by Miranda Lambert

34. 'To the Airport' by Nickel Creek

35. 'The Last Flight' by The Handsome Family

36. 'Up And Flying' by Reba McEntire

37. 'Faster Than My Angels Can Fly' by Eric Church

38. 'Fly Me to the Moon' by Willie Nelson

39. 'This Plane Don't Go There' by Jason Aldean

40. 'Flying Colors' by Keith Whitley

41. 'Tired of Flying' by Ryan Kinder

42. 'Falling and Flying' by Hunter Hayes

43. 'Flying Silver Eagle' by Jamey Johnson

44. 'Flying Cowboys' by Rickie Lee Jones

45. 'Fly Away' by Paul Brandt

46. 'Shut Up And Get On The Plane' by Drive-By Truckers

47. 'Flying Out Of London' by The Long Ryders

48. 'Just a Song Before I Go' by Crosby, Stills & Nash

49. 'Get Out of This Town' by Carrie Underwood

50. 'I Still Miss Someone' by Johnny Cash