Playlist

The Best Country Songs About Flying

Ever since Wilbur and Oliver Wright invented the airplane, country singers and songwriters have been looking up to the skies for inspiration. Listen to our Holler playlist of the Best Country Songs About Flying.

Holler Country Music

Ever since Wilbur and Oliver Wright invented the airplane, country singers and songwriters have been looking up to the skies for inspiration. Listen to our Holler playlist of the Best Country Songs About Flying.

May 8, 2023 7:00 pm GMT

link icon

Link copied

Spotify

“If you cannot teach me to fly, teach me to sing,” Peter Pan says in the enduring J.M Barrie classic, and ever since Wilbur and Oliver Wright invented and flew the first airplane, singers and songwriters have been taking that to heart and looking up to the skies for inspiration.

Country singers are no exception. Everyone from John Denver to Drive-By Truckers has got a song about flying of some description, and when it comes to airports and airplanes everyone has a different approach.

While Dierks Bentley is jetting off to Cancun and getting drunk on his Boeing 737, Cassadee Pope is still back at the airport lurking about and mooning over everyone kissing each other.

Of course, there has been tragedy too, and country music has lost some of its greatest voices to plane crashes over the years. Patsy Cline, John Denver and Jim Reeves are just a few of the country legends that have been taken from us too soon.

It’s like Miranda Lambert once sang: “If you don’t jump, you’ll never know if you can fly.” So, what are you waiting for? Take a leap into the unknown with our playlist of the Best Country Songs About Flying. Yes, ‘Free Bird’ is on it.

Listen to our Holler playlist of the Best Country Songs About Flying below:

  1. Dierks Bentley

    Drunk On A Plane

  2. John Denver

    Leaving On A Jet Plane

  3. The Chicks

    Let Him Fly

  4. Zach Bryan

    Flying or Crying

  5. Cassadee Pope

    Kisses at Aiports

  6. Dolly Parton

    Time For Me To Fly

  7. Maddie and Tae

    Fly

  8. Townes Van Zandt

    Flyin' Shoes

  9. Guy Clark

    The Cape

  10. Jackson Dean

    Wings

  11. Ferris & Sylvester

    Flying Visit

  12. Jason Aldean

    Fly Over States

  13. Brad Paisley

    If Love Was A Plane

  14. Lynyrd Skynyrd

    Free Bird

  15. Sara Evans

    Born To Fly

  16. Merle Haggard

    Silver Wings

  17. Faith Hill

    If You're Gonna Fly Away

  18. Nanci Griffith

    Outbound Plane

  19. Miranda Lambert

    Baggage Claim

  20. Susan Raye

    L.A. International Aiport

  21. Jason Isbell

    Flying over Water

  22. Dolly Parton

    Eagle When She Flies

  23. Buffalo Springfield

    Expecting To Fly

  24. Gary Allan

    Watching Airplanes

  25. The Handsome Family

    All the Time in Airports

  26. Roger Miller

    Boeing Boeing 707

  27. Dolly Parton, Loretta Lynn and Tammy Wynette

    Let Her Fly

  28. Nickel Creek

    To The Aiport

  29. Johnny Cash

    I'll Fly Away

  30. Willie Nelson

    Fly Me to the Moon

  31. Merle Haggard and Willie Nelson

    If I Could Only Fly

  32. Reba McEntire

    Up and Flying

  33. Eric Church

    Faster than My Angels Can Fly

  34. Jason Aldean

    God Made Airplanes

  35. Hank Williams

    Fly Trouble

  36. Suzy Boggus

    Outbound Plane

  37. Lady A

    747

  38. Indigo Girls

    Airplane

  39. Alison Krauss and Union Station

    Paper Airplane

  40. Drive-By Truckers

    Shut Up and Get on the Plane

  41. Steve Earle

    To Live is to Fly

  42. Ryan Kinder, Brandy Clark and Jerry Douglas

    Tired of Flying

  43. The Long Ryders

    Flying Out Of London

  44. Hunter Hayes

    Falling and Flying

  45. Keith Whitley

    Flying Colors

  46. Rickie Lee Jones

    Flying Cowboys

  47. Jamey Johnson

    Flying Silver Eagle

  48. Kezia Gill

    Wings

  49. Jason Aldean

    This Plane Don't Go There

  50. Faith Hill

    If My Heart Had Wings

Subscribe and Listen to Holler's Best Country Songs About Flying Playlist Above.

Written by Jof Owen
Author - undefined
Dierks Bentley
Artist