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
Last Edited July 24, 2023 10:40 am GMT

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“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 above:

  1. 1.

    Drunk On A Plane

    Dierks Bentley

  2. 2.

    Leaving On A Jet Plane

    John Denver

  3. 3.

    Let Him Fly

    The Chicks

  4. 4.

    Flying or Crying

    Zach Bryan

  5. 5.

    Kisses at Aiports

    Cassadee Pope

  6. 6.

    Time For Me To Fly

    Dolly Parton

  7. 7.

    Fly

    Maddie and Tae

  8. 8.

    Flyin' Shoes

    Townes Van Zandt

  9. 9.

    The Cape

    Guy Clark

  10. 10.

    Wings

    Jackson Dean

  11. 11.

    Flying Visit

    Ferris & Sylvester

  12. 12.

    Fly Over States

    Jason Aldean

  13. 13.

    If Love Was A Plane

    Brad Paisley

  14. 14.

    Free Bird

    Lynyrd Skynyrd

  15. 15.

    Born To Fly

    Sara Evans

  16. 16.

    Silver Wings

    Merle Haggard

  17. 17.

    If You're Gonna Fly Away

    Faith Hill

  18. 18.

    Outbound Plane

    Nanci Griffith

  19. 19.

    Baggage Claim

    Miranda Lambert

  20. 20.

    L.A. International Aiport

    Susan Raye

  21. 21.

    Flying over Water

    Jason Isbell

  22. 22.

    Eagle When She Flies

    Dolly Parton

  23. 23.

    Expecting To Fly

    Buffalo Springfield

  24. 24.

    Watching Airplanes

    Gary Allan

  25. 25.

    All the Time in Airports

    The Handsome Family

  26. 26.

    Boeing Boeing 707

    Roger Miller

  27. 27.

    Let Her Fly

    Dolly Parton, Loretta Lynn and Tammy Wynette

  28. 28.

    To The Aiport

    Nickel Creek

  29. 29.

    I'll Fly Away

    Johnny Cash

  30. 30.

    Fly Me to the Moon

    Willie Nelson

  31. 31.

    If I Could Only Fly

    Merle Haggard and Willie Nelson

  32. 32.

    Up and Flying

    Reba McEntire

  33. 33.

    Faster than My Angels Can Fly

    Eric Church

  34. 34.

    God Made Airplanes

    Jason Aldean

  35. 35.

    Fly Trouble

    Hank Williams

  36. 36.

    Outbound Plane

    Suzy Boggus

  37. 37.

    747

    Lady A

  38. 38.

    Airplane

    Indigo Girls

  39. 39.

    Paper Airplane

    Alison Krauss and Union Station

  40. 40.

    Shut Up and Get on the Plane

    Drive-By Truckers

  41. 41.

    To Live is to Fly

    Steve Earle

  42. 42.

    Tired of Flying

    Ryan Kinder, Brandy Clark and Jerry Douglas

  43. 43.

    Flying Out Of London

    The Long Ryders

  44. 44.

    Falling and Flying

    Hunter Hayes

  45. 45.

    Flying Colors

    Keith Whitley

  46. 46.

    Flying Cowboys

    Rickie Lee Jones

  47. 47.

    Flying Silver Eagle

    Jamey Johnson

  48. 48.

    Wings

    Kezia Gill

  49. 49.

    This Plane Don't Go There

    Jason Aldean

  50. 50.

    If My Heart Had Wings

    Faith Hill

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

Written by Jof Owen
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