White cursive signature that reads 'Jack Bailey' on a black background.

Airplane
10.10.25

Releases

Illustration of airplane wings and tail against a sunset sky with clouds.

Airplane - Single
Releasing 10.10.2025

A printed photo of a girl standing on a grassy field overlooking a coastline with chalk cliffs, under a blue sky with clouds, is placed on a bed of colorful autumn leaves. There is beige paper with a handwritten signature and a date, and the words "Autumn Girl" written in white script overlay the leaves.

Autumn Girl - Single

Black and white photo of Jack Bailey with closed eyes and styled hair, with vertically written text reading 'The Fall' and a handwritten note about the legal disclaimer surrounding the song.

The Fall - Single

Black and white close-up photo of Jack Bailey with his eyes closed. Handwritten text overlays the image with the title 'Open Heart Surgery' vertically on the left side and Jack Bailey's' handwritten signature on the right side.

Open Heart Surgery - EP

A scenic winter landscape with a snow-covered mountain, a flowing river, and a forest of snow-dusted trees under a cloudy sky. Overlaid on the image is Jack Bailey's Signature on the bottom right-hand side, and the lyrics to Remain aligned left

Remain (Demo)

A young man with short hair, dressed in a light-colored shirt, is standing with a blurred street sign. A handwritten signature says 'Jade Bailey' in the bottom left corner. Overlaid on the image are the lyrics of Love You, Goodbye

Love You, Goodbye (Demo)

listen to my songs

First time? You’ll find the links to all of my artist profiles here! Take your pick of streaming services and follow/subscribe to keep up with my latest releases!

Listen On Youtube Music Logo

Short attention span?

Follow me on TikTok for short videos where I talk about how my music isn’t well known on TikTok… and trains!

Prefer Mr. Zuckerberg?

My latest instagram posts! (Click on one to view it!). Or, if you’re feeling really nice, follow me with the social links below!

I waited in the rain for 3 hours to get this shot #airplane #newsong #fyp #singersongwriter #london
How far do you travel for your human? #musician #airplane #airport #fyp #singer #songwriter #october #london #newmusic #presave #independentartist
Airplane releases 10/10 ✈️ #musician #fyp #newsong #singer #london #plane #airplane #planes #airport #indiepop #poprock #feelgood
You BETTER be nice!! (It was so hard not to smile during this lol) @transportforlondon #tfl #tube #mindthegap #london #londonunderground #publictransport #bakerloo #pincollection #trains #hesadorable #benice #igforyou #collection
Happy to pretend I can see the sights with you 🥰 #reelsfyp #blind #visuallyimpaired #sightseeing #bucketlist #isthisillegal #pleaselaugh #funny #oca #joke #blindjokes #oculocutaneousalbinism
It’s been one year since I released Open Heart Surgery, and I am so thankful for the love and support you’ve give me. I can’t wait to release more music for you to listen to! #music #singer #musician #newmusic #love #noahkahan #so
Something new I’m working on… with a mention of one of my favorite songs by @samuelherbmusic Let me know what you think of it! ⛰️ #music #singer #musician #newmusic #love #noahkahan #samuelherb #countrylife #countrysong #songwriter #gu
This song lives in my bones, so underrated @noahkahanmusic #music #singer #noahkahan #maine #stickseason #indiepop #indierock #jackbailey #cover #singersongwriter #musician #london #us #newyork #newjersey #vermont #piano #popmusic #hozier #capeeliz
Guaranteed to make your crush fall in love! ❤️ #music #singer #songwriter #love #lovesong #london #viral #fyp
Gary is searching far and wide. By giving just one share a month you can help Gary find his perfect match! ❤️ #musician #song #singer #love #pigeon #london #lovesobeautiful #jackbailey
Kitty asks you to listen to Love so Beautiful so I can afford to buy her new toys! Stream the Open Heart Surgery EP on all your favorite platforms! 🖤 #music #love #lovesong #cat #kitten #kitty #meow #cute #ohs #open #heart #openheartsurgery #surgery
When you write her a song and you barely know her… #music #starbucks #london #virginia #autumn #girl #lovesong #love #fyp #newsong #love #noahkahan #edsheeran #maispeters #mtjoy #tophouse #stickseason #acoustic #guitar #popmusic #indie #new #
the best feeling 🥰 #music #starbucks #london #virginia #autumn #girl #lovesong #love #fyp #newsong #love #noahkahan #edsheeran #maispeters #mtjoy #tophouse #stickseason #acoustic #guitar #popmusic #indie #new #trending #newaudio
Writing music in coffee shops because you don’t have a studio ✔️ #music #starbucks #london #virginia #autumn #girl #lovesong #love #fyp #newsong #love #noahkahan #edsheeran #maispeters #mtjoy #tophouse #stickseason #acoustic #guitar #popmusic
where it all started… 🥰 #music #musician #autumn #autumngirl #fyp #noahkahan #stickseason #pop #popmusic #bus #london #northcarolina #nc #virginia #spring #indie #independent #spotify #maisiepeters #taylorswift #tophouse #mtjoy #edsheeran #a
bus journeys + Autumn Girl = A great day! Stream now! #music #musician #autumn #autumngirl #fyp #noahkahan #stickseason #pop #popmusic #bus #london #northcarolina #nc #virginia #spring #indie #independent #curation #spotify #maisiepeters #taylorswif
Do you think I should write more country-esque songs? 🤔 #music #song #singer #songwriter #lyrics #autumn #girl #autumngirl #love #lovesong #newsongs #fyp
TikTok loves my low effort cat content, so here she is having a nap! #cat #music #musician #autumn #girl #love #autumngirl #lovesong
Update on Gerald: He found his Autumn Girl! #pigeon #music #london #singer #newsong
Gerald needs YOUR HELP to find his Autumn Girl! 🧡 #music #autumn #autumngirl #musician #summer #spring #london #ldn #england #singer #songwriter #singersongwriter#newmusic #guitar #guitarist #indiepop #pop #fyp #tiktok #trending #trendingaudio #mai

Come say hi on Discord

Join The Jack Pack on Discord and chat with me and fellow fans! (Please, it’s quite lonely in there)

Shameless request for your support

A smiling young man with light skin and short, blond hair, wearing a navy blue T-shirt, sitting outdoors in front of a historic stone building. The Patreon Logo is included on the left of the image

Hi! I’m Jack Bailey, the guy behind Airplane, Autumn Girl and Open Heart Surgery! If you’ve listened to my songs and they’ve meant something to you - thank you. Genuinely, that’s the reason I make music. I want to share my stories, no matter how personal they get, with the world, and I want you to be a part of it!

I’m building this little career from my bedroom, and if you’d like to help me make things bigger, I’ve got a Patreon where you can support me directly. It’s easy, flexible, and comes with some fun perks! The best bit? you get to say you were here before I got famous or started selling out to oat milk sponsorships because music doesn’t actually pay that well!

Depending on the tier, you’ll get:

  • Early access to new songs and demos

  • Direct chats and behind-the-scenes rambles

  • Little rewards and updates that I promise to actually post (I just need subscribers first…!)

Thanks for being here. You make this tiny corner of the internet feel more like hone, every day!

© Jack Bailey Music 2025