Pick out the challenging songs that will earn you respect if you can nail them at karaoke!
Have you ever thought, “I’d look so cool if I could get through this song at karaoke,” only to crash and burn halfway through?Songs that are hard to sing hide plenty of tough spots—wide vocal ranges, complex rhythms, and blisteringly fast phrases that barely leave room to breathe.But that’s exactly why the sense of accomplishment when you nail them is second to none.In this article, we introduce a wide variety of challenging songs that are worth taking on at karaoke.If you want to test your limits or are looking for a spark to help you level up your singing, let this guide you to your next song choice!
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A selection of difficult songs that will earn you respect if you can nail them at karaoke! (31–40)
BetelgeuseYuuri

Yuri’s “Betelgeuse” is a song that many of my students—regardless of gender—have practiced.
The more I taught it, the more I thought, “This song is tough,” so it’s perfect for those confident in their vocal skills! The overall range is D3–D5, so it’s on the higher side.
As expected, the challenging parts are the chorus and the C section.
Once you start singing, there’s no break, it’s hard to find places to breathe, and many people struggle with switching to falsetto like Yuri does.
Most of Yuri’s songs offer almost no rest once you begin, so managing the balance—like what percentage of your full volume you sing with—is crucial.
For breath placement, if you sustain every note to its full length you’ll definitely lose track of where to breathe, so try cutting off the phrase endings to create brief spaces.
Don’t forget to take your breath in those spots! If you want to switch into falsetto, relax and let the sound float upward lightly—doing so will naturally transition you into falsetto, so give it a try!
absolute zeronatori

Natori is a singer-songwriter whose vocals blend youthful innocence with sexiness, earning her widespread popularity.
She has many classic songs, but the one I especially recommend as a high-difficulty track is Zettai Reido.
While Natori often favors a downer vocal style, this piece is crafted with a much louder sound, and the vocal lines are correspondingly raw and aggressive.
The range spans from mid1 A# to mid2 G#, which isn’t particularly wide, but with few break points and many rapid-fire phrases, it’s certainly a challenging song when it comes to nailing the pitch with precision.
Kaikai KitanEVE

This song was pre-released on October 3, 2020, and serves as the opening theme for the first season of the TV anime Jujutsu Kaisen.
I think many people often sing Eve’s songs, but all of them have a very wide vocal range, don’t they? By the way, Kaikai Kitan spans from F2 to D5, which made me think, “Can you really sing that low?”—I was surprised too.
It’s a song that’s challenging in the low notes of the A section and the high notes of the chorus.
In the A section, try to let the voice come out slowly from the vocal folds and avoid making it too muffled.
From the B section, it starts to sound more song-like with higher notes, but if you push too hard, your voice will collapse.
Aim to project your falsetto strongly and focus on explosiveness! The chorus is also demanding in terms of breathing, so it might be good to decide in advance where you’ll take breaths.
For songs where breathing is tricky like this, instead of singing everything at 100%, it helps to pace yourself and take small, solid breaths in the brief moments you have!
HeavenMrs. GREEN APPLE

Mrs.
GREEN APPLE’s new song “Heaven.” When it comes to Mrs.
GREEN APPLE, Motoki Omori’s high-tone voice is arguably the most striking feature, and this track makes full use of his upper register throughout.
In addition to extremely high mixed voice and falsetto, the song even opens with a very low phrase.
The low part is brief, but the overall vocal range of the piece is exceptionally wide, making it no exaggeration to call this an extraordinarily difficult song.
LuluAdo

Ado is a singer who enjoys nationwide popularity.
For most people, the majority of her songs are quite challenging.
So honestly, we could have featured any of them, but this time we’re introducing LULU, which is among her most difficult.
In this track, shouts appear frequently throughout the vocal lines.
A single shout is one thing, but having them in such rapid succession makes it tough unless you’re very used to singing.
There are also few places to breathe, so if you’re confident in your lung capacity, give it a try.
A selection of challenging songs that will earn you respect if you can nail them at karaoke! (41–50)
giftRADWIMPS

RADWIMPS’s “Tamamono,” chosen as the theme song for NHK’s morning drama series Anpan that has been airing since March 2025, is a track packed with an astonishing density of information in its roughly 4 minutes and 50 seconds—so much so that a single listen isn’t enough to grasp its full picture.
It weaves in elements reminiscent of Showa-era pop, rhythmically rapped vocals laced with falsetto, and even sections that feel like children’s songs.
The restless, fast-evolving arrangement gives the impression that the band has reached a new level.
That said, it’s obvious the song would be extremely difficult to sing at karaoke.
The vocal range is wide, the rhythm is tricky, and if you don’t memorize the structure precisely, you’ll be left behind.
So until you get a handle on the whole piece, it’s best to listen to it repeatedly.
broad daylightKing Gnu

This was King Gru’s second single, released digitally in February 2019.
It also served as the theme song for the NTV Saturday drama “Innocence: Wrongful Conviction Lawyer.” To sing this track well at karaoke, you’ll need solid technique to properly switch among various high tones using falsetto, mixed voice, and chest voice.
The original recording includes quite a few heavily processed sections, so while it’s unrealistic to reproduce those effects live at karaoke, smooth transitions between different vocal timbres are key.
For the falsetto passages that stand out in particular, try to avoid tightening your throat and aim for a soft, relaxed tone.


