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Sentimental Season: Songs to Sing at Karaoke in September

Although the peak of summer has passed, September still brings lingering heat.

According to the calendar it’s autumn, but what kind of songs do you feel like singing? With summer coming to an end, you might feel a bit sentimental, or perhaps your heart will gradually grow calm as you shift from the sparkling days of summer into the more settled feeling of autumn.

In this article, we’ll introduce songs that are perfect for singing at karaoke in September! From sentimental and gentle tunes to songs for those who still want to enjoy summer to the fullest, find something that matches your mood and give it a try!

[Sentimental Season] Songs to Sing at Karaoke in September (41–50)

Late Summer (A Season for One)Yumi Matsutoya

Yumi Matsutoya’s “Late Summer (A Season Alone)” evokes a poignant feeling through images of the sky and flowers gradually changing.

Included on the 1976 album The 14th Moon, released when she was still known as Yumi Arai, the song was used as the theme for NHK dramas Summer Hometown and The Phantom Vineyard.

It’s in the natural scenery—the sky and plants—that we first sense the shift from summer to autumn.

The seasons change surprisingly quickly, and as the scenery transforms, the sense of wistfulness deepens.

Leaving various memories behind in summer, the song ultimately encourages a forward-looking heart—ready to embrace autumn’s own beautiful landscapes.

[Sentimental Season] Songs to Sing at Karaoke in September (51–60)

OrangeSMAP

Lefty Hand Cream - Full Cover of SMAP 'Orange'
Orange SMAP

Even if you don’t recognize the song just by its title, once you hear the chorus, you’ll probably go, “Oh, that one!” Known as one of SMAP’s signature ballads, it leaves a strong impression with its impactful yet beautiful melody, and the bittersweet story of parting woven into the lyrics really hits home.

The title “Orange” evokes the sunset, making it perfect for autumn.

The breakup-themed lyrics also suit this somewhat sentimental season, and it’s a great recommendation when you want to sing a moving ballad at karaoke.

I was looking at the moon.Kenshi Yonezu

Kenshi Yonezu – I Was Looking at the Moon / Moongazing
Kenshi Yonezu, who was looking at the moon.

This song, performed by singer-songwriter Kenshi Yonezu and titled after the moon—an emblem of autumn—was created as the theme song for Square Enix’s game Final Fantasy XVI.

Its tense sound matches the atmosphere of the work, while also evoking a lonely mood that seems to gaze up at the moon.

Because it feels like a heartrending cry, it’s a piece you can throw your whole strength into when singing it at karaoke.

It’s a song that fits the autumn season—often associated with solitude—and prompts reflection on human connections.

The Summer Without YouDEEN

DEEN – The Summer Without You
Summer Without You - DEEN

Kimi ga Inai Natsu, DEEN’s 12th single released in 1997, is a ballad that was used as the ending theme for Season 4 of the anime Detective Conan.

The song nostalgically recalls a past summer romance, making it a perfect choice for karaoke from late summer into early autumn.

While it isn’t flashy—as it’s a ballad—it evokes the bittersweet summer memories that everyone carries.

Its gentle lyrics will surely help soften your feelings of loneliness.

Answer of the Autumn WindFlower

Flower 'Answer of the Autumn Wind' 3/4 Release 2nd Album 'Hanadokei (Flower Clock)'
Answer Flower of the Autumn Wind

The eighth single by Flower, a female dance and vocal group admired for their dazzling choreography and strong vocals, is “Answer for the Autumn Breeze.” It was also created as an answer song to “C.

O.

S.

M.

O.

S.

~Akizakura~” by the male dance and vocal group Sandaime J Soul Brothers.

It’s a bittersweet yet love-filled romance song you’ll want to listen to in autumn, and the autumn-inspired choreography is a must-see! If you want to savor a sentimental mood, be sure to try singing it at karaoke.

Moonlight FlowerJanne Da Arc

When summer ends and September arrives, many people may find they’ve gone through a heartbreak.

This song carries a piercing, aching sense of sorrow that perfectly fits this time of year.

It’s one of Janne Da Arc’s signature tracks, and many might know it as the theme song for the anime Black Jack.

For those who don’t usually listen to visual kei bands, Janne Da Arc might be a group you’d tend to avoid, but this song’s truly beautiful melody is its charm, and it should feel approachable even if you’re not familiar with visual kei.

When you’ve experienced a breakup but still can’t sort out your feelings, this is a song that will stay close to your heart.

Like the shining moonSuperfly

Superfly “Like the Shining Moon” Music Video
Superfly like a shining moon

A warm ballad by Superfly, known for her powerful vocals.

The lyrics, filled with gratitude and love, are highly appealing, making this a popular choice for weddings.

Its mellow mood makes it perfect for September, when the scent of autumn begins to drift in.

Some people may feel that Superfly’s songs are tough to sing, but this one has a relaxed tempo, so it should be easy to sing at karaoke!