The Top 10+ Jason Aldean Songs

It seems Jason Aldean’s career has been on an upward trajectory ever since the release of his debut album over 15 years ago. Now with nine albums, countless hits, and prestigious awards under his belt, Aldean has become one of the most successful and recognizable artists in modern country music. He has forged his own unique musical path with his country rock style, influencing the direction of country music earning a devoted fanbase along with way. With such a history of hit songs behind him, here’s a look back at a few of the top Jason Aldean singles.

(Arranged chronologically)

1. “Why” — from Jason Aldean

Jason Aldean came out of the gate guitars blazing in 2005 with his debut single, “Hicktown,” from his self-titled debut album. The debut was a solid one for the artist, but he didn’t earn his first No. 1 song until his second single, “Why.” While “Hicktown” introduced the reckless, country boy side of Aldean’s music, “Why” introduced the sentimental, self-reflective side. In the tune, Aldean analyzes why his relationship often turns sour, realizing that he’s the one to blame and wishing to change his ways. This self-realization and apology is set against a background of sleek electric guitar and relaxed drums. “Why does it always have to come down to you leaving before I say ‘I love you?’ / And why do I always use the word that cut the deepest when I know how much it hurts you? / Oh baby why do I do that do you,” he sings in the chorus. “Why” became Aldean’s first No. 1 hit and paved the way for similar songs to follow.

2. “Amarillo Sky” — from Jason Aldean

Aldean continued to prove his genuine country cred with the release of his third single, “Amarillo Sky.” In this tune, co-penned by Big Kenny and John Rich of Big & Rich, Aldean shines a light on farmers who work day in and day out in the hot sun, praying that the weather holds and that the field yields enough crops. This homegrown story, which is relatable to farmers across the country, is paired with undeniable country instrumentation complete with fiddle, electric guitar and drums. This single allowed country fans to further get to know the future superstar and landed at No. 4 on the charts.

3. She’s Country — from Wide Open

Jason Aldean’s career took off at an uncontrollable rate during the Wide Open album era, and it all started with the album’s debut single, “She’s Country.” This song took the country sounds Aldean introduced in earlier songs to the next level, debuting what would become his signature country rock sound. With an unprecedented combination of banjo, fiddle, and hard rock-leaning power chords, Aldean swirls together a clever choice of words to describe the perfect country girl. Having been released in 2008, the song predated the rise and fall of “bro-country,” so Aldean’s use of certain visuals — such as “jacked up pick-up trucks” — did not yet feel cliché on country radio. The song was a big hit for Aldean, landing at No. 1 and earning 3x Platinum status.

4. Big Green Tractor — from Wide Open

Aldean found himself landing in superstar territory with the second release from his Wide Open album, “Big Green Tractor.” The track, which has even become recognizable outside of the country world, finds Aldean singing about wanting to have a simple date night with his woman on the farm. Fans may be reminded of Kenny Chesney’s infamous tractor song “She Thinks My Tractor’s Sexy” when listening to the tune, and that’s no coincidence, as “Big Green Tractor” was written by the same two writers, David Lee Murphy and Jim Collins. Murphy told Engine 145 that he got inspired to write the song while driving a tractor, and when Collins agreed to write another tractor song, they got to work. The song became Aldean’s third No. 1 hit, and like “She’s Country” before it, earned 3x Platinum status.

5. The Truth — from Wide Open

With the release of “The Truth” in 2009, fans got to see the more sentimental side of Aldean once again. In this song written by Brett James and Ashley Monroe, a heartbroken Aldean pleads with his ex-love to not share how hurt he is by their breakup. “Just don’t tell ‘em I’ve gone crazy / That I’m still strung out over you / Tell ‘em anything you want to, just don’t tell ‘em all the truth / Yeah don’t tell ‘em all the truth,” he sings in the chorus. The song’s production complements the story as it features longing fiddle, steel guitar and mellow guitar and drums. “The Truth” took Aldean to the No. 1 spot yet again.

6. “Don’t You Wanna Stay” (with Kelly Clarkson) — from My Kinda Party

Aldean began another successful album era with My Kinda Party, released in 2010, and his second single, “Don’t You Wanna Stay,” became one of the album’s biggest hits. One thing that made this single stand out was the fact that Aldean included the soaring vocals of Kelly Clarkson. In the sultry tune, Aldean and Clarkson trade vocals about wanting to stay together a little while longer while piano, acoustic guitar, and eventually Aldean’s signature electric guitar play along with them. The song was a massive hit for the artists, landing at No. 1 on the country charts, earning 2x Platinum status and winning two CMA Awards, a Grammy and two ACM Awards.

7. “Dirt Road Anthem” — from My Kinda Party

Just when fans thought Jason Aldean’s star couldn’t rise any higher, he released one of the biggest hits of his entire career with “Dirt Road Anthem.” The song, written by Brantley Gilbert and Colt Ford, was an unconventional one in mainstream country music at the time of its release in 2011 due to the new talking/rapping style it employed. That new style didn’t stop it from becoming a hit, however. In fact, it surpassed the success of his previous singles by being certified 4x Platinum. The song also took home the Grammy for Best Country Solo Performance in 2011.

8. Fly Over States — from My Kinda Party

For the last single from his My Kinda Party album, Aldean chose to go with a song that was a departure from his raucous stadium singalongs, and instead, harkened back to the rural feeling of “Amarillo Sky.” Just as that song was a celebration of farmers, “Fly Over States” serves as a celebration of middle America — those states people in the big cities would never visit. In the tune, Aldean paints a story about two men flying from New York to Los Angeles and looking down on the “fly over states” with confusion as to why anyone would live there. In the chorus, he sings about the beautiful things those states offer that those men are missing. The song certainly resonated with the country audience, as it topped both country charts and went Platinum.

9. You Make It Easy — from Rearview Town

Jason Aldean released plenty more hits in the next few years and many of those would be at home on this list, but in 2018, he released a truly inspirational song with “You Make It Easy.” In this simple, yet beautiful love song, Aldean sings about how easy it is to love his partner and how she completes him. “You make it easy loving up on you / Make it easy with every little thing you do / You’re my sunshine in the darkest days / My better half, my saving grace / You make me who I want to be / You make it easy,” he sings in the chorus. “You Make It Easy” was the first slow love song the singer released in a long time, and it shot straight to the top of the charts.

10. “Drowns The Whiskey” (featuring Miranda Lambert) — from Rearview Town

Aldean followed up the bonafide love song “You Make It Easy” with a whiskey-drinking heartbreak tune. In “Drowns The Whiskey,” Aldean and Miranda Lambert sing about trying to drown out the memory of a lost love with whiskey, but no matter how much they drink, it doesn’t work. Lambert’s voice accompanies Aldean’s throughout the entirety of the song, which gives the listener the feeling that both parties in the breakup are feeling equally heartbroken. Like the majority of his songs, the song took the No. 1 spot and was nominated for many awards.