58 Songs About Leaving (Pop, Rap & More)

Foundations of Music

58 Songs About Leaving (Pop, Rap & More)

I. Rock Songs About Leaving

1. Go Your Own Way by Fleetwood Mac

Artist: Fleetwood Mac
Album: Rumours
Year: 1977

The song is about a relationship that has ended and the person is telling their former partner that they need to go their own way.

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2. Don’t Look Back in Anger by Oasis

Artist: Oasis
Album: (What’s the Story) Morning Glory?
Year: 1995

The song is about not dwelling on the past and not being angry about things that have happened. It is about moving on and looking to the future.

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3. The Long and Winding Road by The Beatles

Artist: The Beatles
Album: Let It Be
Year: 1970

The song is about a relationship that has ended and the singer is looking back on all the happy times they shared together. He is sad and regrets all the things he didn’t do to make the relationship work.

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4. The Times They Are A-Changin’ by Bob Dylan

Artist: Bob Dylan
Album: The Times They Are a-Changin’
Year: 1964

The song is about how the world is constantly changing and how people need to change with it. Dylan sings about how the old ways of doing things are no longer effective and how people need to adapt to the new ways. He also talks about how the future is always unknown and how people need to be prepared for it.

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5. Born to Run by Bruce Springsteen

Artist: Bruce Springsteen
Album: Born to Run
Year: 1975

The song is about a young man’s escape from his hometown. He is in love with a girl named Mary and he wants to take her away to a better life. The song is an anthem for anyone who has ever felt trapped by their circumstances and longed for something better.

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II. Rap Songs About Leaving

1. I Will Always Love You by Whitney Houston

Artist: Whitney Houston
Album:
Year:

The song is about a woman who is leaving her lover and she tells him that she will always love him. She says that she will always love him no matter what he does or where he goes.

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2. Song Cry by (2001) Video via YouTube

Artist: (2001) Video via YouTube
Album:
Year:

The song is about a man who is trying to keep his composure and not cry in front of his friends, but he can’t help it when he thinks about his lost love.

Watch on YouTube -> youtube

3. Heartless by (2008) Video via YouTube

Artist: (2008) Video via YouTube
Album:
Year:

The song is about a heartless person who doesn’t care about anyone but themselves. They are cold and calculating and only care about themselves. They are also very successful in everything they do.

Watch on YouTube -> youtube

4. Hit Em Up by Tupac Shakur

Artist: Tupac Shakur
Album: 2Pac Live
Year:

The song is about Tupac’s beef with the East Coast, specifically Biggie Smalls and Puff Daddy. He talks about how he’s going to kill them and how they’re fake.

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5. Love Galore by (2017) Video via YouTube

Artist: (2017) Video via YouTube
Album:
Year:

The song is about a love that is no longer there. The singer is trying to figure out what went wrong and how to get the love back.

Watch on YouTube -> youtube

6. Don’t Look Back by Boston

Artist: Boston
Album: Don’t Look Back
Year: 1978

The song is about a relationship that ended and the person is trying to move on but they keep looking back.

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7. Marvin’s Room by (2011) Video via YouTube

Artist: (2011) Video via YouTube
Album:
Year:

The song is about a person who is struggling with addiction and is trying to get help from their loved ones. The song is about the person’s struggles and how they are trying to get better.

Watch on YouTube -> youtube

8. I’m Outta Here by Eminem

Artist: Eminem
Album: Music to Be Murdered By
Year: 2020

The song is about Eminem leaving the music industry because he is tired of all the negativity and hate. He says that he has had enough of the drama and the politics, and he is done with trying to please everyone. He is also tired of the media and the critics who are always attacking him. He says that he is going to focus on his family and his own life now, and he is done with the music business.

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9. Call Out My Name by (2018) Video via YouTube

Artist: (2018) Video via YouTube
Album:
Year:

The song is about a relationship that ended badly, and the person regrets not being able to fix things before it was too late.

Watch on YouTube -> youtube

III. Country Songs About Leaving

1. Rearview Town by Jason Aldean

Artist: Jason Aldean
Album: Rearview Town
Year:

Jason Aldean’s song “Rearview Town” is about a man who is looking back on his life and regrets some of the things he’s done. He’s looking for a way to move on and start over, but he knows it won’t be easy.

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2. On the Road Again by Willie Nelson

Artist: Willie Nelson
Album:
Year: 1980

The song is about a man who is on the road again and is looking forward to the journey. He is excited to see the different places and people he will encounter along the way.

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3. Goodbye Time by Blake Shelton (2005)

Artist: Blake Shelton (2005)
Album:
Year:

The song is about a man who is trying to get over a break-up by moving on and forgetting about the past. He knows that it won’t be easy, but he is determined to do it.

Watch on YouTube -> youtube

4. Goodbye Earl by Dixie Chicks (2000)

Artist: Dixie Chicks (2000)
Album:
Year:

The song is about a woman who kills her abusive husband with the help of her friend. The song is told from the perspective of the woman and her friend, and is a light-hearted take on a serious issue.

Watch on YouTube -> youtube

5. The Times They Are A-Changin’ by Bob Dylan

Artist: Bob Dylan
Album: The Times They Are a-Changin’
Year: 1964

The song is about how the world is constantly changing and how people need to change with it. Dylan sings about how the old ways of doing things are no longer effective and how people need to adapt to the new ways. He also talks about how the future is always unknown and how people need to be prepared for it.

Watch on YouTube -> youtube

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6. I’m Already There by Lonestar

Artist: Lonestar
Album: I’m Already There
Year: 2001

I’m Already There is a song about a man who is away from his home and family, but he is always with them in spirit. He is always thinking about them and he misses them dearly.

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7. Leaving on a Jet Plane by John Denver

Artist: John Denver
Album: John Denver Sings
Year: 1966

The song is about a person who is leaving on a jet plane and is unsure if they will ever return. The person is saying goodbye to their loved ones and is telling them not to cry.

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8. Never Again by Eve, Keyshia Cole

Artist: Eve, Keyshia Cole
Album: Barbershop 2: Back in Business
Year: 2004

The song is about a woman who has been hurt by a man and is vowing never to let herself be hurt again. She is done with love and is not going to let herself be fooled again.

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9. I’m Movin’ On by Rascal Flatts (2001)

Artist: Rascal Flatts (2001)
Album:
Year:

The song is about a person who is moving on from a past relationship. They are ready to start a new chapter in their life and are not looking back. The song is upbeat and empowering, and encourages listeners to do the same.

Watch on YouTube -> youtube

10. Hit the Road Jack by Ray Charles

Artist: Ray Charles
Album: Ray Charles Greatest Hits
Year: 1962

The song is about a man who is leaving his woman. He tells her that she can’t come with him, and she should just “hit the road.”

Watch on YouTube -> youtube

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11. See You Again by Carrie Underwood

Artist: Carrie Underwood
Album: Blown Away
Year: 2012

The song is about a woman who is reflecting on a past relationship. She is thinking about how things ended and how she has moved on. She is hoping to see her former lover again, but she knows that it is unlikely.

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12. Even Though I’m Leaving by Luke Combs

Artist: Luke Combs
Album: What You See Is What You Get
Year: 2019

The song is about a man who is leaving his home and his loved ones behind to pursue his dreams. Even though he is leaving, he still loves them and wants them to be happy.

Watch on YouTube -> youtube

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IV. R&B Songs About Leaving

1. Be Without You by Mary J. Blige

Artist: Mary J. Blige
Album: The Breakthrough
Year: 2005

The song is about a woman who is in a relationship with a man who is not good for her. She knows that she should leave him, but she can’t seem to do it. She is tired of being hurt and she wants to be free, but she can’t seem to let go.

Watch on YouTube -> youtube

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2. Don’t Look Back by Boston

Artist: Boston
Album: Don’t Look Back
Year: 1978

The song is about a relationship that ended and the person is trying to move on but they keep looking back.

Watch on YouTube -> youtube

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3. Bye Bye Bye by NSYNC

Artist: NSYNC
Album: No Strings Attached
Year: 2000

The song is about a break-up and how the person is feeling. They are sad and regretful about what happened between them and their partner.

Watch on YouTube -> youtube

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4. Saving All My Love For You by Whitney Houston

Artist: Whitney Houston
Album: Whitney Houston
Year: 1985

The song is about a woman who is in love with a man who is not interested in her. She is saving all her love for him, even though she knows he will never love her back.

Watch on YouTube -> youtube

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5. Where Do Broken Hearts Go by Whitney Houston

Artist: Whitney Houston
Album: Whitney
Year: 1987

The song is about a person who is struggling to forget a past relationship. They wonder where all the love that they once had went, and if their former partner is feeling the same pain. They hope that someday they will find closure and be able to move on.

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6. Un-Break My Heart by Toni Braxton

Artist: Toni Braxton
Album: Secrets
Year: 1996

The song is about a woman who is begging her lover to take her back and heal her broken heart. She is pleading with him to un-break her heart and make her love again.

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7. I’m So Lonesome I Could Cry by Whitney Houston

Artist: Whitney Houston
Album: Whitney
Year: 1987

The song is about a person who is feeling very lonely and could cry. They talk about how they miss someone and how they wish that person was there with them.

Watch on YouTube -> youtube

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8. Go Your Own Way by Fleetwood Mac

Artist: Fleetwood Mac
Album: Rumours
Year: 1977

The song is about a relationship that has ended and the person is telling their former partner that they need to go their own way.

Watch on YouTube -> youtube

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9. The Wanderer by Dion DiMucci

Artist: Dion DiMucci
Album: Runaround Sue
Year: 1961

The song is about a man who is a wanderer and has no home. He has been everywhere and seen everything. He is tired of moving around and wants to find a place to settle down.

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10. I Will Always Love You by Whitney Houston

Artist: Whitney Houston
Album:
Year:

The song is about a woman who is leaving her lover and she tells him that she will always love him. She says that she will always love him no matter what he does or where he goes.

Watch on YouTube -> youtube

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11. Ex-Factor by Lauryn Hill

Artist: Lauryn Hill
Album: The Miseducation of Lauryn Hill
Year: 1998

The song is about a failed relationship and the singer’s regrets.

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12. Hit the Road Jack by Ray Charles

Artist: Ray Charles
Album: Ray Charles Greatest Hits
Year: 1962

The song is about a man who is leaving his woman. He tells her that she can’t come with him, and she should just “hit the road.”

Watch on YouTube -> youtube

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V. Pop Songs About Leaving

1. Leonard Cohen by Leonard Cohen

Artist: Leonard Cohen
Album: Songs of Leonard Cohen
Year: 1967

The song is about the singer’s love for the titular character, Leonard Cohen. He sings about how Cohen has inspired him and how he looks up to him.

Watch on YouTube -> youtube

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2. REM by R.E.M.

Artist: R.E.M.
Album: Around the Sun
Year: 2004

The song is about a person who is struggling to remember something important. They keep trying to remember what it is, but they can’t. Eventually, they realize that the thing they’re trying to remember is a dream.

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3. Angelina – Bob Dylan by Farewell

Artist: Farewell
Album:
Year:

The song is about a woman named Angelina who the singer is in love with. He talks about how she is the most beautiful woman he has ever seen and how he can’t imagine life without her.

Watch on YouTube -> youtube

4. Paul Simon by Paul Simon

Artist: Paul Simon
Album: Still Crazy After All These Years
Year:

The song is about the singer’s love for the titular Paul Simon. He talks about how he loves everything about him, from the way he looks to the way he sings. He even compares him to a work of art, saying that he is “perfection personified.” In the end, he declares his undying love for Paul Simon, and says that he will always be there for him.

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5. Willie Nelson by Willie Nelson

Artist: Willie Nelson
Album:
Year: 1980

The song is about the life of country music singer Willie Nelson. It talks about his humble beginnings, his struggles with addiction, and his eventual success.

Watch on YouTube -> youtube

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6. Leaving on a Jet Plane by John Denver

Artist: John Denver
Album: John Denver Sings
Year: 1966

The song is about a person who is leaving on a jet plane and is unsure if they will ever return. The person is saying goodbye to their loved ones and is telling them not to cry.

Watch on YouTube -> youtube

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7. So Long, Farewell by Richard Rodgers, Oscar Hammerstein II

Artist: Richard Rodgers, Oscar Hammerstein II
Album:
Year:

The song is a farewell to the Von Trapp family as they leave Austria. The children say goodbye to their home, their friends, and their governess, Maria.

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8. Bye Bye Bye by NSYNC

Artist: NSYNC
Album: No Strings Attached
Year: 2000

The song is about a break-up and how the person is feeling. They are sad and regretful about what happened between them and their partner.

Watch on YouTube -> youtube

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9. Bye Bye by Mariah Carey

Artist: Mariah Carey
Album: E=MC²
Year: 2008

The song is about a woman who is leaving her lover and saying goodbye. She is sad and regrets the decision, but she knows it is for the best.

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10. Don McLean by American Pie

Artist: American Pie
Album:
Year:

The song is about the death of Buddy Holly, and the singer’s reflections on the event.

Watch on YouTube -> youtube

11. Chicago by If You Leave Me Now

Artist: If You Leave Me Now
Album:
Year:

The song is about a man who is leaving Chicago and the woman he is leaving behind. He is telling her how much he loves her and how much he will miss her.

Watch on YouTube -> youtube

12. Goodbye by Air Supply

Artist: Air Supply
Album: The Vanishing Race
Year: 1993

The song is about a couple breaking up and saying goodbye to each other. The man is telling the woman that he will always love her and that he is sorry for the way things turned out.

Watch on YouTube -> youtube

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VI. Christian Songs About Leaving

1. I’m Gonna Be (500 Miles) by The Proclaimers

Artist: The Proclaimers
Album: Hollywood Soundtracks
Year: 1987

The song is about a man who is willing to walk 500 miles to be with the woman he loves. He is determined to make the journey, no matter what the obstacles, and he is sure that he will be happy when he finally arrives at her side.

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2. I Can Only Imagine by MercyMe

Artist: MercyMe
Album: The Worship Project
Year: 1999

The song is about a person imagining what it will be like to be in heaven. The person imagines being in a beautiful place with no more pain or suffering. They imagine being reunited with loved ones who have died and being able to worship God freely. The song is a reminder that even though we don’t know what heaven will be like, we can trust that it will be better than anything we can imagine.

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3. I’m on My Way by The Proclaimers

Artist: The Proclaimers
Album: Sunshine on Leith
Year: 1988

The song is about a person who is leaving their home and embarking on a journey. They are saying goodbye to their loved ones and telling them that they will be back someday.

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4. or just time for leaving church at the end of the service by FFS29 God speed you on your way (Shirley Erena Murray) Farewell; benediction Good lyrics of a new beginning

Artist: FFS29 God speed you on your way (Shirley Erena Murray) Farewell; benediction Good lyrics of a new beginning
Album:
Year:

The lyrics of the song ‘Or Just Time for Leaving Church at the End of the Service by FFS29 God Speed You on Your Way (Shirley Erena Murray)’ are about a new beginning. The lyrics say goodbye and wish someone well as they start a new journey.

Watch on YouTube -> youtube

5. In the Garden by Anne Murray

Artist: Anne Murray
Album: What a Wonderful World
Year: 1999

The song is about a woman who is reflecting on her life and how she has grown as a person. She is looking back at her younger self and how she used to be so naive and innocent. She is now a strong and independent woman who has been through a lot in her life. The song is about her journey and how she has learned from her mistakes.

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6. Leave It There by Joey + Rory

Artist: Joey + Rory
Album: Inspired (Songs of Faith & Family)
Year: 2013

The song is about a person who is struggling with their faith and questioning whether or not they should continue to believe. The person is struggling with doubt and fear, and they are wondering if they are making the right decision by continuing to believe. The song is about the person’s journey and their struggle to find answers.

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7. What a Friend We Have in Jesus by Alan Jackson

Artist: Alan Jackson
Album: Precious Memories
Year: 2006

The song is a country-gospel song about the friendship between Jesus and the singer. The singer talks about how Jesus is always there for him, no matter what he is going through. The song is a reminder that Jesus is our friend and we can always count on him.

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8. Turn Your Eyes Upon Jesus by Helen H. Lemmel

Artist: Helen H. Lemmel
Album: Almighty
Year: 1992

The song is a hymn about turning to Jesus for help in times of need. It talks about how Jesus is the only one who can help us when we are lost and struggling. The song ends with a plea for Jesus to come into our hearts and help us.

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