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Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits

There are times when, instead of listening to music to get pumped up or fired up, you deliberately want to listen to poignant or slightly sad songs and have a good cry alone, right?

Upbeat tracks that give you a push are great, but in this article we’ve researched and selected timeless, heart-wrenching English-language songs that empathize with listeners’ feelings, both old and new.

From classic standards to recent hits and the latest buzzworthy tracks, we’re bringing you a genre-crossing selection.

Try listening in whatever setting makes you feel most at ease—whether that’s in your bedroom or on a drive!

Playlist

Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits
show_chartTitlePlaylistOne point
1All of MeJohn LegendJohn Legend’s masterpiece “All of Me”
2See you againWiz Khalifa ft. Charlie PuthTheme song of the film, a masterpiece about friendship and mourning
3HappierEd SheeranEd Sheeran’s masterpiece “Happier” resonates with the heart.
4Young and BeautifulLana Del ReyLana Del Rey’s wistful vocals and aesthetics
5Someone You LovedLewis CapaldiA singer from Scotland with a moving voice
6Good DaysSZAMusic that overcomes pain and believes in hope
7MemoriesMaroon 5It’s a nostalgic masterpiece music video by Maroon 5.
8Don’t Look Back In AngerOasisOasis’s classic song “Don’t Look Back in Anger”
9You asked for thisHalseyA song of wavering hearts and self-exploration within society
10I Don’t Want to Miss a ThingAerosmithAerosmith's hit song from the movie 'Armageddon'
11So SickNe-YoNe-Yo’s early classic “So Sick” is a heartrending song.
12Be AlrightDean LewisA talented singer-songwriter from Sydney
13Fix YouColdplayColdplay’s soothing song that comforts the heart
14Lose You to Love MeSelena GomezSelena’s ballad tops the U.S. charts at No. 1
15FlowersMiley CyrusA powerful classic that sings of self-love and independence
16Happier Than EverBillie EilishA moving work that sings of growth and independence after heartbreak.
17Someone You LovedLewis CapaldiThe heartbeat of Capaldi from Scotland
18Easy On MeAdeleA soul’s cry singing Adele’s feelings after her divorce
19drivers licenseOlivia RodrigoA heartbreak song about a driver's license, a moving masterpiece that resonates with the heart
20Your SongElton JohnElton John's classic song with bittersweet lyrics
21ImaginationShawn MendesShawn Mendes’s bittersweet unrequited love song
22someone like youAdeleAdele’s signature song that expresses the heartbreak of a painful breakup
23I Want It That WayBackstreet BoysA classic hit sung by a representative boy band of the 90s
24Stay With MeSam SmithSam Smith's hit song 'Stay With Me'
25Thinking Out LoudEd SheeranA sweet ballad that expresses romantic feelings
26I Still…Backstreet BoysA bittersweet love song by the Backstreet Boys
27Missing YouBackstreet BoysA gem of a ballad by a vocal group that epitomized the ’90s
28Consequences (Orchestra)Camila CabelloAn emotive ballad by Camila Cabello
29PompeiiBastilleA sad song that feels the emptiness of life
30If I die youngThe Band PerryMoving music that sings of life and of birth and death
31Big girls don’t cryFergieSinging of the strength of a woman who overcomes heartbreak
32HurtChristina AguileraA masterpiece that makes you deeply feel the importance of what was lost
33Say You Won’t Let GoJames ArthurAn inspiring comeback song by a tattooed singer
34Depression (feat. Coconut Records)Ben KwellerA father's grief in accepting his son's death
35Say SomethingA Great Big World ft. Christina AguileraA heartrending masterpiece, a moving movie insert song
36The One That Got AwayKaty PerryA poignant love song that resonates in Katy's heart
37Love Is a Losing GameAmy WinehouseA poignant masterpiece that sings of love’s emptiness
38Just Want You to KnowBackstreet BoysA Backstreet Boys song that sings about the sadness of parting.
39BreakevenThe ScriptThe Script’s hit song tops the chart at number one.
40It’s So Hard to Say Goodbye to YesterdayBoyz II MenA timeless, heart-touching masterpiece that sings of the pain of parting.
41No OneAlicia KeysAlicia Keys’s singing voice and worldview are captivating.
42Because of youKelly ClarksonSing the pain of divorce and express anxiety about love
43you were good to meJeremy Zucker & Chelsea CutlerExpressing the sorrow of parting in beautiful harmony
44Anywhere I Lay My HeadTom WaitsA song that expresses the feelings of a man who envies other people's happiness.
45You & IOne DirectionTheir pop-style mellow ballad
46Wrong DirectionHailee SteinfeldHailee Steinfeld makes her debut as a singer
47Rolling in the DeepAdeleAdele’s revenge song against an unfaithful man
48Let her goPassengerLessons from Heartbreak: Gratitude and Awareness for Happiness
49I Eat DinnerRufus Wainwright feat. DidoRufus Wainwright’s sorrowful singing voice and lyrics
50Pale Blue EyesVelvet UndergroundA gentle love classic from a debut album
51SmileMorgan WallenMorgan's new song that portrays a past love
52Whatcha sayJason DeruloAn adultery song imagined with Tiger Woods in mind
53You Break Me FirstTate McRaeTate McRae’s heartbreak song
54Don’t Cry, Put Your Head On My ShoulderTom OdellTom Odell’s heart-wrenching ballad
55Not A Day Goes ByLonestarA classic song that sings of deep loss and longing for love
56When I Was Your ManBruno MarsBruno Mars’s poignant love classic
57MapsMaroon 5A sad song about extreme PVs, cheating, and accidental death
58I’m not the only oneSam SmithA poignant masterpiece that sings of the pain of infidelity
59Tears In HeavenEric ClaptonEric Clapton’s sad masterpiece
60When your goneAvril LavigneA song of sorrow and resolve for a cherished person
61Eyes ClosedEd SheeranEd Sheeran’s new song, a tribute to a friend
62When She Loved MeSarah McLachlanImpressive background music from Toy Story 2
63How can you mend a broken heartBee GeesThe first No. 1 hit song in America
64Lost In Your EyesDebbie GibsonDebbie Gibson’s singing and piano are captivating.
65Apologize ft. OneRepublicTimbalandA heartrending love song, a timeless masterpiece that resonates with the heart
66Yesterday Once MoreCarpentersA song of love and nostalgia for old-time music
67Love HurtsNazarethA classic song that has been covered many times by various artists.
68All You Need Is LoveThe BeatlesA gentle, heartwarming masterpiece by The Beatles
69Die For You (Remix)The Weeknd & Ariana GrandeThe popular 'Die For You (Remix)' on TikTok
70I Don’t Think That I Like HerCharlie PuthA masterpiece that sings of the pain and anxiety of love
71SonnetThe VerveTransition from psychedelic to pop
72EverytimeBritney SpearsA poignant ballad that showcases Britney’s vocal prowess.
73I Can’t Make You Love MeBonnie RaittA poignant song that tells a story about the pain of heartbreak
74The Wind Cries MaryThe Jimi Hendrix ExperienceA song of feelings Jimmy wrote after an argument
75The LovedPaul WellerA powerful song about overcoming the pain of heartbreak
76I Don’t Like YouGrace VanderWaalA heartfelt cry singing about the stress of love
77We Are the WorldUSA For AfricaAn inspiring classic song for African hunger relief
78Love Is A BattlefieldPat BenatarA love song that became a global hit
79CryingRoy OrbisonSong of a Belated Reunion and Sensitivity
80Wish You The BestLewis CapaldiA poignant classic by a Scottish singer is popular.
81ou’re The Best ThingThe Style CouncilA pop song with a classic feel and a mature, sweet singing voice
82Out of LoveAlessia CaraAlessia Cara, a singer who expresses her emotions straightforwardly
83Slide AwayMiley CyrusMiley’s heartbreak song, a melody that resonates with the heart
84Cut You OffSelena GomezSelena’s realistic heartbreak song
85Stuck with UAriana Grande & Justin BieberAn inspiring masterpiece as a charity single
86Nice Knowing YouSadie JeanSadie Jean’s heart-wrenching breakup song
87I’m YoursJason MrazA song with a bright, uplifting melody
88Bleeding LoveLeona LewisA poignant song expressing the joy of love
89Forget MeLewis CapaldiCapaldi’s heartfelt song about the pain of heartbreak
90Through the RainMariah CareyA ballad singer’s heartrending, clear, translucent voice
91California King BedRihannaRihanna’s R&B ballad, touching the heart
92Dancing On My OwnRobynThe heartache of seeing a loved one dance with someone else
93Eternal FlameThe BanglesA classic love song performed by an all-female band
94Wish You Were HereAvril LavigneA song by Avril Lavigne that resonates with the heart
95Show Me The Meaning Of Being LonelyBackstreet BoysA heartbreaking ballad about lost love, a timeless song that resonates with the heart
96I SurrenderCéline DionCeline Dion’s love songs, heart-stirring ballads
97Empty BenchDavid KushnerThe grief of loss woven into a Christmas song
98What it takesAerosmithI let go of the woman I love, and now I’m helpless…
99I’ll Be Over YouTOTOA slow-tempo, moving ballad with a sunset backdrop
100Last NightMorgan WallenMorgan Wallen’s bittersweet love song
101I don’t want you backEamonA song expressing anger and emotions toward an ex-girlfriend
102Wake Me Up When September EndsGreen DayAn anti-war song protesting the 9/11 attacks
103PerfectSimple PlanSinging about the struggles of adolescence and feelings toward one’s parents
104WILDFLOWERBillie EilishBillie Eilish’s heart-wrenching breakup song
105You Are Not AloneMichael JacksonMichael Jackson's masterpiece
106The FlameCheap TrickA pop ballad, a song by Cheap Trick
107When I Get ThereP!nkA famous song filled with Pink's feelings for her father.
108D-I-V-O-R-C-ETammy WynetteA masterpiece that sings about divorce from a woman’s perspective
109Heaven’s Only Days Down The RoadShelby LynneSing about the tragedy of my mother being shot by my father.
110Tears can be so softChristine&the QueensA song depicting the loneliness of a French singer
111the way things gobeabadoobeeA heartfelt ballad that sings of the pain of a broken heart
112I’m SorryAli GatieNew song by Ali from Canada is making waves
113Have You EverBrandyThe classic song that earned its first Billboard No. 1
114The Voice WithinChristina AguileraA translucent, clear singing voice stirs the heart.
115Lead Me OnFLETCHERFletcher’s poignant love song that portrays love and conflict
116Heavy In Your ArmsFlorence & The MachineA dark song that sings about the weight of love
117Where’d You GoFort Minor feat. Holly Brook & Jonah MatrangaA musical work filled with feelings for family far away
118Heartbreak AnniversaryGiveonGivion’s heartbreak song—its deep vocals and lyrics seep into the heart.
119Hold OnGood CharlotteThe appeal of iconic songs that encourage the anguish of adolescence
120This I LoveGuns N’ RosesInspiring piano and passionate vocals
121Take Me To ChurchHozierA protest song against discrimination toward LGBT people
122Car’s OutsideJames ArthurA moving song that sings of the heartache of a long-distance relationship.
123Free FallingJames ArthurAn emotional ballad by James
124Happiest YearJaymes YoungA heartwarming song that sings of the pain of heartbreak and gratitude
125Queen Of DenmarkJohn GrantA quiet, heartwarming ballad
126Fingers CrossedLauren Spencer SmithA breakup song that became a huge hit on TikTok
127Breaking PointLogan MichaelA moving song that captures the intense emotions of a breakup
128Don’t Forget MeMaggie RogersMaggie Rogers’s new song is emotionally rich.
129In The Living RoomMaggie RogersA poignant new song that captures the pain of heartbreak—moving.
130feel like shitTate McRaeTate's ballad expresses the pain of parting.
131Now Is The HourThe 1975A moving long-distance love ballad that resonates with the heart
132Run To YouWhitney HoustonThe moving theme song from a film starring Whitney
133Leave Herd4vdAn emotional song depicting heartbreak and self-discovery
134CryinAerosmithA bittersweet song about parting with someone dear
135Hate MeBlue OctoberA song about recovery from drug addiction and apologizing to people
136This Ain’t A Love SongBon JoviA captivating song with an emotional chorus and bittersweet lyrics.
137GeneradeBruno MarsA bittersweet song filled with one-sided feelings
138OutsideCalvin Harris ft. Ellie GouldingA club song about struggling with the distance between lovers
139Waiting For YouCharly BlissCharlie Bliss’s new song that portrays the pain of heartbreak and the hope that follows
140The Power Of LoveCéline DionPower of Love is a famous song and a masterpiece.
141Heartbreak HotelElvis PresleyElvis Presley’s first No. 1 hit song
142I’m Not Gonna Miss YouGlen CampbellA song of love for family amid the battle with Alzheimer’s
143No AirJordin Sparks ft. Chris BrownA duet song by two people singing about a dying relationship
144Please Don’t Fall In Love With MeKhalidA masterpiece with wistful lyrics and a melody that touches the heart
145RainMadonnaA famous song featuring Ryuichi Sakamoto with a distinctive melody
146How Am I Supposed To Live Without YouMichael BoltonSoul music that sings the sorrow of heartbreak
147TornNatalie ImbrugliaA song from Denmark, covered by Natalie
148CirclesPost MaloneForeign song lyrics are difficult, but they have unexpected depth too.
149What Hurts The MostRascal FlattsA song that sings about the importance of expressing your feelings.
150How Do You Sleep?Sam SmithA sad song lamenting a lover's betrayal
151Don’t need you toSamantha MumbaA song about a woman who’s positive and strong, yet has her vulnerabilities
152This Is The Sound OfSnow PatrolA long-distance love song by Snow Patrol
153LostSoccer MommySoccer Mommy’s fleeting and heartrending new song
154Crying My Eyes OutStephen PuthA song with sad lyrics and an upbeat melody
155Casimir Pulaski DaySufjan StevensA song that sings about a memorial day in Illinois
156White HorseTaylor SwiftA hopeful song for a woman recovering from heartbreak
157If I Were To DieWinona OakA poignant love song that sings of the fragility and beauty of love
158Little BonnieDrive-By TruckersTribute to Bonnie: Family Bonds and Memories
159Cry Me A RiverJustin TimberlakeJustin's song about his feelings for Britney
160Damn You For Breaking My HeartCaitlyn SmithAn epic song with a chorus full of speed and drive.
161You should be sadHalseyA tear-jerking song that stirs the emotions, with a melody that resonates in the heart.
162Fall On MeA Great Big World, Christina AguileraAn emotional R&B collaboration track