Four years after the season 4 finale, Lucas now finds himself as a writer, struggling to break into the business. He returns to the sport he loves as the coach of the Ravens along with Skills. Peyton, now in the music business, looks to find the next big thing, while Brooke works on her fashion line. Meanwhile, Nathan and Haley are raising their son, Jamie, and trying to find their way as young parents.
Salme Dahlstrom -- American Beauty, Jackson Waters -- Come Undone, The National
-- Fake Empire, The National
-- Green Gloves, Wild Whirled -- Hollywood, Low vs Diamond -- I'll Be, Kelly Clarkson
-- Irvine, Yellowcard
-- Light Up the Sky, Black Rebel Motorcycle Club
-- Mercy, The National
-- Slow Show, Jupiter Sunrise -- Steal Me, The Verve Pipe
-- The Freshman, Lil Coe / Northstar -- What U Gonna Do, Selectracks -- You Got What It Takes
Lucas faces his past as he must choose the path his future will take, all while balancing the demands of being the coach of the Ravens. Haley decides to hire a nanny to lessen her load. Later, her first day of teaching does not go how she had expected. Meanwhile, Skills helps Jamie build a soap box derby racer and Mouth deals with his demanding boss.
The Hours -- Back When You Were Good, Channel Two -- Bringa, Richard Wolf
-- DJ Make It Boom Loud, Group 1 Crew -- Forgive Me, Jimmy Eat World
-- Gotta Be Somebody's Blues, Magic Bullets -- Let's Lie To Each Other, Smashing Pumpkins
-- Neverlost, Ben Lee
-- Ripe, The Little Heroes -- Thank You, Geoff Martyn -- Think It Must Be, Richard Harris -- Will You Be There
Lucas has a sudden burst of inspiration for his writing and his editor, Lindsay, beings to wonder about the timing of this inspiration. Brooke and Peyton make business plans while Mouth continues to try to get on his boss's good side. Meanwhile, Lucas and Skills begin to get the Ravens on a winning path while Nathan continues to try to break free from Dan's legacy.
The Veils -- Advice For Young Mothers to Be, Matt Nathanson
-- All We Are, Earlimart -- Bloody Nose, Belasco -- Butterflies, Pilot to Gunner -- Dry Ice & Strobe Lights, Hotel Lights -- Follow Through, The Veils -- One Night On Earth, Jason Walker -- You Fill My Heart
While Brooke works on Clothes Over Bro's, Peyton deals with a problem-child musician. Haley's love of music resurfaces and she soon finds her self back in the recording studio. Meanwhile, Nathan tries to deal with Quentin, but has trouble doing so; and Mouth's relationship with his boss becomes troublesome.
New Buffalo -- Emotional Champ, goodmornings -- Go For A Walk, Chase Emery -- Just To Be There, Kate Voegele
-- Kindly Unspoken, Radio America -- Mahabharata, Lucky Soul -- One Kiss Don't Make A Summer, Rilo Kiley
-- Silver Lining, Swingfly -- Something's Got Me Started, Fall Out Boy
-- The Take Over, The Breaks Over, The Bravery
-- Time Won't Let Me Go
In a glimpse three years into the past, Lucas visits Peyton in Los Angeles with an offer that changes their relationship forever. Under pressure from Victoria, Brooke has to decide the fate of her clothing line. Whitey has doubts about Nathan when his temper flares up before a championship game as Haley has trouble balancing school and motherhood.
Air Traffic -- Charlotte, Kevin Drew -- Cocaine Skin, Broken Social Scene
-- Cocaine Skin, Jose Gonzalez
-- Heartbeats, Sofia J -- I Am Real, Joey Ryan -- Loving You, Leopold -- October, The Temporary Thing -- Privilege, Black Rebel Motorcycle Club
-- Weapon of Choice, Wild Whirled #51 -- When You've Had Enough, Missy Higgins
-- Where I Stood
Lucas and Peyton square off over Lindsey while Brooke and Victoria have it out after Victoria tries to meddle with Peyton's record label. Nathan begins to connect with Jamie's nanny and Haley continues to butt heads with Quentin. Meanwhile, Mouth must decide between his co-workers or his affair with his boss, Alice.
-- Are You Gonna Be My Girl?, Griffin House -- Better Than Love, Kustoo -- Get Your Hands Up, Earlimart -- Happy Alone, The New Amsterdams
-- Hughes, Michelle Featherstone
-- Looking for Love, Kate Voegele
-- No Good, Band Of Horses
-- No One's Gonna Love You, Matt Shwachman -- Side of the Road, Mike Wolpe -- The Subtle Labyrinth, Oliver Future -- Vision
It's just like old times again when the Tree Hill gang come together to see The Honorary Title perform at Tric. Peyton and Haley are able to use the event to introduce their musical act, while Carrie uses it to get closer to Nathan. Brooke sets Mouth up on a blind date with Millicent and Lindsey confronts Lucas over Peyton.
The Temporary Thing -- Belmondo, The Velocet -- Chinatown, Switches -- Drama Queen, The Honorary Title
-- Far More, I Monster -- Hey Mrs. (Glamour Puss Mix), Red Panda -- Just Another Girl, David Kater
-- Never Meant For You (Robotekks Mix), Kate Voegele
-- No Good, Central Court Party -- Read My Lips, The Honorary Title
-- Stay Away, Wideawake -- Sun and Shadow, The Honorary Title
-- Thin Layer, The Hives
-- Tick Tick Boom, Echo Helstrom -- Where I Sleep, Alex Winston -- Would You Still Be Mine
As Peyton confesses her true feelings to Lucas, Brooke makes a play for Owen, the bartender at TRIC, and Mouth tires to convince Millicent he's a good guy. Meanwhile, Haley must wrestle with the fact that she has information that would ruin Lucas' relationship with Lindsay, and Nathan finds himself in a situation that could end his marriage. Later, Lucas and Skills prepare for their first game of the season.
Songs: A Fine Frenzy
-- Ashes and Wine, Stereophonics
-- Bright Red Star, Findlay Brown -- Come Home, Susie Suh -- Give Me Heart, Feist
-- I Feel It All, Kate Voegele
-- I Won't Disagree, Erin McCarley -- Pitter Pat, Two Hours Traffic -- Secret Sleeping Potion, Lucky Soul -- Struck Dumb, Spoon
-- You Got Yr. Cherry Bomb
As Lucas and Skills coach the first Ravens' basketball game of the season, Haley, Brooke, Lindsay, Peyton and Mia find themselves locked inside the Tree Hill High library. Tensions in the library run high as Peyton and Lindsay butt-heads over Lucas and Brooke tries to defend her mother to her friends. Meanwhile, Mouth, who is covering the basketball game, struggles to find his story. Later, Nathan and Lucas commiserate about their decisions to tell their respective loved ones about their indiscretions.
Songs: Lenny Kravitz
-- Bring It On, Lifehouse
-- Broken, Carolina Slim / Mastersource -- Dirty South Hustla, Earlimart -- Fakey Fake, Holly Conlan -- Home, Kate Voegele
-- It's Only Life, Air Traffic -- Never Even Told Me Her Name, Erin McCarley -- Pony, Brandy Johnson -- So Long, Her Space Holiday -- The New Kid Revival, AA Bondy -- There's A Reason, Kate Voegele
-- Wish You Were, Sarah Thiele -- Won't Let You Go
Brooke takes Owen to New York to show him the other side of her life, but there she must face a person from her past. Haley is devastated over news that changes her marriage forever, while Nathan and Lucas decide whether or not to attend Dan's parole hearing. Meanwhile, a major record label takes an interest in Mia, much to Peyton's chagrin.
The night before Lucas' wedding to Lindsey, Lucas and Lindsey work to save Nathan and Haley's marriage while Brooke sets Peyton up with a date to the wedding -- a surprise old boyfriend. Rachel returns to Tree Hill to find the same challenges while Dan also returns, hoping to make a clean start.
In the 100th episode of One Tree Hill, it's Lucas and Lindsey's wedding day and Peyton must decide whether to intervene with the ceremony or lose her soul-mate forever. Nathan uses the event to try to mend his marriage to Haley. All are shocked when Dan, who is out of prison on parole, shows up at the event.
Grace Potter & The Nocturnals -- Apologies, APM Music -- Bridal Chorus, Pachelbel/Opus 1 Music -- Canon in D, Matthew Ryan
-- Jane I Still Feel the Same, Bruce Springsteen
-- My Hometown, INXS
-- Never Tear Us Apart, Anna Nalick
-- Shine, Holly Conlan -- Winter
Lucas must put his life back together after being left at the altar by Lindsey. Nathan and Haley come together to deal with the fallout of Jamie's abduction, while Brooke must face her past as she considers adopting. Meanwhile, Peyton is visited by an old friend.
Tim Williams -- Drink Too Much, Brighton, MA -- Good Kind of Crazy, Foo Fighters
-- Home, Johnathan Rice
-- It Couldn't Be Me, The Hours -- Let Me Breathe, The Weepies
-- Little Bird, La Rocca
-- Love Under Key, Editors
-- Push Your Head Towards The Air
As Lucas and Peyton talk about Lucas' wedding that wasn't, Brooke gets a phone call that changes her life forever. Meanwhile, Millicent and Mouth take a large step in their relationship; Haley takes a step towards a new career; and Nathan debates how to get basketball back.
Yoav -- Adore Adore, The Honorary Title
-- Along the Way, The Shapes -- Birthday Song, Hawaii -- Break You, Jamestown Story -- In Loving Memory, Bethany Joy Lenz
-- Leaving Town Alive (feat. Jeff Cohen), Jack Savoretti -- No One's Aware, Cary Brothers
-- Ride, La Rocca
-- Roadway Hymn, Lazarus -- Spitfire
Lindsey returns to Tree Hill for Jamie's birthday party, giving Lucas a chance to try to repair their relationship. Meanwhile, Brooke and Peyton prepare for life with a baby; and Dan tries to get back into the lives of his family, which results in him revealing a dark secret to Nathan and Haley.
Joey Ryan -- As It Must Be, The Ting Tings -- Be The One, Catfish Haven -- Crazy for Leaving, Angels & Airwaves
-- Everything's Magic, Adele -- Hometown Glory, The Temporary Thing -- In Between Song, The Broken Remotes -- Pages Of The Weekly, Two Hours Traffic -- Sure Can Start, Paper Route -- The Sound, The Submarines -- The Wake Up Song, Extreme Music -- Twinkle Twinkle Little Star, The Thin Men -- Won't Give Up The Fight
Lucas learns that Dan's life my be in danger due to his heart condition and heads out to investigate. Haley struggles with letting Dan be a part of Jamie's life while Nathan helps Quentin reinvent his game. Meanwhile, Brooke has trouble balancing her career with life as a mother; Peyton tries to deal with her guilt over Lucas' breakup with Lindsay; and Mouth gets a chance to live his dream career as a sports anchor.
Jack Savoretti -- Between the Minds, Tim Williams -- Builds And Explodes, Gavin DeGraw
-- In Love With a Girl, Tom Hanson -- My Love in Blue, Paper Route -- Second Chances, Low vs Diamond -- Song We Sang Away, Augustana
-- Twenty Years, Arden Kaywin -- When Will It Happen
While Lucas deals with devastating news in a violent manner, Brooke has her own emotions to deal with as Angie undergoes her surgery sooner than expected. Meanwhile, Haley debates recording a new album; Nathan pushes himself in order to get back to into shape; and Lucas reveals a shocking truth to Peyton.
Adrianne -- 10,000 Stones, David Kater -- Damn (Robotekks Mix), Low vs Diamond -- Don't Forget Sister, PlayRadioPlay! -- Elephants As Big As Whales, Kate Voegele
-- Hallelujah, Low vs Diamond -- Heart Attack, Plumb -- In My Arms, We Are Castles -- News to Me, AutoVaughn -- One More Time, Gnarls Barkley
-- Run (I'm a Natural Disater)
Everyone must face their worst fears as Brooke grapples with returning Angie to her parents and Lucas deals with the fallout of his actions following the fight at the game. As Haley has a musical breakthrough, Peyton must deal with a ghost from her past. Meanwhile, Nathan and Jamie face their fears together.
-- A Man I'll Never Be, Amy Kuney ft. Tim Myers -- All Downhill From Here, APM Music -- Around The Region, Jim Salinger -- Awoken, Sera Cahoone -- Baker Lake, Bon Iver -- Blindsided, The Gabe Dixon Band -- Disappear, Tyler Burkum -- End of the Road, Bethany Joy Lenz
-- Feel This, Gavin DeGraw
-- I Don't Want to Be, Leopold -- She Said