| Play order | Song | Artist |
| 1 | The Gambler | Kenny Rogers |
| 2 | Viva Las Vegas | Elvis Presley |
| 3 | Midnight Gambler | Frankie Laine |
| 4 | Tumbling Dice | Rolling Stones |
| 5 | Stagger Lee | Lloyd Price |
| 6 | So Much Trouble |
George Thorogood & The Delaware Destroyers |
| 7 | Smoke, Smoke, Smoke That Cigarette | Jimmy Dean |
| 8 | Go Down Gamblin' | Blood, Sweat & Tears |
| 9 | Do It Again | Steely Dan |
| 10 | Ramblin Gamblin Man | Bob Seger |
| 11 | Heads You Win - Tails I Lose | Beach Boys |
| 12 | From A Jack To A King | Ned Miller |
| 13 | You're So Vain | Carly Simon |
| 14 | Run Red Run | Coasters |
| 15 | Lawyers, Guns And Money |
Warren Zevon |
| 16 | Mr. Lucky Theme | Henry Mancini |
| 17 | Bad, Bad Leroy Brown | Jim Croce |
| 18 | Still The Same | Bob Seger |
| 19 | Charlie Brown | Coasters |
| 20 | Wheels Of Fortune | Doobie Brothers |
| 21 | The House Of The Rising Sun | Animals |
| 22 | When You're Hot, You're Hot | Jerry Reed |
| 23 | Moody Blue | Elvis Presley |
| 24 | In The Jailhouse Now | Johnny Cash |
| 25 | Fire Lake | Bob Seger |
| 26 | Maverick Theme | |
| 27 | Desperado | Eagles |
| 28 | Roving Gambler | Everly Brothers |
| 29 | Cripple Creek Ferry | Neil Young |
| 30 | The Winner Takes It All | Abba |
| 31 | You Bet Your Life Theme | |
| 32 | Fly Like An Eagle | Marshall Tucker Band |
| 33 | Lucky In Love | Mick Jagger |
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