| Platinum | Platinum Trophy | Unlocked when all trophies collected. | 1.7% Ultra Rare | 873 pts |
| Silver | Card Sharp | Find all of the Wanted posters. | 1.8% Ultra Rare | 316 pts |
| Bronze | One Careful Owner | Travel a total of fifty miles in one vehicle. | 2.2% Ultra Rare | 187 pts |
| Bronze | Cruise Control | Keep any vehicle at thirty mph or over for five more minutes. | 2.6% Ultra Rare | 169 pts |
| Silver | Ladies' Man | Find all of the Playboy magazines. | 2.7% Ultra Rare | 248 pts |
| Bronze | Hard to Kill | The police want you dead. Survive for ten minutes! | 2.9% Ultra Rare | 158 pts |
| Bronze | Exporter | Sell five vehicles to Derek at the dock. | 3.2% Ultra Rare | 149 pts |
| Gold | Tough Nut | Finish the story on hard difficulty level. | 5.5% Very Rare | 216 pts |
| Bronze | Petrol Head | Drive at least thirty different vehicles. | 6.1% Very Rare | 101 pts |
| Bronze | Knucklehead | Kill a total of thirty enemies using melee attacks. | 6.2% Very Rare | 100 pts |
| Bronze | Stuck Up | Rob five stores in under five minutes. | 7.2% Very Rare | 92 pts |
| Bronze | A Real Gentleman | Help the woman fix her car in Home Sweet Home. | 7.4% Very Rare | 90 pts |
| Bronze | Wake Up Call | Help Leo out of a tricky situation without getting caught. | 7.6% Very Rare | 89 pts |
| Bronze | The Professional | Obtain ration stamps without raising the alarm. | 10% Rare | 75 pts |
| Bronze | Hairdresser | Kill five enemies in rapid succession with a headshot. | 13.4% Rare | 63 pts |
| Bronze | Pedal to the Metal | Travel at 125 mph. | 18.7% Rare | 52 pts |
| Bronze | Dream Handling | Upgrade one of your cars to the maximum level. | 21.4% Uncommon | 48 pts |
| Gold | Made Man | Finish the story on medium difficulty or higher. | 26.2% Uncommon | 85 pts |
| Bronze | Proper Scrapper | Sell five vehicles to Mike Bruski at the scrapyard. | 27.3% Uncommon | 41 pts |
| Bronze | Sharp Suiter | Buy your first luxury suit. | 28% Uncommon | 41 pts |
| Silver | End of the Rainbow | Settle the score with the Irish once and for all. | 33.7% Uncommon | 55 pts |
| Silver | Finish Him | Finish What you started. | 34.4% Uncommon | 54 pts |
| Silver | Men at Work | Complete Chapter 14. | 35.2% Uncommon | 53 pts |
| Silver | Out for Justice | Learn what it means to be a Scaletta. | 37.9% Uncommon | 51 pts |
| Silver | The Mafia Never Forgets | Pay a visit to an old friend. | 39.5% Uncommon | 50 pts |
| Bronze | Chop Chop! | Complete Chapter 13. | 39.8% Uncommon | 33 pts |
| Bronze | Chasing the Dragon | Complete Chapter 12. | 40.4% Common | 33 pts |
| Bronze | Our Good Friend | Complete Chapter 11. | 41.3% Common | 32 pts |
| Bronze | Checking Out | Complete Chapter 10. | 43.2% Common | 31 pts |
| Silver | Hey Joe | Clean up after Joe. | 43.3% Common | 47 pts |
| Bronze | Mail Man | Sell all the gas stamps before the time runs out. | 43.5% Common | 31 pts |
| Bronze | Man of Honor | Complete Chapter 9. | 44.9% Common | 31 pts |
| Bronze | The Wild Ones | Complete Chapter 8. | 47% Common | 30 pts |
| Bronze | Last Respects | Complete Chapter 7. | 48.8% Common | 29 pts |
| Bronze | Get Rich or Die Flyin' | Get all wheels of your car into the air for at least twenty meters and then touch the ground again. | 49.1% Common | 29 pts |
| Bronze | Time Well Spent | Complete Chapter 6. | 50% Common | 29 pts |
| Silver | A Lesson in Manners | Show that you know how to treat a lady. | 50.6% Common | 43 pts |
| Bronze | Good spirits | Complete Chapter 5. | 51% Common | 28 pts |
| Bronze | The Enforcer | Kill fifty enemies. | 52.4% Common | 28 pts |
| Bronze | Night Shift | Complete Chapter 4. | 53.7% Common | 27 pts |
| Bronze | Tuned Ride | Upgrade one of your cars one level. | 54.3% Common | 27 pts |
| Bronze | The Price of Oil | Complete chapter 3. | 56.4% Common | 27 pts |
| Bronze | Collector's Item | Find at least one collectible in the game. | 59.9% Common | 26 pts |
| Silver | He Who Pays the Barber | Improve the dockworkers' haircuts. | 62.7% Common | 38 pts |
| Bronze | Home Sweet Home | Complete Chapter 2. | 66.2% Common | 24 pts |
| Bronze | Back in Business | Do your first job for Mike Bruski. | 68% Common | 24 pts |
| Bronze | Big Brother | Protect Francesca. | 76.3% Common | 22 pts |
| Bronze | Viva la Resistenza! | Complete Chapter 1. | 87.4% Common | 21 pts |