- Viva la Resistenza! – Complete Chapter 1.
- Home Sweet Home – Complete Chapter 2.
- Back in Business – Do your first job for Mike Bruski.
- Big Brother – Protect Francesca.
- A Real Gentleman – Help the woman fix her car in Home Sweet Home.
- The Price of Oil – Complete Chapter 3.
- The Professional – Obtain the ration stamps without raising the alarm.
- Mail Man – Sell all the gas stamps before the time runs out.
- Night Shift – Complete Chapter 4.
- Good Spirits – Complete Chapter 5.
- Time Well Spent – Complete Chapter 6.
- Last Respects – Complete Chapter 7.
- The Wild Ones – Complete Chapter 8.
- Man of Honor – Complete Chapter 9.
- Checking Out – Complete Chapter 10.
- Our Good Friend – Complete Chapter 11.
- Wake Up Call – Help Leo out of a tricky situation without getting caught.
- Chasing the Dragon – Complete Chapter 12.
- Chop Chop! – Complete Chapter 13.
- Get Rich or Die Flyin’ – Get all wheels of your car into the air for at least 20 meters and then touch the ground again.
- Pedal to the Metal – Travel at 125 mph.
- One Careful Owner – Travel a total of 50 miles in one vehicle.
- Proper Scapper – Sell 5 vehicles to Mike Bruski at the scrapyard.
- Exporter – Sell 5 vehicles to Derek at the dock.
- Cruise Control – Keep any vehicle at 30 mph or over for 5 or more minutes.
- Hairdresser – Kill 5 enemies in rapid succession with a headshot.
- Knucklehead – Kill a total of 30 enemies using melee attacks.
- Stuck Up – Rob 5 stores in under 5 minutes.
- The Enforcer – Kill 50 enemies.
- Sharp Suiter – Buy your first luxury suit.
- Tuned Ride – Upgrade one of your cars one level.
- Dream Handling – Upgrade one of your cars to the maximum level.
- Hard to Kill – The police want you dead. Survive for 10 minutes!
- Collector’s Item – Find at least one collectible in the game.
- Petrol Head – Drive at least 30 different vehicles.
- Met at Work – Complete Chapter 14.
- Finish Him – Finish what you started.
- Ladies’ Man – Find all of the Playboy magazines.
- Card Sharp – Find all of the Wanted posters.
- He Who Pays the Barber – Improve the dockworker’s haircuts.
- A Lesson in Manners – Show that you know how to treat a lady.
- Hey Joe – Clean up after Joe.
- End of the Rainbow – Settle the score with the Irish once and for all.
- The Mafia Never Forgets – Pay a visit to an old friend.
- Out for Justice – Learn what it means to be a Scaletta.
- Made Man – Finish the story on Medium difficulty or higher.
- Tough Nut – Finish the story on Hard difficulty level.
- Platinum Trophy – Unlocked when all trophies collected.
Jimmy’s Vendetta DLC
- First step – Complete your first mission in ‘Jimmy’s Vendetta.’
- Faster than Light – Achieve a 10x point multiplier in ‘Jimmy’s Vendetta.’
- Explorer – Drive a total of 1,000 miles in vehicles in ‘Jimmy’s Vendetta.’
- Armament King – Kill your enemies in ‘Jimmy’s Vendetta’ with every weapon available in the game.
- Firebug – Destroy 100 vehicles in ‘Jimmy’s Vendetta.’
- Sharpshooter – Kill 100 enemies by headshots in ‘Jimmy’s Vendetta.’
- Carnapper – Finish all Car Dealer missions in ‘Jimmy’s Vendetta.’
- Massacre – Kill 1,000 enemies in ‘Jimmy’s Vendetta.’
- Revenged – Finish ‘Jimmy’s Vendetta’ on any difficulty level.
- Millionaire – Earn 1,000,000 points in ‘Jimmy’s Vendetta.’