- Harry James
- Harry Marsden
- Harry Robicheaux
- Hartmann .30
- Hartmann 7.62mm
- Hartmann AT-40
- Hartmann Federal Penitentiary
- Hartmann HLP
- Harvey Epstein
- Haunted Places
- Haverley Black Cats
- Haverley Tomahawk
- Haverley Tomahawk P
- Hawk 4540 Night Vision
- He Who Pays the Barber
- Heart and Soul
- Heat from the Cops
- Held for Questioning
- Hellmund Sport
- Hello Big Shot
- Help Me, Rhonda
- Henry Tomasino
- Henry Tomasino (Mafia II Mobile)
- Herbalism
- Herbalist
- Herbert Baskerville
- Heroes and Villains
- Hey Big Momma
- Hey Joe
- Hey Spo-Dee-O-Dee
- High Priest
- High Stakes Card Game
- Highbrook
- Highbrook Bridge
- Highway Racing
- Hill of Tara
- Hillbilly 5.1 (Mafia)
- Hilltop Estates
- Hillwood
- Hillwood House
- Hillwood Sign
- Hit Contract
- Hit Squad
- Hoboken (Mafia)
- Hobos
- Holbrook
- Holbrook Park
- Hold On, I'm Comin'
- Hole in Your Pocket
- Holland Bros. Shipping & Freight
- Hollis Dupree
- Home Sweet Home
- Home Sweet Home (Achievement)
- Honey Love
- Horatio Balmana
- HotRod (Mafia)
- Hot Dog
- Hot Dog Stand
- Hot Rod Magazines
- Hot Rubber & Cold Blood
- Hot Time in the Town of Berlin
- Hot and Bothered
- Houston Coupe
- Houston Wasp
- Houston Wasp Theft
- How Things Really Work
- Howard Davis
- Humphrey Brandy
- Humphrey Whiskey
- Hunters Point
- Hunters Point Apartment
- Hypersonic
- I'm Goin' In!
- I'm Gonna Forget About You
- I'm Living in a Great Big Way
- I'm Not Rough
- I'm Not a Juvenile Delinquent
- I'm Satisfied
- I've Got a Pocketful of Dreams
- I.R.A. Don't Ask
- IL Duca
- IRA Bomber
- IRA Don't Ask
- ISW 508
- ISW 508 Theft
- I Can't Lose with the Stuff I Use
- I Can't Turn You Loose
- I Deserved Better
- I Fought the Law
- I Got My Mojo Working
- I Got You (I Feel Good)
- I Got the Stones
- I Haven't Time to Be a Millionaire
- I Let a Good Thing Go By
- I Let a Song Go Out of My Heart
- I Need a Favor
- I Need a Favor (Achievement)
- I Put a Spell on You
- I Wish It Would Rain
- Idiot Joe (Mafia)
- Image Capture Guide
- Imperial Men's Health Club
- In-A-Gadda-Da-Vida
- In-Country
- In Comes the Devil
- In Defense of the Prosecution
- In Loving Memory of Francesco Potenza
- In a Sentimental Mood
- In the Shadows
- In the Still of the Night
- Indica
- Inflation Blues
- Insurance Risk
- Intermezzo Four
- Intermezzo One
- Intermezzo Three
- Intermezzo Two
- Into the Lion's Den
- Invisible Man (Mafia)
- Irish Mob
- Irma
- Irma's House
- Iron Butterfly
- Isaac
- It's Glory
- It's a Brave New World
- It Don't Mean a Thing (If It Ain't Got That Swing)
- It Must Have Been the Devil
- Italian Gang
- Italian Garden Restaurant (Mafia)
- Italian Military Truck
- Ivie Anderson
- Jack Conley
- Jack Olivero
- Jack of all Trades
- Jacked Jumper
- Jackie DuVernay
- Jackie Grimaldi
- Jackson Memorial Park
- James Brodie
- James Brown
- James Elliott
- James Sie
- Janna Bossier
- Jarrett Sleeper
- Jason J. Lewis
- Jason Kyle
- Jason Spisak
- Jason Zumwalt
- Java
- Jay Acovone
- Jeanette MacDonald
- Jeannie Elias
- Jeff Gurner
- Jeff Schine
- Jefferson Airplane
- Jefferson Futura
- Jefferson Provincial
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