Minimum number of complete play throughs needed: 1, but you may need to clean up some missing collectables with level select after completion.
Number of missable achievements: 4 these are only missable when going through the chapter the first time. You can always reload and get the achievement later.
Glitched achievements: None
Are there any cheats?: No
Mafia II has 3 difficulty levels. Easy, Medium and Hard. I started the game on Hard and had no problem going through the game. Just remember to use your cover and take your time. You can get about 800 - 900 G on your first playthrough.
There are videos all over YouTube to help with the Playboys and wanted posters. I will post the link for you to view. I waited until I finished the game to collect the wanted posters because you can collect them at anytime. The Playboy's I got as I went through the chapters, as they are chapter sensitive. The achievements are in order of the way I got them so you can kinda see how I went through the game. This is my first attempt at a guide so I hope it helps.
Thanks and credit goes to Achievement Hunter and savgcom for the videos from YouTube.
ACHIEVEMENT GUIDE
Viva la Resistenza! - 20 points
Complete Chapter 1
Big Brother - 10 points
Protect Francesca
Part of the story can’t miss
A Real Gentleman - 10 points
Help the woman fix her car in Home Sweet Home
This achievement is missable. When you are going to see Joe at his apartment, you will see a couple arguing. The man will be trying to fix the car as the lady is standing next to him. Watch them fit, her husband will leave after awhile. When he is gone step up to the car and press X. You will fix the car and get the achievement.
Collector's Item - 10 points
Find at least one collectible in the game
You will get this when you find your first playboy or wanted poster.
Back in Business - 10 points
Do your first job for Mike Bruski
Part of the story can’t miss.
Proper Scrapper - 10 points
Sell 5 vehicles to Mike Bruski at the scrap yard
Once you do your first job for Mike, look around the scrap yard for cars to scrap. You can grab any car you see. Except the one you got for Mike of course.
Home Sweet Home - 20 points
Complete Chapter 2
He Who Pays the Barber - 10 points
Improve the dockworkers' haircuts
Part of the story can’t miss.
The Professional - 10 points
Obtain the ration stamps without raising the alarm
Once you make it inside, you will see two guards at the front desk. One guard will get up and start walking up the stairs. When he heads up the stairs, hug the left wall after him. Silently take him out at the top of the stairs.
Now there is another guard upstairs. Depending on how fast you took out the first guard, the second guard will be in the men’s room taking care of business, on the right side of the floor or right on the other side of the stairs on the 2nd floor doing his rounds. After you take out the guards on the 2nd floor, go back down and take out the guard you walk past the front desk. You are now alone and free to roam.
Mail Man - 10 points
Sell all the gas stamps before the time runs out
This is a missable achievement. If you sell all the stamps before time runs out you will get the achievement. This isn’t that hard; all you need to make is six stops. Start with the closest one and work your way around. If you miss it reload the mission.
Get Rich or Die Flyin’ - 10 points
Get all wheels of your car into the air for at least 20 meters and then touch the ground again
The Price of Oil - 20 points
Complete Chapter 3
Night Shift - 20 points
Complete Chapter 4
A Lesson in Manners - 10 points
Show that you know how to treat a lady
This is a missable achievement. When you leave Joes apartment the women that was there is getting in a little confrontation out side with a gentleman acting not to gentlemen like. Walk up to them and teach him a lesson with your fist.
The Enforcer - 10 points
Kill 50 enemies
Good Spirit - 20 points
Complete Chapter 5
Time Well Spent - 20 points
Complete Chapter 6
Last Respects - 30 points
Complete Chapter 7
Exporter - 10 points
Sell 5 vehicles to Derek at the dock
After you take care of the Greasers find 4 more cars to get this achievement.
The Wild Ones - 30 points
Complete Chapter 8
Sharp Suiter - 10 points
Buy your first luxury suit
During chapter 8 you will be asked to go buy a suit. The suit you need will be over $100. You should have a nice cash roll by now. Go and splurge on yourself.
Tuned Ride - 10 points
Upgrade one of your cars one level
You only really need to do this to the fastest car available because you’ll need the speed to get the 125 mph achievement. You’ll want to do both upgrades to the same car.
Dream Handling - 10 points
Upgrade one of your cars to the maximum level
Just do the tuning and motor upgrade to get this achievement.
Pedal to the Metal - 10 points
Travel at 125 mph
After you get your fast drop top all tuned up hit the bridge and go fast!
Man of Honor - 30 points
Complete Chapter 9
Hairdresser - 10 points
Kill 5 enemies in rapid succession with a headshot
Get 5 headshots within 2-3 seconds of each other and this should be no problem. Lots of people to shoot at in Chapter 10.
Hey Joe - 10 points
Clean up after Joe
This is NOT a missable achievement but you get no direction. After Joe accidentally shoots the bartender in his drinking rage, drag the body to the back and put him in the trunk. Now drop Joe off and get rid of the body.
Checking Out - 40 points
Complete Chapter 10
Wake Up Call - 10 points
Help Leo out of a tricky situation without getting caught
This is a missable achievement. Once you get control after the cut scene, go straight. When you get to the pool table turn left. There is a door on the other side of the room on the left. Once you get in that room go to the laundry basket and press X. I will also supply a video below.
End of the Rainbow - 10 points
Settle the score with the Irish once and for all
This is a missable achievement. When you’re done in the bar, go to the back and get the last guy that’s taken off in the car. As soon as you kill him, you’ll get it.
Our Good Friend - 20 points
Complete Chapter 11
Chasing the Dragon - 40 points
Complete Chapter 12
Chop Chop! - 40 points
Complete Chapter 13
The Mafia Never Forgets - 10 points
Pay a visit to an old friend
Part of the story you can’t miss this.
Out for Justice - 30 points
Learn what it means to be a Scaletta
Part of the story you can’t miss this.
Men at Work - 50 points
Complete Chapter 14
Knucklehead - 10 points
Kill a total of 30 enemies using melee attacks
You might not get this until the end if you play on hard, as it’s a little hard to get close to someone with a gun with out dying.
Tough Nut - 100 points
Finish the story on Hard difficulty level
Made Man - 50 points
Finish the story on Medium difficulty level
Finish Him - 50 points
Finish what you started
Just finish the game and you’ll get this.
Ladies' Man - 40 points
Find all of the Playboy magazines
Videos will be provided below.
Cruise Control - 10 points
Keep any vehicle at 30 mph or over for 5 or more minutes
Petrol Head - 30 points
Drive at least 30 different vehicles
A little harder then I thought. Just make sure you find different models because they have every color combo on one make out there. Also check your stats screen in the pause menu to keep track.
Hard to Kill - 10 points
The police want you dead. Survive for 10 minutes!
The best way to do this is find an armored truck. Just let the cops shoot at you for 10 minutes.
Stuck Up - 10 points
Rob 5 stores in under 5 minutes
This is really easy. Just go somewhere that you have 5 stores kind of close to each other. When it comes down to it, 5 minutes is a lot of time.
One Careful Owner - 10 points
Travel a total of 50 miles in one vehicle
This is really really boring. Never get out of the car and make sure you have a full tank of gas. If you use the bridge like I did, then you’ll make like 25 to 30 laps and the achievement should pop.
Card Sharp - 40 points
Find all of the Wanted posters
I didn’t do this until I finished the game. It took me about 4 hrs to get all of them. I will post the videos below.