Hy.. 
In this tutorial, we’re  going to explain how to convert a photograph into a simplified vector  portrait. This technique can be handy if you’re printing in limited flat  colors, need to upsize a small photo, or even just to add some graphic  and cartoony pizazz to that photo!
Choosing The ‘Right’ Reference Photo
Let’s start with our  reference photo. Here’s where your choice makes a huge impact on your  final illustration! Many photographers shoot models in very diffused  lighting, to help them appear flawless. The problem with such lighting  is you lose out on all the facial definition: The sides of the nose,  lines around the mouth and eyes, etc. They look stunning as photographs  but as vectors, they look kind of flat and boring.
So, look for a photo that  has good contrast between highlight and shadow. You want a nice bright  highlight, a couple good midtones (depending on how many midtones you  want in your illustration, you may not need as many), and a nice clear  shadow. We went back through our old photos and found this one:
This was taken with a  cheap point and shoot in rather terrible lighting conditions. As you can  see, it’s not the highest quality photograph, but it has exactly what  we need: Great definition between the darkest shadows and the palest  highlights.
We’ve made our photo a  grayscale and bumped the contrast a little in Photoshop. Since our final  vector will be monochromatic (made of one color), we don’t need to  bother saving all the color data from our original photo. This can be a  life saver on older, slower computers without much RAM: Converting your  photo into a grayscale reduces the file size and makes Illustrator  skippier as you work.
Let’s bring our photo into  our vector document (File > Place, then select the photo you’re  working from to import it into your document). Resize it until you’re  happy with where it’s fitting within the frame. Don’t worry if it’s not  exactly where you want it: You can always move it around later!
Let’s lock the layer our  photograph is on so we don’t accidentally move it as we’re tracing. To  lock, just click the space to the left of your layer name in your  ‘Layers’ palette:
How Detailed Do We Want To Go?
Now let’s figure out  exactly how detailed we want to go here. Since we’re lazy, we’d like to  keep this relatively simple. This is also because the photo quality is  quite poor and we’re missing a lot of details in our shadows and  highlights! To give this a good graphic look we’ve decided to stick with  only 3 color levels: One for the darkest shadow, one for the brightest  highlight, then a nice midtone to help bring more depth and volume:
Tracing Our Shadows
Important note! Herein  lies the trick to creating a vector in this style: Forget everything you  know about outlines. As children, when we all start to draw, we’re  taught to draw outlines around every shape. But the thing is, nature  doesn’t have outlines.
Shapes in real life are  defined by planes of shadow and light. So as we work on our photo, it’s  important to resist the temptation to just draw a line around each  shape. Stick to just drawing around the darkest shadows for now: It’ll  look weird, but trust us, it will look a lot better in the end.
As an example here are the shadows we’ve drawn to define the hand (we’ve chosen to ignore the ring):
This doesn’t look anything  like a hand! But if we turn off the photo layer and fill in our  shadows, you can start to see where we’re heading:
We should also note, we’re  not going to great lengths to trace every single little detail in the  hand, nor are we following the photo 100% exactly. This isn’t intended  to be a super precise technical drawing, just a graphic simplification  of a photograph. Besides, odds are we’ll need to go back and tweak  things anyways once we’re finished with our shapes!
To add even more  definition, we’ll create a new layer under our shadow and draw in our  midtones. Here is how they look with a fill color (a 50% tint of our  shadow color, which was black):
Granted, it still looks a little odd, but trust us: Once it’s all put together it will make sense.
Continue drawing your  shadows for the face and the hair by tracing over the darkest areas of  your photo. Here’s where we’re at now:
Tracing Our Midtones
We’ve filled our shadow  with a nice chocolate brown, as we’re going for a somewhat ‘retro’ style  with our bored girl on the phone. Now let’s continue adding our midtone  shading on a layer below our shadows. You will probably want to turn  off your shadow layer so that you can see what you’re drawing!
Here are our midtones, which are colored 50% of the brown shade that we have chosen:
Here are our midtone and shadow layers together:
Tweaking Our Highlights
Almost done! As you can  see, we’re missing a few highlights, because our shadow layer is on top  of our midtone layer. Turn your shadow layer off, and grab these  highlights from your midtone layer. Select the shapes, ‘Cut’ them  (Command-X on a Mac, Control-X on a PC), then create a new layer on top  of the shadow layer. Paste your highlights back in by hitting Command-F  on a Mac or Control-F on PC. These highlights include the highlights on  the telephone cord, her lips, a little sparkle in her eye, and on her  ear. Here’s what we end up with:
Looking good! All we’re  going to do now is pick a light tint of our brown to throw in the  background, to give this less of a harsh and contrasty feel, and to add a  little mood. We’ll color this 20% of our original brown (keeping the  illustration to one color is very handy for designers):
Uh oh, now all those  highlights we added to her eye, lips, ear and phone cord are sticking  out like a sore thumb. Let’s color them the same 20% tint of brown as  the background to tone them down. And we’re done! Here’s how it looks  compared to our original source photo: