A few problems here... first of all you only have images from 00-04, 10-14,20-24,30-34. Notice anything here? None of them include 4 at the beginning and none of them include 5 at the end. So your for loops will have to be incrementing from 0-3 and 0-4 respectively.
I also notice you don't have an Imagelist included in your project. You have to draw one onto your gameForm and then access it through its name "Imagelist1". Right now what you are seeing is the ImageList object, not an instance of it on your project. You have to add it to the project and load it up with images. You can load it with images through its Image collection property in the property window or by specifying its name along with its images collection
imagelist1.images.add(iconorimageobjecthere).
Next I notice that you don't load up the array gamePlayInteger. You are going to have to put some values into that array if you wish to get values back out of it.
I also notice you don't have a winnerLabel on your summaryForm but then you reference it in code. So make sure you change that by adding the label or removing the code referring to the label.
Here is something I was tinkering with that may help you get on the right path. I added an Imagelist icon to the form and then loaded it with 20 images. I moved some looping code to the form_load event to load up the pictureboxes with images. This shows you how to go about pulling images out of the imagelist and put into pictureboxes.
vb
Private Sub gameForm_Load(ByVal sender As System.Object, ByVal e As System.EventArgs) Handles MyBase.Load
startGame()
Dim gamePositionPictureBox As PictureBox
For rowInteger As Integer = 0 To 3
For columnInteger As Integer = 0 To 4
gamePositionPictureBox = CType((Me.Controls("PictureBox" & rowInteger & columnInteger)), PictureBox)
gamePositionPictureBox.Image = ImageList1.Images.Item(rowInteger + columnInteger)
Next
Next
End Sub
You of course will need to change this around but you will get t he idea of how things are put together and how to go about setting some of these pictureboxes you have made.
So play around with it and see if you can get the pictures loading into your pictureboxes at first and that your project compiles.