THE SOLUTION:
NO; IT IS IMPOSSIBLE TO TELL.
Matt’s pocket could have anywhere from $2.25 (one $1 bill and 5 quarters) to $5.25 (five $1 bills and one quarter) in it. [With the George Washington dollar coins in the new presidential series, the total could be as high as $6.00.]
Jon’s pocket could contain anywhere from $5.05 (one $5 bill and 5 pennies) to $25.01 (five $5 bills and one penny).