Using the data you supplied as is, you could try something like:

def print_cities(filename):
  # cnt is used just to know if it's time for a newline
  cnt = 0
  cities = open(filename,'r').readlines()
  for city in cities:
    # Make sure we have a valid population
    if re.match('\d+$',city.split(',')[-1].strip()):
      cnt += 1
      c, p = city.split(',')
      print "{:25} {:15,}".format(c.strip().replace('"',''),int(p.strip())),
      if cnt % 2 == 0: print

Call it this way: print_cities('/path/to/Cities.txt'). The city names need to 
be <= 25 characters in length and the numbers <= 15 characters in length 
including commas but that would give you a number that is bigger than any city 
I know of :-) You can adjust the column sizes as you wish and print the rest of 
the letter formatted around the cities.

Rob
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