Whooops!! This thread seems to be really on fire.
Well
ID:303 seems to be a chop shop job. The grille is nothing like i've seen on any Chrysler. See the top. It almost looks like a convertible top or a canvas top. In the 30's these cars came with only steel/metal tops. Thats one more reason which points towards my chop shop theory. The grille itself like Awini pointed out is very 36-37-38, more 37 and looks like more of a Plymouth grill. Plymouth and Chrysler did sell the same cars i different names eg the 1938 Chrysler Wimbledon was actually a Plymouth seven seater sedan.
These cars were sold in the UK as Chryslers where infact they were actually Plymouths. So I strongly suspect that this is a
"Zabardasti Ka Woddy" made by one of USA's so many custom guys.
The car's looks are made to look like a 1938
Chrysler Imperial Woody Wagon see the pic below.
Cant be a town and country as these were made only from 1941.
ID:304 is a 1946 Ford super or a Ford Mercury Woody Wagon
ID:305 IS a Ford Country Squire from the looks of it a
1951 maybe. See the matching pic of a 1951 below.
ID:306 looks like a hot rod project based on Ye olde Ford-Ts