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Ossining, NY to Poplar Bluff, MO buses and trains from $263
Here are some trips other travelers have found on Routefriend.
$263
1d 8h
1 stop
 Amtrak
$?
1d 13h
3 stops
 Metro-North Amtrak
$?
1d 14h
3 stops
 Metro-North Amtrak