Portland, Rutland, Oswego and Chicago Railroad

The Portland and Rutland Railroad was chartered in Maine on March 6, 1868 and in New Hampshire on July 3, 1868.

From Danbury to White River Junction, Vermont, the line would use the Northern Railroad, and it would use the full length of the Woodstock Railroad west to Woodstock, Vermont.

In 1871 the Portland and Rutland, Rutland and Woodstock and New England and Oswego merged to form the Portland, Rutland, Oswego and Chicago Railroad, planned to continue west from Oswego along the Lake Ontario Shore Railroad, Canada Southern Railway and Michigan Air-Line Railroad to Chicago.

In July of that year, five of the six independent companies along the line agreed to merge, and a meeting was scheduled for September 29 to try again.

The three companies west of Oswego went on to become part of the New York Central Railroad system.