Chesterton is a town in Westchester, Jackson and Liberty townships in Porter County, in the U.S. state of Indiana.

[7][8][9][10] The name Chesterton comes from its township, with Chester deriving from Westchester and the -ton suffix denoting it as a town.

[11] Chesterton was first settled under the name Coffee Creek in 1833, with its post office being established in 1835.

The post office would eventually be renamed to Calumet in 1850, as which the town was platted when the railroad was extended to that point in 1852.

Due to a town on the same railroad also being named Calumet, the name would finally be changed to Chesterton in 1870[12] and it was reincorporated as a town in 1899 after a failed incorporation in 1869,[13] with its population of 788 being the second-largest in Porter County at the time.

Students from Bailly, Yost, and Brummitt will move to Westchester Intermediate School for 5th and 6th grades.

After 8th, students will move to Chesterton High School for their Freshman, Sophomore, Junior, and Senior years.

[23] However, it was purchased by Hometown Media Inc. on March, 10th, 2021, becoming a twice-weekly, full color paper.

[24] The town also is serviced by Chesterton's high school radio station, WDSO, which provides local news in addition to its regular music programming.

[25] The South Shore Line, operated by the Northwest Indiana Commuter Transportation District, is headquartered in Chesterton.

V-Line's Orange Line route stops near the South Shore station, indirectly connecting Chesterton to Valparaiso University on weekends.

Chesterton was home to the annual Wizard of Oz Festival, established in 1982, which is the largest and most famous of its kind.

After 3 years, LFE discontinued the festival and it was brought home to Chesterton by the Duneland Business Initiative Group in 2009.