The school took its name from the nearby Indian trail which sat just east of the building, where Green Bay Road now sits.

Once seen as an innovation, by the time of the 2008 referendum (see below), the school was viewed as a "waste of space",[4] owing to its largely unused R&D areas.

In 2008, the citizens of Kenosha voted on a referendum that would expand and renovate Indian Trail to accommodate a comprehensive high school as well as the existing Academy programs.

Students in either the Academies or the comprehensive high school may enroll in foreign language classes or the music department, or participate in Indian Trail's sports program (see below).

[7] Classes include genetics, forensics, biology, lab equipment and techniques, Animal Survey, physics, chemistry, human anatomy and physiology, medical terminology, and Certified Nursing Assistants.

[8] The Communications Academy offers an in-depth look at media technology, including graphic design, multimedia production, broadcasting, and journalism.

Students in this academy operate the Hawk Shop (formerly Trail Mix) school store, which is in association with the American Motors Community Credit Union.

[10] The Kenosha Military Academy moved into Indian Trail's facilities in 2002, and was officially integrated into the school in 2006.

[12] At the same time, the Successful Transitions for Exceptional Students (STEP) Program was implemented both at Indian Trail and the Boys and Girls Club.

[15] Originally, students who wanted to participate in either a music ensemble or a sports team had to do so at their home school (Bradford or Tremper).

Despite not having state-recognized sports teams, Indian Trail enjoyed school colors of black and gold and a mascot of its own in the form of Tiko the Tiger.

The original ITA site housed no athletic fields (apart from those belonging to Mahone Middle School); with the expansion of the school came the addition of dedicated practice and competition sports fields and tennis courts, as well as press boxes, bleachers, scoreboards and further renovations to the Mahone football stadium to accommodate Indian Trail home football games and other events.