Fenwick High School is a private Catholic college preparatory school located in Oak Park, a town in Cook County, Illinois that is bordered by Chicago on the north, east, River Forest and Forest Park on the West, and Cicero and Berwyn on the south.

Retired Marine Corps Col. Otto J. Rutt, a Harvard University graduate and Fenwick alumnus, became the school's first lay president in November 2024.

[8] For 2009, Fenwick's 290 student class had 211 of them receive 718 academic scholarships to top universities around the country with the monetary value of these awards in excess of $16,000,000 (up from $13,900,000 in 2007–2008, $12,555,800 in 2006–2007 and 9,370,000 in 2005–2006).

Instead, Fenwick has commenced several expansion campaigns at their present location in Oak Park based around their original neo-Gothic designed school created by the New York architect Wilfred E. Anthony, who also redesigned the Basilica of the Sacred Heart, Indiana for the University of Notre Dame in South Bend, Indiana.

[12] The latest expansions include: a new field house with a 1,100-seat gymnasium and a 450-seat natatorium; several new classrooms and updated athletic lockers; a new school entrance and gateway inspired by the Arch at Northwestern University; and additional science laboratories and art studios, all of which are in keeping with the original Neo-Gothic look of Fenwick's school and priory.

[14] Students are required to study four years of theology, English, mathematics, and a foreign language in order to graduate.

The project requires a minimum of thirty hours of service, no more than 20 of which may be completed prior to the start of the student's junior year.

The school competes in state championship series sponsored by the Illinois High School Association (IHSA).Prior to the institution of a state playoff system for football in the 1970s, Fenwick competed to play in the Prep Bowl, which pitted the champions of the CCL against the champion of the Chicago Public League.

The win not only capped an undefeated season, but was played before over 91,000 fans; the third-largest crowd to witness a high school football game in Illinois history.

[6] The Wick (school newspaper), The Blackfriars Yearbook, and the Touchstone (literary magazine), have all been recognized with awards by the American Scholastic Press Association.

Touchstone has earned 970/1000 possible points by the American Scholastic Press Association, thereby allowing it to be a contender for the "Most Outstanding High School Literary and Art Magazine".