| September 13 | Monday | First day of school for students |
| September 16 | Thursday | Yom Kippur, schools closed |
| October 11 | Monday | Italian Heritage Day/Indigenous People’s Day, schools closed |
| November 2 | Tuesday | Election Day, fully remote, asynchronous instructional day |
| November 3 | Wednesday | Evening parent-teacher conferences for elementary schools and K–8 schools. |
| November 4 | Thursday | Afternoon parent-teacher conferences for elementary schools and K–8 schools; students in these schools dismissed three hours early. |
| November 10 | Wednesday | Evening parent-teacher conferences for high schools, K–12, and 6–12 schools. |
| November 11 | Thursday | Veterans Day, schools closed |
| November 12 | Friday | Afternoon parent-teacher conferences for high schools, K–12, and 6–12 schools; students in these schools dismissed three hours early. |
| November 17 | Wednesday | Evening parent-teacher conferences for middle schools and District 75 school programs. |
| November 18 | Thursday | Afternoon Conferences for middle schools and District 75 school programs; students in these schools dismissed three hours early. |
| November 25–26 | Thursday–Friday | Thanksgiving Recess, schools closed |
| December 24–31 | Friday–Friday | Winter Recess, schools closed |
| January 17 | Monday | Rev. Dr. Martin Luther King Jr. Day, schools closed |
| January 25–28 | Tuesday–Friday | Regents Administration |
| January 31 | Monday | Professional Development day for 9–12 and 6–12 schools, students in these schools do not attend |
| February 1 | Tuesday | Lunar New Year, schools closed |
| February 2 | Wednesday | Spring Term begins for semester-based schools |
| February 21–25 | Monday–Friday | Midwinter Recess, schools closed |
| March 2 | Wednesday | Evening parent-teacher conferences for elementary schools and K–8 schools. |
| March 3 | Thursday | Afternoon parent-teacher conferences for elementary schools and K–8 schools; students in these schools dismissed three hours early. |
| March 9 | Wednesday | Evening parent-teacher conferences for middle schools and district 75 schools and programs. |
| March 10 | Thursday | Afternoon parent-teacher conferences for middle schools and district 75 schools and programs; students in these schools dismissed three hours early. |
| March 16 | Wednesday | Evening parent-teacher conferences for high schools, K–12, and 6–12 schools. |
| March 18 | Friday | Afternoon parent-teacher conferences for high schools, K–12, and 6–12 schools; students in these schools dismissed three hours early. |
| March 29–31 | Tuesday–Thursday | 3–8 ELA Assessment administration |
| April 15–22 | Friday–Friday | Spring Recess (includes Good Friday and Passover), schools closed |
| April 26–28 | Tuesday–Thursday | 3–8 Math Assessment administration |
| May 2 | Monday | Eid al-Fitr, schools closed |
| May 30 | Monday | Memorial Day, schools closed |
| June 7 | Tuesday | Clerical Day, K–5, K–6, 6–8, and K–12 schools and D75 programs, students in these schools do not attend |
| June 9 | Thursday | Anniversary Day, Chancellor’s Conference Day for staff development, students do not attend |
| June 15–24 | Wednesday–Friday | Regents Administration |
| June 20 | Monday | Juneteenth (observed), schools closed |
| June 27 | Monday | Last day of school for students |