| October 15 | Thursday | Registration opens for Winter 2027 and Spring 2027 terms |
| November 1 | Sunday | Last to apply for 2027 winter session graduation |
| December 24 | Thursday | Holiday-- CUNY SPS is closed |
| December 25 | Friday | Holiday-- CUNY SPS is closed |
| December 31 | Thursday | Holiday - CUNY SPS is closed |
| January 1 | Friday | Holiday - CUNY SPS is closed |
| January 3 | Sunday | Last day to drop for 100% tuition refund |
| | | No refund or reduction of liability of student fees for drops after this date |
| January 4 | Monday | First day of classes |
| | | Online course sites open |
| | | Last day to add a course |
| | | First and last day to drop a class for a 50% refund of tuition (50% tuition liability is assessed) |
| January 5 | Tuesday | First day to drop a class for 25% refund of tuition (75% tuition liability is assessed) |
| | | Verification of Enrollment Rosters Available to Faculty |
| | | Grade of WD is assigned to students who officially drop a course |
| January 6 | Wednesday | Last day to drop a class for 25% refund of tuition (75% tuition liability is assessed) |
| | | No refunds after this date |
| | | Last day to drop a class without a "W" grade |
| January 7 | Thursday | First day of withdrawal, grade of “W” will be recorded |
| January 16 | Saturday | R2T4 60% Date |
| January 17 | Sunday | Last day to withdraw and receive grade of “W” |
| January 18 | Monday | Martin Luther King, Jr. Day - CUNY SPS is closed |
| January 25 | Monday | Final Examinations |
| | | End of Winter Session |
| January 26 | Tuesday | Final Grades Due by 11:59 pm |
| February 1 | Monday | Conferral date for 2027 winter session degrees and certificates |