- October 1 – Generally, the deadline for businesses to adopt a SIMPLE retirement plan for 2014.
- October 15 – Filing deadline for 2013 individual tax returns on automatic six-month extension of the April 15 deadline.
- October 15 – If you converted a regular IRA to a Roth in 2013 and now want to switch back to a regular IRA, you have until October 15, 2014, to do so without penalty.