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Cannabis Calendar · September 2027

Cannabis events & dates — September 2027

Everything on the cannabis calendar for September 2027: conferences and trade shows, retail sales days, policy and voting dates, and regulatory and tax deadlines. Click any item for details and add-to-calendar links, or switch to the week and day views.

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September 2027

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                                    This month · dates TBA

                                    KeyEventSalesPolicyRegulatoryTaxCultureDashed outline = date estimated or pending; confirm with the organizer before booking.

                                    All items in September 2027

                                    5 items
                                    1. September 2027 · dates TBA

                                      Flower Expo Illinois

                                      Industry eventsChicago, ILest.

                                      Illinois B2B cannabis trade show. The organizer lists Illinois as 'Returning 2027' and says the September 2027 edition will be at an indoor-outdoor venue in the Chicago area; exact dates not yet published (2026 ran September 15–16 at The Geraghty).

                                      Organizer: The Flower ExpoFlower Expo — Illinois ↗Add to calendar
                                    2. Sep 3, 2027

                                      Friday before Labor Day

                                      Retail sales dates

                                      End-of-summer holiday weekend; the Friday is the sales spike.

                                      Add to calendar
                                    3. Sep 15, 2027

                                      Extended federal return due — partnerships & S-corps; Q3 estimates

                                      Tax deadlines

                                      Extended 1065 / 1120-S returns are due; third-quarter estimated tax payment due.

                                      IRS — filing deadlines ↗Add to calendar
                                    4. Sep 17–18, 2027

                                      38th Annual Boston Freedom Rally

                                      Awareness & cultureBoston, MAest.

                                      38th annual Boston Freedom Rally, MassCann/NORML's cannabis-reform rally, traditionally on Boston Common in mid-September. masscann.org lists Friday September 17 and 'Saturday September 19', 2027 — the 19th is a Sunday, so the second day is shown here as Saturday the 18th pending the organizer's correction.

                                      Organizer: Boston Freedom RallyThe Boston Freedom Rally ↗Add to calendar
                                    5. Sep 17 – Oct 3, 2027

                                      California Cannabis Awards 2027

                                      Awareness & cultureSacramento, CACal Expo

                                      State-sanctioned cannabis competition and awards run with the California State Fair at Cal Expo. 2027 fair dates (Sept 17 – Oct 3) confirmed on calcannabisawards.com; the awards-show date within the run is not yet published.

                                      Organizer: California Cannabis AwardsWebsite ↗Add to calendar

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