This year, the Toronto International Film Festival (TIFF) runs from Thursday, September 7 to Sunday, September 17, 2023.Whether you’re looking forward to the Dumb Money world premiere or have tickets to the gala presentation of the documentary featuring Lil Nas X, there are sure to be many reasons to dress up and go out in September—and that’s not even counting all the red carpet events and TIFF-adjacent parties and that are in the works.Ahead, six stylish finds for every TIFF event on your schedule.This chic Magda Butrym dress, available at TNT, works for both cocktail and black tie events, depending on how you choose to accessorize.

This stylish, versatile dress by Toronto-based label Greta Constantine will look and feel great on all night long. Available at Andrews.

For an informal event with a fashionable crowd, swap your go-to blazer out for this fun Acne Studios jacket. Find it at TNT.

Perfect for those busy work-to-festival days, this midi-length dress by Self-Portrait at Andrews combines a tailored bouclé vest and a pretty pleated skirt.

For cooler nights, consider stepping out in Maska’s sleek, belted vegan leather dress.

This deconstructed corduroy sports jacket by Brunello Cucinelli at Via Cavour is great for daytime events and screenings.

Stand out on the red carpet in these remarkable double monk strap shoes, available exclusively at Via Cavour. Crafted in Italy, they are hand-painted and polished.