Chicago's Best Sweets of 2025: #1-5

Lost Larson spread, left to right: almond croissant,
lingonberry cake, afternoon tea bun, chocolate croissant

This week we explore the Top 25 Sweets in Chicago. Those marked with an asterisk are new entries since the original list back in 2018. (Jump to the full reviews of #21-25, #16-20, #11-15, and #6-10.)

• • •

(1) Afternoon tea bun at Lost Larson*: Flaky dough rolled into a spiral, covered in granulated earl grey sugar and lemon zest. There is always a slight caramelization on the bottom. It is simple, yet mind-blowing. At Chicago's best bakery, this one stands on top. But, honestly, other pastries there could've made this list, too.

(2) Caramel cake slice at Brown Sugar Bakery*: It's sticky, it's gooey, it's caramel-y. I did not know cake icing could be like this. And the cake itself is moist and delish. Probably the best cake slice I've ever had. I will forever be missing their Navy Pier outpost because I don't get down to E 75th St. all that much.

Black Dog Gelato

(3) Goat cheese cashew caramel gelato at Black Dog Gelato - When I moved away from Chicago for a brief spell, this dessert was the last thing I ate before driving out of the city. A subtly sour goat cheese gelato base, a bitter burnt caramel swirl, and crunchy cashews. What it does to my taste buds is borderline erotic.

(4) Strawberry rhubarb pie at Bang Bang Pie (rotating menu) - I've said it before and I'll say it again: The best slice of pie I have had in my life. Sadly, these fruits are not always in season, but at Bang Bang Pie it's pretty much all incredible.

(5) Ellen from Alliance Bakery - The Ellen is a layered pistachio, white chocolate, and cinnamon mousse dessert. It is delicate, which means you have to pretend to be eating it daintily while you shovel it in your face.