Beard Papa's is one of Best places for sweet treats.

1. Beard Papa's

108 N State St (at Block 37), Chicago, IL
Bakery · The Loop · 28 tips and reviews

Time Out ChicagoTime Out Chicago: The brilliantly airy cocoons of choux pastry at this Japanese cream-puff chain (nestled in the Block 37 pedway) hide a copious amount of vanilla custard cream. Read more.

Hoosier Mama Pie Co. is one of Best places for sweet treats.

2. Hoosier Mama Pie Co.

8.5
1618 W Chicago Ave (at N Ashland Ave), Chicago, IL
Pie Shop · West Town · 57 tips and reviews

Time Out ChicagoTime Out Chicago: Each of Hoosier Mama's five best-sellers is off the charts. Read more.

More Cupcakes is one of Best places for sweet treats.

3. More Cupcakes

8.6
1 E Delaware Pl (at N State St), Chicago, IL
Cupcake Shop · Near North Side · 43 tips and reviews

Time Out ChicagoTime Out Chicago: Showcased in a glass display, the rotating selection (including classics like red velvet and chocolate for the more conservative cupcake connoisseur) look like works of art, because they are. Read more.

Sprinkles Cupcakes is one of Best places for sweet treats.

4. Sprinkles Cupcakes

9.1
50 E Walton St (btwn Rush & Ernst), Chicago, IL
Cupcake Shop · Streeterville · 144 tips and reviews

Time Out ChicagoTime Out Chicago: There’s no opening wide for these things—these are cupcakes that are, for once, of manageable size. That may convince you that you can eat more than one, which you probably can. Read more.

5. Sugar Bliss Cake Boutique

7.6
115 N Wabash Ave (at E Washington St), Chicago, IL
Cupcake Shop · The Loop · 48 tips and reviews

Time Out ChicagoTime Out Chicago: For more than just a sugar high, the small downtown shop sells fresh fruit–studded muffins and cupcakes that run the gamut from classic (such as Texas Red Velvet) to unconventional. Read more.

Magnolia Bakery is one of Best places for sweet treats.

6. Magnolia Bakery

8.7
108 N State St (btwn W Randolph St & W Washington St), Chicago, IL
Bakery · The Loop · 125 tips and reviews

Time Out ChicagoTime Out Chicago: The dense cake and achingly sweet frosting evoke nostalgia for kiddie birthday parties, but the cutesy lace curtains and not-too-sweet icebox cake are timeless. Read more.

Sweet Mandy B's is one of Best places for sweet treats.

7. Sweet Mandy B's

9.4
1208 W Webster Ave (at N Racine Ave), Chicago, IL
Bakery · North Side · 90 tips and reviews

Time Out ChicagoTime Out Chicago: They had us at hello, those dreamy, creamy cupcakes. This bakeshop may have cornered the market with simple little cakes slathered in a colorful array of buttercreams but there’s more to salivate.