Food & Drink

Pumpkin Pie Paradise: Discover Chicago’s 12 Best Slice Spots!

As the fall season approaches, many of us begin to crave the sweet, spicy flavors of pumpkin pie.

Whether it's a traditional Thanksgiving dessert or just a comforting treat on a chilly day, the search for the perfect pumpkin pie is a mission that we all undertake.

Luckily, Chicago is home to a plethora of bakeries, cafes, and restaurants that serve up some of the best pumpkin pies around.

From classic recipes to innovative twists on this beloved dessert, there's no shortage of options for pumpkin pie lovers in the Windy City.

But where to start? With so many choices, it can be overwhelming to decide which places are worth a visit. That's where this guide comes in – we've scoured the city to find the best pumpkin pies, so you don't have to.

Whether you're a pumpkin pie connoisseur or just looking to indulge in a slice or two, we've got you covered.

So grab a fork and get ready to dig into some of the most delectable pumpkin pies in Chicago.

From buttery crusts to creamy fillings, these desserts are sure to satisfy your sweet tooth and leave you feeling warm and cozy inside.

1. Spinning J Bakery and Soda Fountain

Spinning J Bakery And Soda Fountain
1000 N California Ave, Chicago, IL 60622 (Google Maps)

Spinning J Bakery and Soda Fountain is a retro-chic pie shop and soda fountain.

They serve seasonal pies, gelato, and soda-fountain classics in quaint surroundings with vintage furniture.

If you're looking for the best pumpkin pie in town, this place should be on your list. The pies are made with fresh ingredients, have a flaky crust, and are the perfect size.

The staff is friendly and the atmosphere is cozy. Don't miss out on this charming spot!

2. Bang Bang Pie & Biscuits

Bang Bang Pie & Biscuits
2051 N California Ave, Chicago, IL 60647 (Google Maps)

Bang Bang Pie & Biscuits is a rustic bakery that serves homemade sweet and savory pies and biscuits.

Their pumpkin pie is a must-try for anyone looking for a delicious dessert. The filling is perfectly spiced, and the crust is flaky and buttery.

The portions are generous, and the prices are reasonable.

The cozy atmosphere and friendly staff make for a pleasant dining experience. Don't miss out on this gem of a pie shop!

3. defloured: A Gluten Free Bakery

Defloured: A Gluten Free Bakery
1477 W Balmoral Ave, Chicago, IL 60640 (Google Maps)

Defloured: A Gluten Free Bakery is a must-visit for anyone looking for delicious gluten-free treats.

The bakery offers a wide variety of cakes, cookies, and bars that are all gluten-free and many are vegan as well.

They even made a vegan and gluten-free wedding cake that was a hit with guests. The prices are a bit higher than non-gluten-free options, but the quality is worth it.

The bakery is small, but the staff is friendly and helpful. Stop by and try their pumpkin pie, it's a must-have!

4. Pie, Pie My Darling

Pie, Pie My Darling
2636 W Chicago Ave Suite 1, Chicago, IL 60622 (Google Maps)

Pie, Pie My Darling is a vegan bakery that serves up some of the most delicious pumpkin pie in town.

They offer all-vegan pies, cakes, cookies, and other bakery classics in a snug storefront. The pumpkin pie is especially noteworthy for its perfect balance of spices and creamy texture.

The bakery also donates part of their proceeds to great organizations, making it a great place to support the community while indulging in some sweet treats.

For anyone looking for a vegan pumpkin pie that is both delicious and socially responsible, Pie, Pie My Darling is definitely worth a visit.

5. Hoosier Mama Pie Company

Hoosier Mama Pie Company
1618 W Chicago Ave, Chicago, IL 60622 (Google Maps)

Hoosier Mama Pie Company is a charming bakery and pie shop that serves up some of the best pumpkin pie in town.

Their pies are made with fresh ingredients and baked to perfection, resulting in a deliciously flaky crust and a rich, creamy filling.

The shop has a retro vibe that adds to its charm, and the staff is friendly and helpful.

Whether you're looking for a whole pie for a special occasion or just a slice to satisfy your sweet tooth, Hoosier Mama Pie Company is definitely worth a visit.

6. Klein's Bakery & Cafe

Klein's Bakery & Cafe
426 W Diversey Pkwy, Chicago, IL 60614 (Google Maps)

Klein's Bakery & Cafe is a hidden gem that serves the best pumpkin pie in town.

Their desserts are simply mouth-watering, and their coffee is top-notch. The staff is friendly and provides excellent customer service.

The cozy ambiance of the cafe makes it the perfect spot for a quick breakfast or an afternoon snack.

If you're looking for a place to indulge in delicious pumpkin pie, Klein's Bakery & Cafe is the place to go.

7. Honeypie Bake Shop

Honeypie Bake Shop
6155 N Broadway, Chicago, IL 60660 (Google Maps)

Honeypie Bake Shop is a pie shop that offers some of the best hand pies in town.

Their pumpkin pie is a must-try, with a perfectly satisfying crust-to-filling ratio. The lovely staff and great atmosphere make for a pleasant experience.

The shop also offers a variety of other pies, such as Key Lime, Whisky Walnut Pecan, Cherry, Apple, and Banana Cream.

The fresh ingredients used in their pies are evident in the taste, and the tea and coffee are exceptional. If you're looking for a great place to satisfy your sweet tooth, Honeypie Bake Shop is definitely worth a visit.

8. Pies Of London

Pies Of London
135 N Kedzie Ave, Chicago, IL 60612 (Google Maps)

Pies Of London is a must-visit place for anyone who loves pumpkin pie. The pies are made with the finest ingredients and the crust is perfectly flaky and buttery.

Each pie is bursting with flavor, making it almost impossible to choose a favorite.

Whether you're in the mood for something sweet or savory, Pies Of London has got you covered.

The quality of the pies is simply outstanding and they are sure to satisfy your cravings. If you're looking for a delicious treat, be sure to give Pies Of London a try.

9. Roeser's Bakery

Roeser's Bakery
3216 W North Ave, Chicago, IL 60647 (Google Maps)

Roeser's Bakery has been serving delicious pastries, cakes, and pies for over 100 years. Their pumpkin pie is a must-try and is made fresh daily.

The bakery offers classic and creative cakes, cookies, and tortes, all made with high-quality ingredients.

The staff is friendly and helpful, ensuring a pleasant experience for every customer.

Roeser's Bakery is a great place to satisfy your sweet tooth and indulge in some delicious pumpkin pie.

10. Beverly Bakery

Beverly Bakery
10528 S Western Ave, Chicago, IL 60643 (Google Maps)

Looking for a place to satisfy your pumpkin pie craving in the morning or afternoon, Beverly Bakery is the spot to go.

This bakery and breakfast restaurant has a wide selection of sweet treats, including pumpkin pie, that are consistently delicious and made with fresh ingredients. The staff is friendly and helpful, making for a great customer service experience.

Although it may be a bit pricier than other bakeries, the quality of the food and service is well worth it.

Beverly Bakery also roasts their own coffee beans on the premises, making for a delightful aroma and great coffee to pair with your pumpkin pie. Don't miss out on this special neighborhood spot.

11. Bittersweet Pastry Shop & Cafe

Bittersweet Pastry Shop & Cafe
1114 W Belmont Ave, Chicago, IL 60657 (Google Maps)

Bittersweet Pastry Shop & Cafe is a must-visit place for pumpkin pie lovers.

They offer a variety of baked goods, including cakes, cookies, and breads, but their pumpkin pie is a standout. The crust is perfectly flaky and the filling is rich and flavorful.

The cafe is cozy and inviting, making it the perfect spot to enjoy a slice of pie with a cup of coffee.

The staff is friendly and helpful, ensuring a pleasant experience for every customer. Don't miss out on this delicious pumpkin pie!

12. Scafuri Bakery

Scafuri Bakery
1337 W Taylor St, Chicago, IL 60607 (Google Maps)

Scafuri Bakery is a must-visit for pumpkin pie lovers.

Their pumpkin cream cheese muffin is a standout item, with the perfect balance of pumpkin spice and cream cheese filling.

Don't miss out on their other baked goods either, as they have a great variety to choose from.

The staff is friendly and the prices are reasonable. This hidden gem in Little Italy is worth a visit for their delicious treats.