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Top spots across Chicago
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4.5
of 5.0
(2,006)
Mindy’s Bakery
Mindy’s Bakery in Chicago turns out holiday gingerbread that is almost impossible to pass up. Their Gingersnap Molasses cookies are chewy in the middle, warmly spiced, and give a satisfying snap when you bite in. They come out of the oven fresh each day, filling the air with the smell of molasses and clove. There is a soft, smoky sweetness that lingers and makes the whole thing feel like winter wrapped in a cookie.
4.8
of 5.0
(221)
Chip City
Chip City makes giant, gooey gingerbread cookies that feel like holding a small holiday moment in your hands. The Gingy Crunch is warm with cinnamon, nutmeg, and ginger, and the spices hit your nose before the first bite. Soft pockets of white chocolate melt into the dough, while the crunchy Biscoff topping adds a cozy, satisfying snap. They bake everything fresh each day, and the shop feels playful and bright.
4.8
of 5.0
(3,622)
Weber's Bakery
Weber’s Bakery turns heads with its gingerbread Santas the moment you spot them. This Chicago classic saves some of its best treats for the holidays, filling the shop with the warm smell of spice and sugar. The pfeffernusse has a cozy kick, and the gingerbread cookies taste like something pulled from a family recipe box. Their cookie trays disappear fast, and the soft gingerbread donuts feel like a small reward on a cold day.
4.2
of 5.0
(349)
Sugar Bliss
Sugar Bliss brings holiday cheer with fresh, homemade gingerbread treats that feel like a warm kitchen on a winter afternoon. This woman minority owned bakery makes everything from scratch with rich European cocoa and fragrant Nielsen Massey vanilla that fills the air as soon as you open the box. Their gingerbread cookies have a cozy spicy snap followed by a soft chewy sweetness that melts slowly and stays with you.
4.9
of 5.0
(491)
Crave Cookies - Chicago
Crave Cookies in Lake View East makes gingerbread cookies you won’t be able to resist. Their deep-dish gingerbread comes out of the oven soft and gooey, with a sprinkle of holiday colors on top. The flavors change every week, so there’s always something new to try, like a Biscoff-stuffed cookie with just the right drizzle. You can grab a few straight from curbside pickup and enjoy them while they’re still melting in your mouth.
5.0
of 5.0
(183)
Folkmade Custom Cookies LLC
Folkmade Custom Cookies makes holiday gingerbread treats that look as good as they taste. This female and LGBTQ-owned bakery in Chicago, founded by Ashley Folk, is known for hand-piped designs and printed images that bring holiday cheer to every cookie. Their holiday presale features beautifully decorated treats that are perfect for gifting or sharing with friends.
4.8
of 5.0
(531)
defloured: A Gluten Free Bakery
Defloured brings the cozy joy of gluten-free gingerbread to the holidays. In Andersonville, they create playful Gingerbread Babes, some naughty and some nice, each decorated with charming seasonal details. Every cookie is filled with warm, rich spices that taste just like classic gingerbread, and the soft, chewy texture makes it impossible to stop at just one.
4.4
of 5.0
(479)
Bittersweet Pastry Shop & Cafe
Bittersweet Pastry Shop & Cafe makes holiday gingerbread boys that are almost too good to eat. This Chicago spot has a Parisian bistro vibe and a display full of European-style pastries. The gingerbread cookies are crisp on the outside and soft and chewy in the center, with just the right amount of spice to feel festive. Pair one with a steaming cup of coffee and watch the rows of treats in the pastry case, from buttery tarts to chocolate-dusted delights.
4.7
of 5.0
(1,028)
Rogers Park Social
A cocktail bar that feels like a living room, but with better lighting and stronger drinks. Rogers Park Social plays with flavors and names, offering drinks like Sunny Daze and Cupid’s Bow without being gimmicky. Happy hour is a good move, and outside food is welcome. The crowd is friendly, and the vibe is always low-stress but stylish.
4.5
of 5.0
(420)
Aztec Dave's Cantina
This West Town cantina is part taco spot, part margarita destination. Drinks are made with fresh juice and no shortcuts, while the food brings serious flavor—especially the mole and house hot sauce. Aztec Dave’s always feels like a celebration, whether it’s a quick taco stop or a multi-round fiesta.
All GUIDES
8 Best Bakeries to Order Gingerbread Cookies in Chicago 2025
The holidays taste a little sweeter with a gingerbread cookie in hand. Chicago’s bakeries are crafting some of the city’s best, from classic spiced versions to playful modern twists. These eight standout spots make it easy to enjoy cookies that capture the magic of the season.
10 Cocktail Bars in Chicago to Go Full Main Character Mode
Chicago takes cocktails seriously, offering bars that turn any night into an experience. From candlelit lounges to lively riverfront patios, these ten spots serve great drinks with unforgettable atmosphere, perfect for everything from casual nights to full-on celebrations.
7 New Cafe Openings in Chicago That Deserve a Spot on the Feed
Chicago’s coffee scene is buzzing with new cafés that bring style, flavor, and a fresh take on the classics. From creative menus to beautifully designed spaces, these seven spots are setting the tone for the city’s next great coffee moment.
12 Best Cafes in Lakeview To Visit During Pride Month
As Pride Month kicks off this June, Lakeview’s Northalsted neighborhood comes alive with celebration—and great coffee. Whether you're heading to the parade or just soaking in the festive vibe, these local cafés offer the perfect place to fuel up, recharge, and feel right at home.
Day Trip Coffee Guide: Cafés a Short Drive from Chicago
Sometimes the best coffee is just a short drive away. Whether you're visiting a nearby town or taking a quick break from the city, these coffee shops outside Chicago offer great drinks, cozy vibes, and a perfect excuse for a mini road trip.
10 Best Breakfast Spots in Chicago That Locals Actually Love
Chicago has plenty of breakfast spots for every kind of morning. Whether you want pancakes, pastries, or something light and healthy, these places offer good food and a comfortable way to begin your day.
Most Beautiful Cafés in River North for Creative Work Vibes
River North may be known for its art and dining, but it’s also home to great coffee shops perfect for a quiet break or remote work. Whether you're strolling the Riverwalk or catching up on emails, these cafés offer good coffee, relaxed vibes, and a welcome escape from the busy streets.
Best South Loop Coffee Shops Near McCormick Place
The South Loop blends culture, history, and a growing coffee scene perfect for locals, students, and remote workers. Just steps from Grant Park and major attractions, this neighborhood offers cozy cafés with strong Wi-Fi, good vibes, and even better coffee—ideal for a break or a productive work session.
Best Bakeries in Chicago for Custom Mother's Day Cakes and Desserts - 2025
Celebrate Mother’s Day in Chicago with a sweet surprise. From cupcakes and custom cakes to delicate pastries, these local bakeries offer the perfect treats to show Mom just how much she means.
8 Best Cafés in Logan Square Near the Illinois Centennial Monument
Logan Square is a lively Chicago neighborhood known for its artsy energy, historic charm, and thriving coffee scene. Whether you're grabbing a latte before a stroll, a quick espresso on the go, or settling in for brunch with pastries, there’s a café for every coffee lover. From cozy bakeries to ethically sourced roasteries, here are the best coffee shops in Logan Square.
Where to Grab a Great Coffee in Bucktown After Walking The 606 Trail
Bucktown is a vibrant Chicago neighborhood known for its artistic charm, trendy boutiques, and access to the 606 Trail. Whether you're starting your day with a run, biking through the city, or admiring murals along the trail, a good coffee stop is essential. With cozy cafés, locally roasted beans, and great pastries, these Bucktown coffee shops are perfect for a pre-trail boost or a post-adventure refuel.
10 Best Coffee & Pastry Spots in Andersonville for a Slow, Cozy Morning
Andersonville’s charm lies in its tree-lined streets, independent shops, and welcoming cafés that invite you to slow down and enjoy the moment. Whether you're starting your day with coffee and a pastry, taking a mid-day break, or exploring the neighborhood’s Swedish heritage, there’s a perfect café for you. Here are the best coffee spots in Andersonville for a cozy and community-driven experience.
Best Cafes in Ravenswood for Getting Your Work Done in Peace
Ravenswood is a laid-back neighborhood perfect for a slow morning, remote work, or a coffee break with a good book. With small-batch roasters, community-focused cafés, and cozy spots serving great coffee and fresh pastries, it’s a place that invites you to stay awhile. Here are the best coffee shops in Ravenswood for a relaxed and welcoming experience.
Best Cafes in Gold Coast for a Luxe Breakfast - Updated 2025
Chicago’s Gold Coast is known for luxury shopping, historic charm, and upscale dining—perfect for a stylish coffee break. Whether you need a pre-shopping latte, a cozy brunch spot, or a strong espresso before a lakefront stroll, the area offers top-tier cafés with great breakfast options. Here are the best coffee shops in the Gold Coast for a perfect morning stop.
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Best Coffee & Quick Bites Near Magnificent Mile for a Shopping Break
Shopping along The Magnificent Mile is exciting but exhausting, making a coffee break essential. Whether you need a rich espresso, a refreshing boba tea, or a flaky pastry, there are plenty of great spots nearby. Just steps away in Streeterville, you’ll find cozy cafés and grab-and-go coffee shops perfect for refueling. Here are the best coffee spots near The Magnificent Mile for a mid-shopping pick-me-up.
Know a Hidden Gem? Share It!
Know an amazing coffee spot in Chicago that coffee lovers need to discover? Share it with us! We're always exploring new cafés to feature in the Per Diem Guide and would love your recommendations.
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