Best Cookies in Englewood

"Restaurants Bakeries Humboldt Park. One of Chicago’s oldest family-run businesses has operated out of the same storefront, distinguished today by its vertical neon sign and quaint painted lady facade, since its establishment in 1911. Today it’s a good all-arounder, with doughnuts and danish for breakfast, and a wide selection of cake slices and cookies (many in Chicago sports team motifs) for dessert."

"Roeser’s Bakery is the ancient family-owned bakery still in the same location in Chicago. They are now in their fourth generation, with John C. Roeser IV leading the way. They are truly passionate about what they do, you can see it in the wide variety of products they offer."

"One of Chicago's oldest food purveyors, venerable Roeser's Bakery has been in business in Humboldt Park for more than 100 years. Beautiful custom cakes and tortes are a specialty, but don't miss the cookies and holiday items at this long-running local institution."

"A post shared by Insomnia Cookies (@insomniacookies) on Jul 17, 2019 at 12:04pm PDT. If even picking up cookies is low on your to-do list, Insomnia Cookies comes to the rescue. This chain specializes in late-night cookie delivery (yes, you read that right), including sugar cookies, double chocolate mint cookies and drool-worthy smores cookies."

"Insomnia cookies are next on this list of the best desserts in Chicago. Cookies are the perfect addition to any day, so why not stop by Insomnia Cookies for an ice cream sandwich fix?. Unlike some other joints that offer ice cream sandwiches, Insomnia Cookies lets you customize your treat every step of the way!"

"6 locations in and near the city; Online: insomniacookies.com. View this post on Instagram. A post shared by Defloured Bakery (@deflouredbakery) on Aug 4, 2019 at 8:26am PDT"

"Sweet Shot Cookies specializes in infused cookies and cookie cakes. Their homemade gooey infused cookies can be filled with anything from marshmallow fluff to dark chocolate ganache—you name it, they infuse it. They can be ordered pre-filled or if you're a DIY'er, they can be delivered with a syringe of flavor so you can inject it yourself with as much filling as you'd like."

"If you judge an ice cream shop solely on how close it looks to a Willy Wonka-type Wonderland, then Windy City Sweets is your golden ticket. This classic Lakeview haunt is chock full of so much Americana sweets and ice cream that you practically get a cavity just by entering the front door. The candy (and fudge!) supply is great, but the ice cream is truly special."

"You can probably already tell that we love our cupcakes here in Chicago. More Cupcakes is known for their upscale environment and minimalist display. Stop by for delicious cupcakes with unique toppings."

"Ranalli's has heaters for its patio in Lincoln Park, but the pizza and pasta restaurant's website still advises, "Dress warm, Chicago." (Ranalli's/Ranalli's). The famed large patio in Lincoln Park is equipped with heaters for outdoor dining. The hot pizzas should also help."

"Check out this delightful rooftop deck overlooking Evanston’s Central Street. Their Mexican cuisine-with-a-twist is something to be savored, from the Sweet Potato and Green Chili Latke with apple salsa and citrus crema to the Roasted Cauliflower Queso served with crisp tostones (fried plantains). I recommend a Mezcal Paloma to wash it all down under the twinkly lights."

"Eden Chicago is a delightful offering on Chicago's West Loop dining scene, opened in 2016 by restaurateur Jodi Fife and her husband, executive chef Devon Quinn. The charming Mediterranean-style eatery serves up excellent brunch and dinner fare from the week, pulling from a variety of regional culinary traditions, including Israeli, Lebanese, and Spanish cuisines. Diners can enjoy delicious selections like baked shrimp paccheri, curried lentil brik, cumin-grilled lamb with couscous and merguez, and mushroom matzo ball soup with miso corn broth."

"At Eden, fresh, local, and sustainable fare is the focus, an approach that chef Devon Quinn accomplishes with the help of an onsite greenhouse, which stocks everything from arugula and oregano to fennel and figs. See them employed in a range of daytime dishes, such as breakfast bowls with Spanish fried eggs and jasmine rice, smoked ham crepes with gruyere and caramelized onions, and a Philly cheesesteak torta with peppers and provolone."

"Another restaurant with an appealing exterior facade, Eden goes for a more nature-filled ambiance to help you forget for a minute that you’re actually surrounded by skyscrapers, not trees."

"Thalia Hall is a historic music venue, a massive building along 18th Street in Pilsen, that’s owned by 16” on Center, a company that runs venues like Promontory Hall in Hyde Park and Empty Bottle in Ukrainian Village. The building also houses Punch House, a lower-level ‘70s chic bar where patrons by drinks by the punch bowl. Then there’s Tack Room, a piano bar that dabbles in things like punk rock karaoke."

"The iconic Pilsen hall has punch-filled cocktails in the basement, a beer hall on the main floor, and a music venue upstairs for all your Instagramming glory."