Best Cookies in Chicago River

"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."

"A staple of Chicago’s Humboldt Park for over 100 years, this Roeser’s Bakery celebrates true vintage fashion by selling incredible baked goods for cheap. This bakery in Chicago features custom cakes, tortes, and cookies and more, making Roeser’s Bakery everyone’s go-to place for amazing quality sweets."

"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."

"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."

"Proclaiming her product to be the “best ever grilled cheese” is a bold move but Gayle Voss backs it up. The sandwich maker was a longtime fixture at local farmers markets before turning her business into a full-scale operation inside Block 37 a few years ago. The menu always features the “Classic” (Prairie Pure butterkase, Bennison’s Bakery sourdough, Nordic Creamery butter), as well as seasonal creations like “Abreo” (cheddar, Honeycrisp apple, bacon-onion jam) and “Sebastian,” a lobster grilled cheese that’s only sold on Fridays."

"Gayle's has been a fixture for years in Chicago farmers markets, where you could grab a crispy grilled cheese sandwich made with white sourdough from Bennison's Bakery in Evanston, Prairie Pure Butterkase cheese from Belvidere and butter from Nordic Creamery in Westby, Wis. These exceptional ingredients fuse to make one gooey, irresistible sandwich. I especially love the Southport ($8), which adds a sweet smoked onion marmalade to the classic grilled cheese."

"We all need a little grilled cheese in our lives; we might as well get the best Chicago has to offer. Call 312-285-2202 for pickup orders and enter using the Pedway, use the Gayle V’s Best Ever Grilled Cheese or What's Good app, or find them on Grubhub and Ritual. They will also deliver with an order of 10 or more sandwiches."

"At Blaze, you can completely customize your pizza and have it cooked in under three minutes. The build-your-own pizza options offers unlimited toppings free of charge, so if you’re really adventurous you can add every single topping on the menu. However you eat your pizza, you’re sure to have it your way at Blaze."

"At 280 acres, Big Marsh certainly lives up to its name, but this far southeast side public park—opened in 2016 in the Calumet Area Reserve—is still a relative secret to most locals. The park includes 45 acres of recreation areas designed specifically for mountain and BMX biking and casual trail riding. The rest (234 acres) is a nature preserve great for hiking and bird-watching."

"Whether you want to relax with a nature walk or go on an adventurous hike, this park is a great place to check out. Forty-five acres of the park are dedicated to more intense endeavors, such as hiking, adventure courses and off-course biking. The other 235 acres is devoted to more passive activities like bird-watching and nature walking."

"For theatre lovers, check out a performance at The Chicago Theatre. If you feel like doing an activity, head to 10pin Bowling Lounge under the Marina Towers north of the Chicago River. They offer a selection of beers and upscale snacks."