Best Cookies in Oak Park

"It doesn’t get any more old school than Chicago’s oldest family-owned bakery, which has been servicing Humboldt Park sweet tooths since 1911. As a specialty, Roeser’s offers low-glycemic options for birthday boys and girls who could benefit from reduced sugar, carbs and calories. Follow the bakery’s iconic neon sign to find cakes baked using recipes perfected over 4 generations with culinary skills to decorate to any theme you could possibly imagine, including a wide variety of licensed character cakes."

"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."

"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."

"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."

"Finish your ride at the waterfront behind the Alder Planetarium, for your very last photography stop. With dreamy views of the skyline framed by the glittering lake, it’s considered one of the best spots in the city to watch the sunset and makes for the perfect ending to a whirlwind Chicago getaway."

"Art Institute of Chicago* – Fast PassOR Adler Planetarium* – VIP Entry *Your CityPASS tickets include the option for you to choose between two attractions. There’s no need to decide upfront where you’d like to visit. You can choose when you get there."

"Taking you on a journey through the stars to unlock the mysteries of our galaxy and beyond, the Adler tells amazing stories of space…"

"Restaurants Italian Old Town. Upon entering this Old Town stalwart, you'll get the feeling that many people have enjoyed special moments at this time-worn restaurant. It's true: For more than 25 years, Topo Gigio has helped diners celebrate birthdays, anniversaries and Friday nights over heaping plates of rigatoni, seafood-studded risotto and a mean veal saltimbocca."

"This Old Town ristorante has been offering Tuscan-style dishes to Chicagoans for more than a quarter-century. Among those dishes are Tortellini al la Panna and Farfalle ai due Salmoni."

"Milwaukee Ave. (between Edmunds and 90th streets) in Jefferson Park, the sushi bar is the highest-rated Japanese restaurant in Chicago, boasting four stars out of 206 reviews on Yelp."

"Sandy Chen has been keeping Evanston well-sated with her Chinese cuisine for over 20 years. In addition to the expansive a la carte menu, she’s doing some specials for the Chinese New Year that are filled with auspiciously lucky foods like Spring Rolls and Dumplings (wealth), Peanuts (long life), Fish and Rice Cakes (increased prosperity), and Lychee (close family ties). You won’t want to miss those Seafood Pan-Fried Noodles (Happiness and Longevity)!"