When dentist and Shaheen Khan first moved to Chicago, IL five years ago, she thought she knew what to expect. Having grown up in Louisville, KY, Shaheen made the drive north to visit Chicago for as long as she can remember, but upon moving there, she was pleasantly surprised by what’s beneath the surface: dozens of unassuming neighborhoods she had never known about, a never-ending choice of festivals, events and galleries to attend, and tons of local digs where she now spends most of her time.
Shaheen has truly found a new home in this city, and has happily settled into a unique space in the heart of Bucktown that used to be a calculator factory with her husband, Trevor (which we recently got a sneak peek into). Her 24-hour guide to this great city offers a variety of options for the morning, afternoon and evening, complete with the best activities, restaurants, shops and spaces to bounce between throughout the day.
: A hidden local coffee shop in Humboldt Park that’s quaint, comfortable, and serves amazing coffee. My husband and I will grab a coffee and read the paper on the couch or sit outside when the weather allows and catch up from our busy week.
: With doughnuts being one of my favorite food categories, this is a must! The storefront is adorable but you need to make sure to get in line early since they sell out fairly early every day. If you get lucky and catch the food truck that roams around the city, I suggest trying a few flavors!
: A brand new addition to our neighborhood is this elevated bike and walk path that goes from Bucktown to Logan Square and is perfect for a morning run or walk with coffee. You can hop on and off at most intersections, making it perfect to explore the neighborhood.
: An urban oasis in the city that is perfect for an afternoon stroll, whether the weather is harsh or not. From the flower gardens to the tile waterfalls, this free spot will take you through every season.
: My favorite farmers’ market in the city is open every Sunday from 10-3! Whether you want to grab lunch, coffee, or just some flowers, it goes on for miles and has something for everyone. Stroll the booths and enjoy the live music for hours with friends and make sure to grab some homemade baguettes.
: My favorite museum in Chicago! The art is stunning and the museum’s architecture is just as beautiful. You could get lost in here for hours and never realize it. It’s the perfect stop after strolling downtown and taking a peek at the lake.
: If you are in the market for locally sourced and handmade goods, pottery, or succulents, this is your place. Much of our home decor is from this store and they have everything from candles to Moroccan wall hangings and rugs — not to mention the owner is the nicest.
: One of our favorite places to eat on the patio underneath the string lights and striped umbrellas. They have everything from spicy fried chicken to amazing fish with unbelievable sides like hush puppies and fresh salads. If you are up for a cocktail, make sure you try their Negroni slushi or signature michelada.
: A hidden gem in Bucktown, this spot has no outside signage and you will have to keep your eyes open to notice the entrance. There is usually a bit of a wait to get in and no cell phones are allowed inside. It’s refreshing to unplug and enjoy some delicious craft cocktails with friends. If you want to grab after-dinner drinks I highly suggest it!
: A unique spot in the South Loop down Michigan Avenue, this may be the best meal we have ever had in Chicago — and we eat a lot. Each dish is better than the next and although it tends to be a bit pricey, the vibe is laid-back. If you are looking for a lesser-priced option, opt to sit at the bar, whose menu is just as tasty.