First Time in Chicago -- Offbeat Attractions?

Question

Hi there. My wife and I will be visiting Chicago for the first time at the end of August. Staying in Bucktown for four nights.

Just thought I'd see if anyone would like to share some favorite off the beaten track spots, good dive bar, etc.

Also, please feel free to share any on the beaten path attractions as well! We would like to dine at at least one of the better restaurants in the city. We don't really have any dietary restrictions.

Cheers!

Answer

Chicago is an amazing city with so much to offer, from the iconic landmarks to the hidden gems. Since you’re staying in Bucktown, you’ll have a great mix of trendy spots and local flavor. Here are some off-the-beaten-path spots, dive bars, and must-see attractions, as well as some great dining recommendations for your trip:

Off-the-Beaten-Path Attractions:

The Magic Parlour - A hidden gem for anyone who loves magic and intimate performances. It’s a one-man magic show performed by Dennis Watkins in the Palmer House Hilton. It’s a smaller, intimate experience that’s truly mesmerizing.
The International Museum of Surgical Science - An intriguing and somewhat eerie museum located in a beautiful historic mansion, it showcases the history of medicine and surgery, with exhibits on antique medical tools and surgical practices.
Lincoln Park Conservatory - Often overshadowed by the more famous Chicago Botanic Garden, the conservatory is a peaceful escape in the heart of Lincoln Park with lush gardens, exotic plants, and a tropical climate.
The Chicago Pedway - A system of underground tunnels connecting many downtown buildings. It’s an interesting way to explore the city without braving the weather, and you’ll find hidden shops and cafes along the way.
Garfield Park Conservatory - A stunning hidden gem located on the west side of the city. It’s one of the largest conservatories in the country and features impressive collections of plants from around the world.

Unique Dive Bars and Pubs:

Delilah’s - A classic Chicago dive bar located in Lincoln Park. Known for its extensive whiskey selection and punk rock atmosphere, it’s a favorite among locals.
The Violet Hour - While this may not technically be a dive bar, it’s a cozy and hidden cocktail bar located in Wicker Park with an intimate vibe. If you enjoy creative cocktails and a speakeasy feel, this is a great spot.
The Green Mill Cocktail Lounge - A legendary Chicago jazz club located in Uptown. It’s been around since the Prohibition era and still retains its historic charm. Live jazz, old-school cocktails, and a cozy atmosphere make this a unique spot to unwind.
Sam’s Liquor - Located in Lincoln Park, Sam’s has a quirky vibe with a cozy, dive-bar feel. A great place to grab a beer and chat with locals.

Must-See Attractions (The Classic Chicago Experience):

Millennium Park & The Bean - A must-see iconic landmark, especially for first-time visitors. The Cloud Gate sculpture (aka "The Bean") is a perfect spot for photos, and the park itself offers beautiful green spaces and art installations.
Art Institute of Chicago - One of the top museums in the world, home to incredible collections of Impressionist, Modern, and American Art. If you love art, this is a must-visit.
Chicago Architecture River Cruise - This boat tour is a great way to see Chicago’s stunning architecture from the Chicago River, with an expert guide explaining the history behind many of the iconic buildings.
Wrigley Field - Since you’re already going to Wrigley on July 6th, be sure to take in the historic charm of this ballpark. Whether you’re a Cubs fan or not, the experience of being at one of the oldest ballparks in the country is unforgettable.
Willis Tower Skydeck - For amazing views of the city, head to the Skydeck on the 103rd floor. If you’re feeling brave, step out onto “The Ledge,” a glass-floored balcony that juts out from the building.

Dining Recommendations (for that one amazing meal!):

Alinea - If you’re looking for an unforgettable dining experience, Alinea in Lincoln Park is world-renowned and offers a unique, multi-course tasting menu that pushes the boundaries of culinary art.
Girl & the Goat - Located in the West Loop, this popular restaurant by chef Stephanie Izard offers creative small plates with bold flavors. The atmosphere is lively, and the food is top-notch.
The Publican - An iconic Chicago restaurant known for its beer selection, hearty fare, and farm-to-table approach. Great for both meat lovers and seafood fans, with an emphasis on communal dining.
Francesca’s on Taylor - An Italian restaurant in Little Italy, offering classic Italian dishes in a cozy and romantic setting. Perfect for a quieter, intimate meal.
PIZZERIA UNO (for deep dish pizza) - No trip to Chicago is complete without having deep dish pizza. Pizzeria Uno claims to be the birthplace of deep dish and is a must-try for first-time visitors.

Other Tips:

Transportation: Since you're staying in Bucktown, you'll have easy access to the "L" (Chicago's subway system) and can quickly get to most attractions. The Divvy bike-sharing program is also a fun way to explore the city if you're up for it.
Weather: End of August can be warm, so dress in layers and bring comfortable walking shoes as you’ll likely be doing a lot of exploring. A light jacket may be needed for evening strolls.

With all these great recommendations, you’re sure to have an amazing time in Chicago. From the hidden gems to the iconic spots, you’ll get to experience the best of the city!