Chicago Must-Sees
Curated By
Abby Kulwicki
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Luxury Travel
Boutique Travel
Food & Wine
Arts & Culture
Family Travel
Bachelor Party Destinations
Bachelorette Party Destinations
Birthdays
Group Travel
Foodie
Nightlife
Architecture
Comedy Club
Lakefront
High-end
Curator’s statement
Chicago is a wonderful destination for foodies and art lovers! Enjoy amazing meals and big city life. Chicago is a place to treat yourself and live luxuriously.
The Fora Difference
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Killer perks
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Insider knowledge
Expert advice from people who’ve actually been there
Where to stay in Chicago, IL
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Things to do in Chicago, IL
Chicago Art Institute
Chicago Architecture tour
($42/pp, 90 min boat ride)
The Chicago Lakefront
Rent divvy bikes or walk along the Chicago Lakefront trail. Great spot for sunset! If you're visiting in the summer, rent a boat and enjoy the playpen
Second City
See a show at the famous Second City comedy club! Grab a drink at Utopian Tailgate before your show.
Places to eat & drink in Chicago, IL
Coffee/Breakfast
The Weathervane Cafe: The chickpea wraps and the chai latte with oat milk, add orange blossom syrup (iced or hot.)
Queen's Eleven: Iced oat milk latte (the best!)
Thump Coffee: The smashed avocado on an everything bagel.
Honey Hill: The lattes,
Brunch/Lunch
Blue Moon Brewery: The grilled cheese with tomato soup and the pretzel bites.
Stueben's Uptown: For brunch, make sure to get the crispy smashed potatoes and the Wake Up & Rage breakfast cocktail.
Root Down: Carrot cake french toast, the lamb burger, and the veggie burger sliders.
Marczyk Fine Foods: Specialty grocery store - head to the deli counter for delicious sandwiches and prepared foods.
Dinner
Daughter Thai Kitchen & Bar: Pad See Moa and the vegetarian crispy roll.
Ash'Kara: Whipped feta and the chocolate tahini brownie.
Linger: Chili garlic edamame, the carrot falafel plate and the bao buns.
Postino Wine Bar: The Boards and the grilled cheese.
Pizza
Redeemer Pizza. Best for slices! Rotating specialty slices available daily.
Blue Pan pizza. award-winning Detroit style, thicker crust.
White Pie - Options include New Haven style crust (thin, similar to a flatbread) and Sicilian style (thicker, square pan pizza.)
Cocktail Bars
Lady Jane: Chai Town or Blood Magic.
Room for Milly: The SS City of Paris or Top Side.
Honey Elixir Bar: Honey Bear or RiNo Shrub.
The Tatarian: The Senator or Saturn.
Need to Know
Looking for more travel inspiration? Check out my guide, Explore Mallorca: 3-Day Itinerary.
Travel Advisor
Abby Kulwicki
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This guide is part of our ongoing series on travel to Chicago.