A Complete Traveler’s Guide to Chicago: What to Eat, Drink, See & Do in Chicagoon July 27, 2020 at 4:25 pm

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Chicago is a traveler’s paradise! The windy city is internationally praised for its distinctive cuisine (deep-dish, anyone?!), appealing architecture, bustling nightlife, and sports superfans. With so much to offer, a trip to Chicago can easily end up being a whirlwind of restaurants, bars, sights, sounds, and activities. We’ve put together this handy complete traveler’s guide to Chicago so you don’t miss any of the city’s must-dos.

What to Eat

traveler's guide chicago
Photo Credit: Luella’s Southern Kitchen

Brunch: wake up with chicken and waffles, the perfect bridge between breakfast and lunch. Chicago has some excellent restaurants with their own take on this classic Southern dish:

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traveler's guide chicago
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Lunch has got to be pizza — deep dish or otherwise. Any of our top Chicago pizza places will keep you dreaming of Chicago long after your trip is over.

traveler's guide chicago
Photo Credit: Mad Social

Head over to the West Loop for dinner. While there are tons of trendy and delicious spots on this side of town, we’re huge fans of these 14 restaurants:

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What to Drink

traveler's guide chicago
Photo Credit: Del Toro

Calling all tequila lovers and adventurous drinkers. Hit up these Chicago tequila bars to sip on delicious top-shelf tequilas from around the world.

traveler's guide chicago
Photo Credit: Bombobar

Stay cool in the hot Chicago summer with a frozen drink! You can find plenty of boozy (and virgin) slushy goodness at these 10 bars:

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traveler's guide chicago
Photo Credit: Offshore

You’ll have a great view of the city skyline while you sip on cocktails at any of these top rooftop bars:

What to See

traveler's guide chicago
Photo Credit: Island Party Hut

Spend a day sightseeing, walking, or biking the length of the Chicago Riverwalk. You can see live music, observe the river, shop, boat, and swim in this multi-use Chicago attraction. Must-sees at the Riverwalk include:

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Observe great art, animals, and historical artifacts at these iconic Chicago museums.

What to Do

Photo Credit: Music Box Theatre

Fans of off-the-beaten-path movies and supporting local businesses will love taking in a show at one of Chicago’s indie movie theaters.

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Photo Credit: Navy Pier

Those traveling with teens, or have youthful energy to spare, will love these 10 fun Chicago attractions:

Photo Credit: MOCA

You might also like to indulge in some Mary Jane while you’re here since it was legalized recreationally in January! Shop Chicago’s largest dispensary in River North. Here are a few more recreational marijuana dispensaries in the area:

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Featured Image Credit: Navy Pier

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