33 Chicago Travel Trips to Know for Visiting the First Time

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Renting a Car

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Skipping the Deep Dish Pizza

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Missing Out on Gourmet Donuts

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Sidestepping Museum Campus

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Neglecting to Venture Outside of the Loop

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Not Visiting During the Summer Months

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Ignoring the Rooftop Bars

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33 Chicago Travel Trips to Know for Visiting the First Time

Globe Glazers

Renting a Car

If you prefer car travel, stick with taxis and rideshares. Unless you're planning a day trip that will take you outside of Chicago, there's no need to rent a car here.

Skipping the Deep Dish Pizza

Forget what the haters say, you can't leave Chicago without trying our deep dish pizza!

Missing Out on Gourmet Donuts

Swing by any one of these sweet spots for a fancy Chicago donut and smooth cup of coffee.

Sidestepping Museum Campus

Chicago has some great museums but, unless you're taking a longer trip or the weather is crummy, I say don't wile away your time indoors.

Neglecting to Venture Outside of the Loop

There are plenty of worthwhile attractions in the Loop, and if you're willing to venture outside of downtown there's even more for you to discover.

Not Visiting During the Summer Months

While Chicago is gorgeous any time of year, you're better off visiting us in the summertime. This city and all its people come to life in the warmer months.

Ignoring the Rooftop Bars

There are plenty of eye-level restaurants and bars to lure you in as you walk the city streets, but don't forget to elevate your experience by checking out Chicago's rooftop scene.

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Chicago Deep Dish Pizza

Where to Get the Best Donuts in Chicago