Chicago Travel Guide

Daym creates his own ultimate deep-dish monster of a pizza in the Windy City. He then heads over to Norwood Park to see what makes Chicago-style hot dogs the talk of the town. Finally, he heads over to the ...

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Eat
Mr. Beef

Here, the Italian beef sandwich reigns supreme. Made with Italian roast beef marinated in a signature blend of herbs and spices, the sandwich is finished off with a giardiniera relish.

666 N Orleans St
Chicago, IL 60610

 
Travel
O’Hare International Airport

One of the busiest airports in the world, O’Hare offers flights to 198 destinations from its 189 gates.

10000 West O'Hare Ave
Chicago, IL 60666

 
Eat
Pequod’s Pizza

Named after the ship in Moby Dick, Pequod’s has been in business since 1986 and is known for the caramelized crust on their deep-dish pizzas.

2207 N Clybourn Ave
Chicago, IL 60614

 
Eat
Superdawg Drive-In

The hot dog statues that top this old-school establishment represent the co-owner’s parents, who started Superdawg to pay their way through school. From the carhops to the all-beef hotdogs, Superdawg is the place to go for a Chicago-style dog.

6363 N Milwaukee Ave
Chicago, IL 60646

 
Sleep
The Talbott Hotel

Built in 1927, this boutique hotel offers classic elegance just steps away from Michigan Avenue -- complete with a state-of-the-art fitness center and 24-hour room service.

20 East Delaware Place
Chicago, IL 60611

 

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