What To Do In Chicago In November 2023

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Chicago in November: Not Just About Deep Dish

So, you’re thinking of visiting the Windy City in November? Brave soul! While it's true that Chicago’s reputation as a winter wonderland starts to solidify around this time, fear not, intrepid traveler! There's still plenty to do besides shivering and dreaming of warmer climes. Let's dive into the nitty-gritty.

Embrace Your Inner Eskimo (Sort Of)

Okay, okay, we’re not actually suggesting you turn into a snow-loving, seal-hunting expert. But let's face it, November in Chicago means layers, layers, and more layers. So, why not make the most of it? Grab a cozy scarf, a beanie that doesn’t make you look like a lost Ewok, and hit the town.

Ice Skating: Glide your way through winter at the Maggie Daley Ice Skating Ribbon. It's like a frozen snake that's actually fun to be on. Just don't blame us if you end up looking like a penguin.

Christkindlmarket: This German Christmas market is like a warm hug on a cold day. Think hot cocoa, gingerbread cookies, and handmade crafts that will make your wallet cry but your heart sing.

Culture Vulture or Foodie Fanatic?

Chicago has something for everyone, even if it's freezing outside.

Museums: From the Art Institute to the Field Museum, there's a world of knowledge waiting to be explored. Plus, it's a great way to escape the cold without leaving the city.

Food Glorious Food: Deep dish pizza is obviously a must, but don't limit yourself. Chicago has a thriving food scene with everything from Michelin-starred restaurants to hole-in-the-wall diners. And let's not forget those cozy pubs serving up hearty brews and comfort food.

Other Fun Stuff

  • Catch a show: Chicago has a vibrant theater scene, so why not catch a play or a musical?
  • Explore the neighborhoods: Each neighborhood in Chicago has its own unique charm. From the trendy shops of Bucktown to the historic brownstones of Lincoln Park, there's always something new to discover.
  • Enjoy the holiday lights: As November rolls into December, the city starts to twinkle with festive lights. It's a magical sight that's sure to get you in the holiday spirit.

How to...

  • How to dress for Chicago in November? Layer up! Think thermal underwear, sweaters, a warm coat, and waterproof boots.
  • How to stay warm while exploring the city? Grab a hot chocolate or coffee to go. There are plenty of cozy cafes to warm up in.
  • How to find festive events? Check the city's event calendar or look for holiday-themed markets and activities.
  • How to experience Chicago like a local? Try some deep dish pizza, catch a Cubs game (if it's baseball season), and explore the different neighborhoods.
  • How to survive the cold? Embrace it! Or, you know, book a flight to somewhere warm. Your call.
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You have our undying gratitude for your visit!