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Chicago

3 day itinerary for Chicago

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I love food

Scenery and hikes

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Itinerary

Chicago is a fantastic city with a vibrant food scene and beautiful parks and waterfronts. Let’s dive into a fun-filled 3-day itinerary that balances your love for food with some scenic spots and hikes.

## Day 1: Exploring Downtown and the Riverwalk

Morning:

  • Breakfast at Lou Mitchell's: Start your day with a hearty breakfast at this iconic diner. Try their famous pancakes or the classic eggs and bacon. Don’t forget to grab a complimentary donut hole!

  • Chicago Riverwalk: After breakfast, take a leisurely stroll along the Chicago Riverwalk. The views of the city’s stunning architecture are breathtaking, and you can snap some great photos.

Midday:

  • Lunch at Portillo's: You can’t visit Chicago without trying a Chicago-style hot dog! Head to Portillo's for a delicious dog and maybe a slice of their famous chocolate cake for dessert.

Afternoon:

  • Millennium Park: After lunch, walk over to Millennium Park. Check out the iconic Cloud Gate (aka "The Bean") and take a moment to enjoy the beautiful gardens and art installations.

  • Lurie Garden: Just adjacent to Millennium Park, this hidden gem is perfect for a scenic stroll. The garden is beautifully designed and offers a peaceful escape in the heart of the city.

Evening:

  • Dinner at The Girl & The Goat: For dinner, make a reservation at this renowned restaurant in the West Loop. The menu is full of creative dishes, and the atmosphere is lively. Don’t miss the roasted pig face or the goat empanadas!

  • Nightcap at a Rooftop Bar: End your day with a drink at a rooftop bar like Cindy's Rooftop, where you can enjoy stunning views of the city skyline and Lake Michigan.


## Day 2: Nature and Neighborhoods

Morning:

Midday:

  • Hiking at Lincoln Park: After breakfast, head to Lincoln Park. You can walk along the trails, visit the Lincoln Park Zoo (which is free!), and enjoy the beautiful views of the lake and city skyline.

Lunch:

  • Picnic at Lincoln Park: Grab some sandwiches from a local deli (like Potbelly) and enjoy a picnic in the park.

Afternoon:

Evening:

  • Dinner in Lincoln Park: Try Alinea for a unique dining experience (reservations are a must!). If you’re looking for something more casual, head to Pequod's Pizza for some of the best deep-dish pizza in the city.

  • Evening Stroll at North Avenue Beach: After dinner, take a stroll along North Avenue Beach. The sunset views over Lake Michigan are simply stunning!


## Day 3: Arts and Culture

Morning:

  • Breakfast at The Bongo Room: Treat yourself to a delicious breakfast at this trendy spot known for its creative pancakes and brunch dishes.

Midday:

  • Art Institute of Chicago: Spend your morning exploring one of the world’s greatest art museums. Don’t miss the Impressionist collection and the iconic American Gothic painting.

Lunch:

  • Food Hall at Time Out Market: Head to the West Loop and enjoy lunch at this food hall featuring a variety of local vendors. You can sample everything from tacos to gourmet sandwiches.

Afternoon:

  • Walk through the West Loop: After lunch, take a stroll through the West Loop, known for its vibrant street art and trendy shops.

  • Visit the Chicago Riverwalk again: If you have time, revisit the Riverwalk for a different perspective or take a boat tour to see the city from the water.

Evening:

  • Dinner at RPM Italian: For your final dinner, indulge in some Italian cuisine at RPM Italian. The ambiance is chic, and the food is fantastic.

  • Catch a Show: If you’re up for it, check out a show at one of Chicago’s many theaters. The Chicago Shakespeare Theater or the Lyric Opera are great options!


And there you have it! A delightful 3-day itinerary that combines your love for food with beautiful scenery and some lovely hikes. Enjoy your trip to the Windy City! 🌆🍕🌳

Places of interest

Lou Mitchell's Chicago

Lou Mitchell's

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Chicago Riverwalk Chicago

Chicago Riverwalk

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Portillo's Chicago

Portillo's

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Millennium Park Chicago

Millennium Park

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Lurie Garden Chicago

Lurie Garden

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The Girl & The Goat Chicago

The Girl & The Goat

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Cindy's Rooftop Chicago

Cindy's Rooftop

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Wildberry Pancakes and Cafe Chicago

Wildberry Pancakes and Cafe

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Lincoln Park Chicago

Lincoln Park

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Lincoln Park Zoo Chicago

Lincoln Park Zoo

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Chicago History Museum Chicago

Chicago History Museum

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Alinea Chicago

Alinea

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Pequod's Pizza Chicago

Pequod's Pizza

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North Avenue Beach Chicago

North Avenue Beach

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The Bongo Room Chicago

The Bongo Room

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Art Institute of Chicago Chicago

Art Institute of Chicago

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Time Out Market Chicago

Time Out Market

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West Loop Chicago

West Loop

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RPM Italian Chicago

RPM Italian

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Chicago Shakespeare Theater Chicago

Chicago Shakespeare Theater

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Lyric Opera Chicago

Lyric Opera

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