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Chicago

3 day itinerary for Chicago

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Mom daughter

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Itinerary

Chicago is such a vibrant city with a mix of culture, food, and fun activities that are perfect for a mother-daughter getaway. Here’s a delightful 3-day itinerary that balances sightseeing, relaxation, and some quality bonding time. Let’s dive in!

## Day 1: Exploring the Heart of the City

Morning:

  • Breakfast at Lou Mitchell's: Start your day with a hearty breakfast at this iconic diner. Their pancakes and coffee are legendary! Plus, they serve free milk duds to get you in the sweet mood for the day.

Mid-Morning:

  • Millennium Park: After breakfast, stroll over to Millennium Park. Don’t miss the famous Cloud Gate (aka "The Bean") for a fun photo op! The park is beautiful, and you can enjoy the art installations and gardens.

Lunch:

Afternoon:

  • Art Institute of Chicago: Spend a couple of hours exploring this world-class museum. From Impressionist paintings to modern art, there’s something for everyone. Don’t forget to check out the Chagall stained glass windows!

Evening:

  • Dinner at Giordano's: You can’t visit Chicago without trying deep-dish pizza! Giordano's is a great spot for a classic Chicago-style pizza experience.

Night:

  • Chicago Riverwalk: After dinner, take a leisurely stroll along the Chicago Riverwalk. The city lights reflecting on the water are simply magical, and it’s a lovely way to end your first day.

## Day 2: Culture and Neighborhoods

Morning:

Mid-Morning:

  • Navy Pier: Head to Navy Pier for some fun! You can ride the Ferris wheel for stunning views of the skyline and Lake Michigan. There are also shops and attractions to explore.

Lunch:

  • Portillo's: Grab a classic Chicago-style hot dog or Italian beef sandwich at Portillo's. It’s a local favorite and a fun experience!

Afternoon:

  • Lincoln Park Zoo: Spend the afternoon at Lincoln Park Zoo, which is free and has a lovely atmosphere. You can walk around, see the animals, and enjoy the beautiful gardens.

Evening:

  • Dinner in Lincoln Park: Try out a cozy restaurant in Lincoln Park, like The Chicago Diner, known for its vegetarian options and delicious comfort food.

Night:

  • Catch a Show: Check out a local theater for a show or comedy performance. The Second City is famous for its improv and comedy shows, and it’s a great way to enjoy some laughs together!

## Day 3: Shopping and Relaxation

Morning:

Mid-Morning:

  • Magnificent Mile: After brunch, head to the Magnificent Mile for some shopping! You’ll find everything from high-end boutiques to popular department stores. It’s a great place to pick up souvenirs or just enjoy window shopping.

Lunch:

  • Eataly: Stop by Eataly for lunch. This Italian marketplace has a variety of eateries and food counters. You can grab a quick bite or sit down for a meal.

Afternoon:

  • Chicago Architecture River Cruise: Take a relaxing architecture cruise on the Chicago River. It’s a fantastic way to see the city’s stunning skyline and learn about its history.

Evening:

  • Dinner at The Signature Room: For your last night, treat yourselves to dinner at The Signature Room on the 95th floor of the John Hancock Center. The views are breathtaking, especially at sunset!

Night:

  • Skydeck Chicago: If you’re up for it, end your trip with a visit to the Skydeck at Willis Tower. Step out onto the glass ledge for an unforgettable view of the city below!

And there you have it! A fun-filled, memorable 3-day itinerary in Chicago for you and your mom. Enjoy your trip, and make sure to take lots of pictures to capture all the wonderful moments! If you have any other questions or need adjustments, just let me know!

Places of interest

Lou Mitchell's Chicago

Lou Mitchell's

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Millennium Park Chicago

Millennium Park

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The Art Institute of Chicago Café Chicago

The Art Institute of Chicago Café

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Art Institute of Chicago Chicago

Art Institute of Chicago

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Giordano's Chicago

Giordano's

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Chicago Riverwalk Chicago

Chicago Riverwalk

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Wildberry Pancakes and Cafe Chicago

Wildberry Pancakes and Cafe

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Navy Pier Chicago

Navy Pier

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Portillo's Chicago

Portillo's

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Lincoln Park Zoo Chicago

Lincoln Park Zoo

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The Chicago Diner Chicago

The Chicago Diner

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The Second City Chicago

The Second City

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The Bongo Room Chicago

The Bongo Room

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Magnificent Mile Chicago

Magnificent Mile

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Eataly Chicago

Eataly

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Chicago Architecture River Cruise Chicago

Chicago Architecture River Cruise

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The Signature Room Chicago

The Signature Room

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Skydeck Chicago Chicago

Skydeck Chicago

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