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Chicago

2 day itinerary for Chicago

Personalized with:

No alcohol

Lgbtq friendly

Romantic

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Itinerary

Chicago is a fantastic city with a vibrant LGBTQ+ scene and plenty of romantic spots to explore. Here’s a delightful 2-day itinerary that will help you make the most of your time together while keeping it alcohol-free and full of love!

## Day 1: Exploring the Heart of Chicago

Morning:

  • Breakfast at Wildberry Pancakes and Cafe: Start your day with a delicious breakfast at this popular spot. Their fluffy pancakes and creative breakfast options are sure to fuel your adventures!
  • Millennium Park: After breakfast, take a leisurely stroll through Millennium Park. Don’t miss the iconic Cloud Gate (aka "The Bean") for a fun photo op! The park is beautiful, and you can enjoy the art installations and gardens.

Midday:

  • Art Institute of Chicago: Just a short walk away, this world-renowned museum is a must-visit. Explore the stunning collection of Impressionist paintings and modern art. The museum is also LGBTQ+ friendly, and you can take your time admiring the art together.

Lunch:

  • Lou Malnati’s Pizzeria: You can’t visit Chicago without trying deep-dish pizza! Lou Malnati’s is a local favorite, and their buttery crust and fresh toppings will make for a cozy lunch.

Afternoon:

  • Chicago Riverwalk: After lunch, head to the Chicago Riverwalk. It’s a lovely place to walk hand-in-hand along the water, with beautiful views of the city’s architecture. You can even rent a kayak if you’re feeling adventurous!

Evening:

  • Dinner at The Chicago Diner: This iconic spot is known for its vegan and vegetarian options, making it perfect for a romantic dinner. Try their famous “Radical Reuben” or a delicious vegan milkshake!
  • Sunset at Navy Pier: After dinner, take a stroll to Navy Pier. The views of the skyline at sunset are breathtaking, and you can enjoy the atmosphere as you walk along the pier. If you’re up for it, take a ride on the Ferris wheel for a romantic view of the city!

## Day 2: Culture and Connection

Morning:

  • Brunch at Beatrix: Start your second day with a delightful brunch at Beatrix, known for its fresh and healthy options. Their coffee is also fantastic, so grab a cup to kickstart your day!

Midday:

  • Lincoln Park Zoo: After brunch, head to Lincoln Park Zoo. It’s free to enter and offers a lovely setting for a romantic stroll. You can see a variety of animals and enjoy the beautiful gardens.

Lunch:

  • Al’s Beef: For a quick and tasty lunch, grab a classic Italian beef sandwich at Al’s Beef. It’s a Chicago staple, and you can enjoy it at one of the nearby parks.

Afternoon:

  • Visit the LGBTQ+ Neighborhood of Boystown: Spend your afternoon exploring Boystown, one of the most vibrant LGBTQ+ neighborhoods in the country. Check out the shops, art galleries, and the famous Rainbow Crosswalks. You can also visit the Center on Halsted, which is a community center that often has events and exhibitions.

Evening:

  • Dinner at The Chopping Block: For a unique experience, consider taking a cooking class together at The Chopping Block. You’ll learn to make a delicious meal and enjoy it together afterward!
  • Evening Stroll at the Lakefront: After dinner, take a romantic walk along the Lakefront Trail. The sound of the waves and the city lights create a magical atmosphere.

Night:

  • Catch a Show: End your trip with a performance at one of Chicago’s many theaters. Check out the schedule for LGBTQ+ friendly shows or musicals at venues like the Chicago Shakespeare Theater or the Goodman Theatre.

And there you have it! A romantic, fun-filled, and LGBTQ+ friendly 2-day itinerary in Chicago. Enjoy your trip, and make some beautiful memories together! 🌈❤️

Places of interest

Wildberry Pancakes and Cafe Chicago

Wildberry Pancakes and Cafe

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Millennium Park Chicago

Millennium Park

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Art Institute of Chicago Chicago

Art Institute of Chicago

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Lou Malnati’s Pizzeria Chicago

Lou Malnati’s Pizzeria

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Chicago Riverwalk Chicago

Chicago Riverwalk

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The Chicago Diner Chicago

The Chicago Diner

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Navy Pier Chicago

Navy Pier

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Beatrix Chicago

Beatrix

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Lincoln Park Zoo Chicago

Lincoln Park Zoo

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Al’s Beef Chicago

Al’s Beef

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Boystown Chicago

Boystown

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The Chopping Block Chicago

The Chopping Block

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Lakefront Trail Chicago

Lakefront Trail

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Chicago Shakespeare Theater Chicago

Chicago Shakespeare Theater

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Goodman Theatre Chicago

Goodman Theatre

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