New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
![Family-Friendly Chicago Adventure with a 5-Year-Old](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018e3f1e-ea3d-7ee1-8c9a-cc59585c02c3/location858.jpg)
Family-Friendly Chicago Adventure with a 5-Year-Old Itinerary
Last updated: 2024 Jun 14City Sights and River Adventures
Morning
Start your day with a delightful gluten-free breakfast at Lula Cafe, known for its cozy atmosphere and delicious options. After breakfast, head to the iconic Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean."
Afternoon
For lunch, enjoy a gluten-free meal at The Purple Pig, offering a variety of Mediterranean-inspired dishes. Afterward, take a leisurely stroll along the Chicago Riverwalk and enjoy the scenic views of the city's architecture.
Evening
In the evening, embark on a relaxing Chicago River Guided Sunset Cocktail & Architecture Tour. Enjoy the stunning skyline views while sipping on a refreshing drink. For dinner, indulge in a gluten-free meal at The Signature Room at the 95th, offering a fine dining experience with panoramic city views.
Bedtime
Find amazing hotels in Chicago.
![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
4.69Millennium Park
Book Now
![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
Millennium Park
Book Now
![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
Book Now
![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
Book Now
![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
4.24Chicago River Guided Sunset Cocktail & Architecture Tour
Book Now
![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
Chicago River Guided Sunset Cocktail & Architecture Tour
Book Now
Museum Marvels and Family Fun
Morning
Fuel up with a gluten-free breakfast at Lou Malnati's Pizzeria, known for its famous Chicago-style deep-dish pizza. After breakfast, visit the Art Institute of Chicago, where you can explore a diverse collection of art, including interactive exhibits suitable for children.
Afternoon
For a family-friendly lunch, head to Portillo's Hot Dogs and enjoy classic Chicago-style hot dogs and other gluten-free options. Afterward, take your little one to the Chicago Children's Museum at Navy Pier for interactive exhibits and hands-on activities.
Evening
Conclude your day with a memorable Chicago Lake Michigan Gourmet Dinner Cruise. Enjoy a delicious gluten-free meal while cruising along Lake Michigan and taking in the city's sparkling skyline.
Bedtime
Find amazing hotels in Chicago.
![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
4.61Art Institute of Chicago
Book Now
![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
Art Institute of Chicago
Book Now
![Visit Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise in Chicago](https://cdn.getyourguide.com/img/tour/5d2f88cdb02a1.jpeg/21.jpg)
4.34Chicago Lake Michigan Gourmet Dinner Cruise
Book Now
![Visit Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise in Chicago](https://cdn.getyourguide.com/img/tour/5d2f88cdb02a1.jpeg/21.jpg)
Chicago Lake Michigan Gourmet Dinner Cruise
Book Now
Zoo, Parks, and Sweet Treats
Morning
Start your day with a gluten-free breakfast at Little Goat Diner, known for its creative and comforting dishes. After breakfast, visit the Lincoln Park Zoo, a free and family-friendly attraction where your little one can see a variety of animals.
Afternoon
For lunch, head to Xoco, a Rick Bayless restaurant offering a variety of gluten-free options. Afterward, spend the afternoon exploring the nature and playgrounds at Lincoln Park, a beautiful urban oasis.
Evening
Treat your child to a visit to the Museum of Science and Industry, where they can engage in interactive exhibits and hands-on activities. For dinner, enjoy a gluten-free meal at Giordano's, known for its famous stuffed deep-dish pizza.
Bedtime
Find amazing hotels in Chicago.
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
4.29Lincoln Park Zoo
Book Now
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
Lincoln Park Zoo
Book Now
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
4.29Lincoln Park
Book Now
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
Lincoln Park
Book Now
![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
4.31Museum of Science and Industry
Book Now
![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
Museum of Science and Industry
Book Now
Cultural Delights and Sweet Surprises
Morning
Enjoy a gluten-free breakfast at Gibsons Bar & Steakhouse, known for its classic American fare. After breakfast, visit the Chicago Cultural Center, where you can explore the stunning architecture and free art exhibitions.
Afternoon
For lunch, head to Eataly Chicago, a vibrant Italian marketplace offering a variety of gluten-free options. Afterward, take your child to the Chicago Children's Theatre for a fun and interactive performance.
Evening
Conclude your day with a visit to The Magnificent Mile, where you can shop, dine, and enjoy the lively atmosphere. Treat your little one to a gluten-free dessert at Magnolia Bakery, known for its delicious cupcakes and other sweet treats.
Bedtime
Find amazing hotels in Chicago.
![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65The Magnificent Mile
Book Now
![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
The Magnificent Mile
Book Now
Farewell to Chicago with Fun and Flavor
Morning
Start your last day in Chicago with a gluten-free breakfast at Big Star, known for its delicious tacos and lively atmosphere. After breakfast, take a leisurely walk along the Chicago River and enjoy the scenic views.
Afternoon
For lunch, head to Pequod's Pizza, known for its unique caramelized crust on its deep-dish pizza. Afterward, visit the Chicago History Museum to learn more about the city's rich history and culture.
Evening
Conclude your trip with a visit to The Chicago Theatre, where you can take a guided tour and learn about the theater's storied past. For a special gluten-free dinner, dine at Girl & The Goat, known for its creative and seasonal dishes.
Bedtime
Find amazing hotels in Chicago.
![Visit Chicago River in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/9a/fa.jpg)
4.61Chicago River
Book Now
![Visit Chicago River in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/9a/fa.jpg)
Chicago River
Book Now
![Visit Chicago Theatre in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
4.71The Chicago Theatre
Book Now
![Visit Chicago Theatre in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
The Chicago Theatre
Book Now
Top Chicago Travel Videos