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Chicago

3 day itinerary for Chicago

Personalized with:

Make it family friendly

Make it pet friendly

Include parks and green spaces

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Itinerary

Here's an ideal itinerary for 3 days in Chicago that is family and pet-friendly, and includes parks and green spaces:

Day 1:

  • Start your day with a visit to Millennium Park, one of the most popular attractions in Chicago. Take a stroll through the park and admire the famous Cloud Gate sculpture (also known as "The Bean"), which reflects the city skyline.
  • Next, head over to Navy Pier, a bustling entertainment hub on Lake Michigan. Enjoy a ride on the Ferris wheel or take a boat tour of the lake.
  • For lunch, grab a bite at Shake Shack, which has a dog-friendly outdoor seating area.
  • After lunch, take a walk along the Chicago Riverwalk, a scenic path that runs along the Chicago River. You can also rent kayaks or paddleboards to explore the river.
  • End your day with a visit to Lincoln Park Zoo, a free zoo that is home to over 200 species of animals. The zoo is also pet-friendly, so you can bring your furry friend along!

Day 2:

  • Start your day with a visit to Grant Park, a large urban park that is home to many iconic Chicago landmarks, including Buckingham Fountain and the Art Institute of Chicago.
  • Next, head over to the Adler Planetarium, where you can learn about space and astronomy through interactive exhibits and shows.
  • For lunch, check out Lou Malnati's Pizzeria, which has a dog-friendly outdoor seating area and serves some of the best deep-dish pizza in the city.
  • After lunch, take a stroll through the Garfield Park Conservatory, a beautiful indoor botanical garden that is home to thousands of plants from around the world.
  • End your day with a visit to Montrose Dog Beach, a popular spot for dogs to play in Lake Michigan.

Day 3:

  • Start your day with a visit to the Chicago Botanic Garden, a stunning 385-acre garden that is home to over 2.6 million plants.
  • Next, head over to Wrigley Field, home of the Chicago Cubs baseball team. Even if you're not a sports fan, the historic stadium is worth a visit.
  • For lunch, check out Portillo's, a classic Chicago hot dog joint that has a dog-friendly outdoor seating area.
  • After lunch, take a walk along the 606 Trail, an elevated park and trail system that runs through several Chicago neighborhoods.
  • End your day with a visit to Maggie Daley Park, a large park that features a playground, rock climbing walls, and an ice skating ribbon in the winter. The park is also pet-friendly, so your furry friend can join in on the fun!

Places of interest

Millennium Park Chicago

Millennium Park

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Navy Pier Chicago

Navy Pier

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Shake Shack Chicago

Shake Shack

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Chicago Riverwalk Chicago

Chicago Riverwalk

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Lincoln Park Zoo Chicago

Lincoln Park Zoo

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Grant Park Chicago

Grant Park

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Adler Planetarium Chicago

Adler Planetarium

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Lou Malnati's Pizzeria Chicago

Lou Malnati's Pizzeria

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Garfield Park Conservatory Chicago

Garfield Park Conservatory

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Montrose Dog Beach Chicago

Montrose Dog Beach

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Chicago Botanic Garden Chicago

Chicago Botanic Garden

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Wrigley Field Chicago

Wrigley Field

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Portillo's Chicago

Portillo's

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606 Trail Chicago

606 Trail

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Maggie Daley Park Chicago

Maggie Daley Park

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