Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

A 6-Day Family-Friendly Itinerary: Chicago, New York, Ottawa

Friday, September 1: Chicago

Start your trip by exploring the iconic Millennium Park. In the morning, visit Cloud Gate, also known as "The Bean," and take memorable photos with the stunning skyline as your backdrop. In the afternoon, head to Navy Pier for family-friendly attractions like the Ferris wheel and boat tours. In the evening, catch a live performance at the Chicago Theatre.

  • Millennium Park: Cost Estimate: Free, Time Spent: 2 hours
  • Navy Pier: Cost Estimate: Varies (attractions are individually priced), Time Spent: 3-4 hours
  • Chicago Theatre: Cost Estimate: Varies (ticket prices vary), Time Spent: 2-3 hours
Saturday, September 2: New York

Begin your day with a visit to Central Park. In the morning, take a leisurely stroll, rent bicycles, or enjoy a picnic in this iconic green space. In the afternoon, explore the American Museum of Natural History, which offers fascinating exhibits for all ages. As the evening approaches, head to Times Square and experience the vibrant atmosphere of Broadway.

  • Central Park: Cost Estimate: Free, Time Spent: 2-3 hours
  • American Museum of Natural History: Cost Estimate: $23 (general admission), Time Spent: 3-4 hours
  • Times Square: Cost Estimate: Free, Time Spent: 1-2 hours
Sunday, September 3: Ottawa

On your first day in Ottawa, start with a visit to Parliament Hill. In the morning, take a guided tour of the stunning Gothic-style buildings and learn about Canada's political history. In the afternoon, explore the Canadian Museum of History, where you can discover the country's rich cultural heritage. As the evening sets in, take a relaxing stroll along the Rideau Canal.

  • Parliament Hill: Cost Estimate: Free (guided tours available), Time Spent: 2-3 hours
  • Canadian Museum of History: Cost Estimate: $15 (general admission), Time Spent: 3-4 hours
  • Rideau Canal: Cost Estimate: Free, Time Spent: 1-2 hours
Monday, September 4: Chicago

Spend your day exploring the vibrant Magnificent Mile. In the morning, indulge in some retail therapy at the numerous shops and boutiques. In the afternoon, visit the Art Institute of Chicago, home to a vast collection of artworks and exhibitions. As the evening approaches, enjoy a scenic river cruise along the Chicago River.

  • Magnificent Mile: Cost Estimate: Varies (shopping expenses), Time Spent: 4-5 hours
  • Art Institute of Chicago: Cost Estimate: $25 (general admission), Time Spent: 3-4 hours
  • Chicago River Cruise: Cost Estimate: $40-50, Time Spent: 1-2 hours
Tuesday, September 5: New York

Embark on a cultural adventure by visiting the Metropolitan Museum of Art. In the morning, explore the vast collections spanning various civilizations and art forms. In the afternoon, take a ferry to the Statue of Liberty and Ellis Island, immersing yourself in the history and symbolism. As the evening sets in, enjoy a relaxing walk along the High Line park.

  • Metropolitan Museum of Art: Cost Estimate: $25 (recommended admission), Time Spent: 3-4 hours
  • Statue of Liberty and Ellis Island: Cost Estimate: $25.50 (ferry ticket), Time Spent: 4-5 hours
  • High Line: Cost Estimate: Free, Time Spent: 1-2 hours
Wednesday, September 6: Ottawa

Conclude your trip with a visit to the vibrant ByWard Market. In the morning, explore the bustling market filled with fresh produce, local crafts, and delicious treats. In the afternoon, visit the National Gallery of Canada, housing an extensive collection of Canadian and international art. As your last evening in Ottawa, enjoy a scenic dinner cruise on the Ottawa River.

  • ByWard Market: Cost Estimate: Varies (shopping and dining expenses), Time Spent: 3-4 hours
  • National Gallery of Canada: Cost Estimate: $16 (general admission), Time Spent: 3-4 hours
  • Ottawa River Dinner Cruise: Cost Estimate: $60-80, Time Spent: 2-3 hours

Hidden Gems and Local Favorites

For a unique experience, consider visiting Chicago's Lincoln Park Zoo, one of the oldest zoos in the country, which offers free admission. In New York, explore the vibrant neighborhoods of Brooklyn, known for its eclectic arts scene and delicious food. Ottawa's hidden gem is the Diefenbunker, Canada's Cold War Museum, where you can learn about the country's fascinating history.

Check hotel and flight prices.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version