Two-Day Honeymoon Itinerary in Chicago

  • Day 1: Navy Pier
    20 minutes (1.8 miles) from Millennium Park

    Navy Pier is a historic landmark and popular attraction located in downtown Chicago. It features an amusement park, sightseeing tours, and various dining options. Take a ride on the Ferris wheel and enjoy the scenic views of Lake Michigan.

  • Day 1: The Art Institute of Chicago
    10 minutes (1.4 miles) from Navy Pier

    The Art Institute of Chicago is one of the oldest and largest art museums in the United States, featuring a diverse collection of art from around the world. It is known for its impressionist and post-impressionist paintings, including works by Monet, Van Gogh, and Renoir.

  • Day 1: John Hancock Center
    15 minutes (1.8 miles) from The Art Institute of Chicago

    John Hancock Center is a skyscraper in the heart of Chicago's Magnificent Mile. Take a ride to the 360 Chicago Observation Deck on the 94th floor for breathtaking views of the city skyline.

  • Day 2: Millennium Park
    10 minutes (1.4 miles) from Riverwalk

    Millennium Park is a public park in downtown Chicago, known for its iconic Cloud Gate sculpture, also known as "The Bean". It is the perfect spot for a romantic photoshoot with your spouse.

  • Day 2: Skydeck Chicago
    15 minutes (1.7 miles) from Millennium Park

    Skydeck Chicago is located on the 103rd floor of the Willis Tower, offering panoramic views of Chicago from 1,353 feet above the ground. Take a picture on the Ledge, a glass balcony that extends 4 feet outside the building.

  • Day 2: Free
    5 minutes (0.3 miles) from Skydeck Chicago

    Spend your last day exploring the city on your own. There are a lot of free attractions in Chicago such as Chicago Riverwalk, Lincoln Park Zoo, and Grant Park.

Time and Costs Estimates

  • Navy Pier (2 hours, $25 per person)
  • The Art Institute of Chicago (2 hours, $25 per person)
  • John Hancock Center (1 hour, $20 per person)
  • Millennium Park (1 hour, free)
  • Skydeck Chicago (1 hour, $25 per person)
  • Total Estimated Costs: $120 per person

Transportation

Chicago has an extensive public transportation system that includes buses and subway trains. The best way to get around the city is to purchase a Ventra transit card, which can be used on all CTA buses and trains. Taxis and ride-sharing services like Uber and Lyft are also available. Expect to spend about $10-$20 per day on transportation depending on how much you travel.

Useful Tips

If you have more time, consider visiting other popular attractions such as the Museum of Science and Industry, the Field Museum, and the Shedd Aquarium. If you have less time, consider skipping the John Hancock Center and spending more time at Millennium Park or taking a river cruise.

Airports

Chicago O'Hare International Airport (ORD) is the main airport serving Chicago and is located approximately 17 miles northwest of downtown. Chicago Midway International Airport (MDW) is another option, located about 10 miles southwest of downtown. Both airports offer a variety of transportation options including public transit and ride-sharing services.

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