Chicago, USA-3-day-itinerary

Day 1:

Morning

  • 9:00 AM: Start the day with a hearty breakfast at Peggy Kinnane’s Irish Pub, a cozy spot serving up Irish classics like boxty and bangers ’n’ mash.
  • 10:00 AM: Head to the Art Institute of Chicago, one of the top art museums in the country. Spend a few hours exploring the impressive collection, which includes works by famous artists like Monet, Picasso, and Warhol.

Afternoon

  • 1:00 PM: Grab lunch at Xoco, Rick Bayless’s casual Mexican spot serving up delicious street food-style eats.
  • 2:30 PM: Take a stroll through Millennium Park, one of Chicago’s most popular attractions. Be sure to snap a photo in front of the famous “Cloud Gate” sculpture (also known as “The Bean”).

Evening

  • 6:00 PM: Enjoy dinner at Alinea, a world-renowned restaurant known for its avant-garde and experimental cuisine.
  • 8:00 PM: Catch a show or concert at the historic Chicago Theatre, which has been hosting performances since 1921.

Where to Stay

  • The Langham, Chicago (4-star) - A luxurious hotel located in the heart of the city, with comfortable rooms and excellent service.
  • The Kimpton Hotel Allegro (3-star) - A stylish boutique hotel that offers a fun and relaxed atmosphere, along with a great location.

Transportation

  • CTA (Chicago Transit Authority): The easiest way to get around the city is by using the CTA’s comprehensive network of buses and trains. You can purchase a Ventra card at any train station or online.
  • Uber: A popular ride-sharing service that’s widely available in Chicago.

Tips

  • Be prepared for crowds: Millennium Park and other popular attractions can get very crowded, especially during peak tourist season.
  • Dress for the weather: Chicago weather can be unpredictable, so make sure to pack layers and an umbrella.
  • Tip your servers: Show appreciation for good service by tipping your servers at restaurants and bars.

Day 2:

Morning

  • 9:00 AM: Start the day with a visit to Willis Tower (formerly Sears Tower), one of the tallest buildings in the world. Take in the breathtaking views from the Skydeck on the 103rd floor.
  • 11:00 AM: Head to The Field Museum, home to Sue, the largest and most complete T-Rex skeleton ever found.

Afternoon

  • 1:00 PM: Grab lunch at Lou Mitchell’s, a Chicago institution serving up classic American comfort food.
  • 2:30 PM: Explore the trendy Wicker Park neighborhood, known for its boutique shops and street art.

Evening

  • 6:00 PM: Enjoy dinner at Girl & the Goat, a Mediterranean-inspired restaurant from Top Chef winner Stephanie Izard.
  • 8:00 PM: Catch a show or concert at the historic Thalia Hall, which has been hosting performances since 1892.

Day 3:

Morning

  • 9:00 AM: Start the day with a visit to Navy Pier, a lakefront attraction that offers boat cruises, an amusement park, and entertainment options.
  • 11:00 AM: Take a stroll along the Lake Michigan shoreline, which offers beautiful views of the city skyline.

Afternoon

  • 1:00 PM: Grab lunch at The Berghoff, a historic German restaurant that’s been serving up classic eats since 1898.
  • 2:30 PM: Visit the Chicago History Museum, which offers a comprehensive look at the city’s rich history and culture.

Evening

  • 6:00 PM: Enjoy dinner at Blackbird, a Michelin-starred restaurant known for its seasonal, Midwestern cuisine.
  • 8:00 PM: Catch a show or concert at the historic Violet Hour, which has been hosting performances since 2007.

Things to Know

  • Weather: Chicago’s weather can be unpredictable, with temperatures ranging from -20°F in winter to over 90°F in summer.
  • Safety: As with any major city, take necessary precautions to stay safe, such as avoiding walking alone at night and keeping valuables secure.
  • Tipping culture: Show appreciation for good service by tipping your servers at restaurants and bars.

Note: The above itinerary is just a suggestion, and you may choose to customize it based on your personal preferences and interests.