Chicago

The best time to visit Chicago is during the shoulder seasons, specifically from April to May or September to October. The weather is pleasant, with fewer crowds and lower hotel rates compared to the peak summer months.

Chicago offers a variety of attractions, including iconic landmarks like Millennium Park (Cloud Gate), Navy Pier, the Art Institute of Chicago, Willis Tower (formerly Sears Tower), and the Magnificent Mile for shopping.

Chicagoans are generally friendly and welcoming. Tipping is customary in restaurants, bars, and for services like taxis and hair salons. Be mindful of local sports teams; Chicagoans are passionate about their teams, so showing respect for them is appreciated.

Chicago has an excellent public transportation system, including the 'L' train and buses, which are efficient and affordable. Walking is also a great way to explore the city, especially downtown. Taxis and ride-sharing services like Uber and Lyft are readily available.

Chicago is famous for its deep-dish pizza, so try Lou Malnati's or Pequod's. Also, try a Chicago-style hot dog (no ketchup!), Italian beef sandwiches, and Garrett Popcorn. Explore diverse neighborhoods for various cuisines, from Michelin-starred restaurants to casual eateries.