Free Chicago Walking Tours has been designing, writing and delivering walking tours in Chicago since 2015. We want each of our guests to have an amazing time when they take a tour with us. Our reviews speak for themselves, guests enjoy our tours. But we are a small company and our Free Chicago Walking Tours calendar doesn’t always align with our guests schedule. if our tours do not work out for you here is what to look for when trying to find the next best walking tour in Chicago, whether the tour is a free tour or a paid tour.

When looking to book a walking tour in Chicago, it’s important to consider the length of the tour, the number of stops along the way, and the themes that will be covered. By keeping these factors in mind, you can find and book a tour that is not only enjoyable but also informative.

Length of Tour

The ideal length for a walking tour in Chicago is around 2-3 hours. This allows enough time to cover several areas of the city without overwhelming guests with too much information or walking. The tour should be no longer than 3 miles or 5 kilometers, and the pace should be slow enough to allow everyone to keep up comfortably.

Number of Stops

A walking tour in Chicago should include at least 5-6 stops along the way, each highlighting a different aspect of the city. These stops could include iconic landmarks, historic sites, and hidden gems that tourists may not know about. It’s also a good idea to include a few rest stops along the way to give guests a chance to rest their legs and take in the sights.

Themes

There are many different themes that can be explored during a walking tour of Chicago. Some popular themes include the city’s historic neighborhoods, its stunning architecture, and its rich history. Tours could also focus on specific time periods or events, such as the Chicago World’s Fair or the Great Fire of 1871. Whatever theme you choose, it’s important to have a clear focus and to provide interesting and informative facts and stories along the way.

Before and After the Tour

Before the tour begins, guests should be given a brief overview of the tour and what they can expect. They should also be advised on what to bring, such as comfortable shoes and weather-appropriate clothing. After the tour, guests should be given the opportunity to ask any questions they may have and to receive recommendations on what to do next. This could include suggestions for nearby restaurants or attractions.

In summary, the perfect Chicago walking tour should be around 2-3 hours in length, cover at least 5-6 stops, have a clear and interesting theme, and provide opportunities for rest and exploration along the way. By following these guidelines, you can create a walking tour that is both enjoyable and informative for your guests.