Chicago is a city that is rich in history, culture, and attractions. With so much to see and do, it can be overwhelming for visitors to navigate on their own.
That's where guided tour operators come in. These companies offer a variety of tours that cater to different interests and preferences, making it easier for visitors to get the most out of their trip.
The best guided tour operators in Chicago have a few things in common. They are knowledgeable about the city's history and culture, they provide engaging tours that are fun and informative, and they offer a variety of tour options to cater to different interests.
Whether you're interested in architecture, food, art, or history, there is a tour operator that can provide an experience that is tailored to your interests.
In this blog post, we'll take a look at some of the best guided tour operators in Chicago. We'll explore what sets them apart from the rest and what visitors can expect from their tours.
So, whether you're a first-time visitor or a local looking to learn more about your city, read on to discover the best guided tour operators in Chicago.
1. Chicago Gangsters and Ghosts Tours
Chicago Gangsters and Ghosts Tours offers an incredible walking tour of the city that is both informative and entertaining.
The knowledgeable and energetic guides provide a unique perspective on Chicago's history, architecture, and society.
The tour takes you to many landmarks and buildings that you may have never discovered on your own.
The pacing of the tour is well thought out, making it easy to keep up with the group. Highly recommended for anyone looking for an immersive and fascinating tour of Chicago.
2. Bobby's Bike Hike
Bobby's Bike Hike is a fantastic guided tour operator that offers bike and walking tours in the city.
With knowledgeable and friendly guides, visitors can explore the city's history, culture, and food scene.
The tours are well-organized and the timing of each stop is perfect. The food stops are to iconic places with historical content and amazing tasting dishes.
Whether you're a local or a tourist, Bobby's Bike Hike is definitely worth checking out.
3. Chicago Detours
Chicago Detours is a top-notch guided tour operator that offers a wide range of tours that are both educational and entertaining.
Their knowledgeable guides are passionate about Chicago's history and go above and beyond to engage their guests with interactive activities and thoughtful conversations.
The use of technology, such as iPads and Google Maps, adds a unique layer to the already exceptional tours.
Whether you're a local or a tourist, Chicago Detours offers something for everyone, from historic pub crawls to BadAss Women of Chicago History tours. Highly recommended for anyone looking to learn more about the Windy City.
4. Chicago Greeter
Chicago Greeter is a volunteer-based guided tour operator that offers free personalized tours of the city. The company has a team of knowledgeable and friendly greeters who take visitors on walking tours of Chicago's many neighborhoods and landmarks.
Visitors can request a tour that is tailored to their interests, and the greeters will create a custom itinerary that will showcase the best of what the city has to offer.
The tours are a great way to get a local's perspective on the city and to discover hidden gems that might not be on a typical tourist itinerary.
Chicago Greeter is a unique and valuable resource for anyone who wants to explore the city in an authentic and meaningful way.
5. See Sight Tours – Chicago Tours
See Sight Tours – Chicago Tours is a guided tour operator that offers great experiences for those who want to see the most of Chicago in a short period of time.
The tour guides are knowledgeable and personable, and they provide interesting background stories and observations about the must-see spots in the city.
The drivers are safe and provide water for the guests. The tours are fun and informative, and the guides are even willing to help take photos.
It's a great option for those who want to make the most of their time in Chicago and learn about the city's history and culture. See Sight Tours – Chicago Tours is highly recommended for anyone visiting the city.
6. Moha Vacations – Morocco Tours
Moha Vacations – Morocco Tours is a highly recommended guided tour operator for anyone planning to explore Morocco.
With a private 4-day tour from Fez to Marrakech, visitors can experience the country's unique culture and beauty from the inside. The scheduled activities are great, and there is enough time to explore on your own.
The guide, Mustapha, is helpful and kind, making visitors feel comfortable throughout the tour. The accommodation provided is lovely, with hotels and riads that match visitors' expectations.
The desert glamping is a unique experience that visitors should not miss. In short, Moha Vacations – Morocco Tours offers a good investment for a beautiful Moroccan experience.
7. Two Lane America
Two Lane America is a guided tour operator that offers a twelve-day tour of Route 66.
The tour director, Austin Coop, is knowledgeable and passionate about Route 66 and ensures that travelers have a smooth and enjoyable experience.
The food, accommodations, and roadside attractions are all excellent, and travelers have the opportunity to make new friends.
Two Lane America is highly recommended for those interested in exploring Route 66.
8. Chicago Foodways Tours
Chicago Foodways Tours is a guided tour operator that offers a mix of food and history experiences.
Their tours take visitors through the neighborhoods, providing a hands-on experience with local cuisine.
The tour guides are knowledgeable and provide interesting insights into the history and culture of the area. Visitors can also spend time shopping after the tour.
If you're looking for a fun and informative way to explore the local food scene, Chicago Foodways Tours is definitely worth checking out.
9. Chicago Private Tours
Chicago Private Tours is a top-notch guided tour operator that offers an unforgettable experience to its clients. With knowledgeable tour guides and skilled drivers, visitors can explore the city with ease and comfort.
The Private City Tour is a must-do activity, providing an in-depth understanding of Chicago's history and culture.
The Frank Lloyd Wright tour is also highly recommended, offering a chance to learn about the famous architect's work in the city.
With excellent customer service and attention to detail, Chicago Private Tours is a great choice for anyone visiting the city.
10. Chicago Private Tours and Productions
Chicago Private Tours and Productions is a fantastic guided tour operator that offers custom tours for guests.
Their communication before the tour is excellent and their tour guides are knowledgeable and accommodating.
The company handles large groups with ease and makes the experience relaxing for guests.
The driver is also top-notch. Highly recommended for anyone visiting the city!
11. Chicago Prohibition Tours
Chicago Prohibition Tours is an excellent guided tour operator that offers a unique and informative experience for visitors.
With knowledgeable and down-to-earth tour guides, visitors are taken on a journey through the prohibition era, visiting three former speakeasies and learning about the history of the era.
The tour includes some behind the scenes photos of spaces that are not accessible due to disrepair or restrictions, adding an extra layer of intrigue.
The tour is also reasonably priced and includes some great drink recommendations at each stop. Highly recommended for anyone interested in history or looking for a fun and unique experience in the city.
12. Chicago Food Planet
Chicago Food Planet is a highly recommended tour operator for foodies.
Their knowledgeable tour guides and delicious food choices make for an unforgettable experience.
The tour hits all of the best spots in the city, showcasing Chicago's diverse culinary scene.
If you're looking for a fun and tasty way to explore the city, Chicago Food Planet is the way to go.
13. Artun Travel
Artun Travel is a guided tour operator that offers a wide range of services including airline tickets, canoe and kayak tours, SCUBA tours, sport tours, whale watching tours, and more.
They provide great deals on vacation packages and tickets, and their customer service is outstanding.
Travelers can rely on Artun Travel for a hassle-free and enjoyable vacation experience. The company has a strong reputation for providing high-quality services at affordable prices.
For anyone looking to plan a great vacation, Artun Travel is definitely worth considering.
14. Vacations By Rail
Vacations By Rail is a tour operator that offers affordable and well-organized rail tours. Their guided tours are accompanied by knowledgeable guides who provide informative commentary throughout the journey.
The company offers a wide variety of destinations, including Europe, Alaska, and Canada.
Their customer service is exceptional, with representatives who are prompt, efficient, and accommodating.
The tour packages include luxurious accommodations in elegant hotels, and the food on the train is outstanding. The company is reliable and provides excellent value for the money.
15. Chicago Crime Tours and Experiences
Chicago Crime Tours and Experiences is a guided tour operator that offers a unique and informative experience for crime buffs and history enthusiasts.
The tour is COVID-friendly and includes a comfortable air-conditioned bus ride, with stops at various locations to explore on foot.
The knowledgeable and enthusiastic tour guides make the experience engaging and entertaining, delivering a lot of information with enthusiasm and intrigue.
The tour covers a lot of ground in a short period, but visitors will leave with a newfound appreciation for the city's history and crime legends. It is a must-do activity for anyone visiting the city.
16. Chicago Segway Tours
Chicago Segway Tours offers a fun and informative way to explore the city. With a thorough training session, riders quickly become pros on the Segways and are able to navigate busy streets with ease.
The tour guides are knowledgeable and entertaining, providing interesting facts and stories about Chicago's history and landmarks.
Free coffee and hot chocolate are a nice touch, and the tour is suitable for all ages.
While the pricing may be a bit steep, the experience is well worth it. Highly recommended for anyone looking for a unique way to see the city.
