
Chicago Tours in Fall
Planning for a trip to Chicago during Fall? We offer 10+ tour packages to Chicago departing in Fall that have 80+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Chicago on your Fall holiday.
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10 Best Fall Tours in Chicago
Join one of these handpicked Chicago Fall tour packages, tailored to the season.
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Top Chicago Tour Activities for Fall
From city sightseeing tours to cultural, religious and historic sites and others, here are some popular tour activities in Chicago with departures in Fall.
Chicago Fall Tours for all Age Groups
Chicago tours in Fall designed for all ages—families, young adventurers, seniors, and everyone in between.
Chicago Fall Tour Types
Discover Chicago Fall tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Reviews of our Chicago Tours for Fall
Feedback from guests whose tour started in/around Chicago during Fall.
There were so many wonderful things about the trip . Somewhere in Time is one of my favorite movies so it was special to be there where it was filmed. My sister in law, Penny and I got to stay in a room with canopy beds. I grew up with a canopy bed and she had never slept in one . It brought back sweet memories:) The Grand Hotel was beautiful , and bike riding on the island and carriage rides were so much fun :) There were 10 of us from Cleveland, TN ,but we met so many new friends . There was so much laughter :) Chicago was so pretty when we took the architectural boat ride , visited the Bean , and toured the Art Institute. We had so many delicious meals , but I think my favorite was the prime rib at the Grand hotel . Our tour manager, Dawn was great , and told us so much about where we would be visiting each day, and even gave us homemade scones and air fresheners. Our bus driver, Jack was fun and always got us everywhere safely . I would highly recommend this . It was like a trip if a lifetime for me :)
This tour was worth every penny. Most memorable experience was coming up the hill with the first look at the Grand Hotel. The island itself is beautiful along with all the fudge shops.
I loved the time in Chicago and could have stayed longer. I thought Mackinac Island was great. It was a little crowded due to Republican convention and Scout jamboree. I felt our tour guide, Jamie, went above and beyond to make the trip a memorable one.
I didn't realize how important having more meals included could have affected us getting to know our fellow passengers better. One more dinner would have been good. I understand lunches are usually when we are on our own, and wouldn't make sense. However, in Frankenmuth it could have worked, since we were all there, and not in hotels, etc. The tour itself was great and a lot of fun. Our Tour Manager Jamie was absolutely THE BEST!! So was Chuck, our bus driver.
Tour guide was fantastic. Chicago River cruise is well worth it and highly recommended. Was much better than bus tour which didn't involve many stops or photo ops other than the "Bean". Mackinac island with Grand Hotel stay and the Henry Ford Museums were outstanding. Many lunch and dinners not included. While good recommendations were provided this added to an already some what pricey trip. Don't forget the gratuity add on of most trips as well.
Loved Chicago; I thought there was too much down time between Chicago and Mackinac Island. Maybe town time is a poor choice of words, but it appears to have moments where the trip dragged on. Mackinac Island was lovely, and I thoroughly enjoyed the Ford Museum and factory tour. We went on our own to the Motown Museum in Detroit, it might be a nice idea to see if it is doable to add to the tour. Thank you. The tour director was lovely. She was a little animated at times, but she did a great job.