BEST SELECTION & PRICESBEST SELECTIONBEST PRICESTRUSTED PAYMENTS
Sort: Popularity
Filters

Chicago Tours and Trips 2018/2019

Find the right tour for you through Chicago. We’ve got 62 tours going to Chicago, starting from just 6 days in length, and the longest tour is 75 days. The most popular month to go is June, which has the most number of tour departures.

62 trips through Chicago with 74 reviews

Sort by
  • Sort by
Create Deal Alert
Load more

Chicago Tours and Trips Reviews

  • "This tour is just fantastic. Don’t miss it out! Starting in wonderful New York..."
    New York, Chicago and Miami City Tour
  • "The trip Rockies, Yellowstone and Mt. Rushmore was amazing. Yellowstone was a dream...."
    Rockies, Yellowstone & Mt Rushmore
  • "Our road trip adventure from New York to Los Angeles was the best trip I've ever..."
    Road trip on Route 66: from New York to Los Angeles
  • "I absolutely loved this trip. It was a great way to learn and experience this country...."
    Chicago to San Francisco Road Trip
  • "Isobel as our tour guide made my trip in NZ even better. Had a blast !"
    Northern Adventure (from Chicago to Los Angeles)
  • "tour took us exactly where we wanted to go with someone else doing the organising!"
    Dixieland & Rhythms 2018 (from Chicago to New Orleans)