Chicago Tours and Trips 2020/2021

We offer 10 tours in Chicago having in total 12 customer reviews. Tour durations range from 8 to 14 days and the top tour categories in Chicago are city sightseeing, food tours & cruise.. Our Chicago tours are offered by 6 qualified and hand-picked tour operators and each Chicago trip comes with a best price guarantee and no added booking fees.

10 Trips in Chicago with 12 Reviews

  • Best price guaranteed
  • Hassle-free booking
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Total Chicago: From Architecture to Food

  • Free cancellation
  • Best price guaranteed
5 hour food trip in Chicago. Read More
  • Tour Type Group Tour
  • Operator Urban Adventures Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Food tours & City sightseeing
  • Accommodation No Accommodation
hours05 From US$ 99
SaveUS$ 5
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Next Departures
  • Aug 06 Only 10 seats left
  • Aug 07 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Historic Route 66

of 10 reviews
  • Best price guaranteed
  • No booking fees
Loved it , was a brilliant trip.
  • Tour Type Group Tour
  • Operator Grand American Adventures Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Chill out & Explorer +6 more
  • Accommodation Hotel
  • Transport Private Vehicle
  • Age Range18-40 yrs
days14 From US$ 5,449 US$ 5,177
SavingUS$ 272
You've unlocked exclusive savings:
  • Brochure Price:US$ 5,449
  • Bookmundi Savings (5%):- US$ 272
  • Total Price from:US$ 5,177
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Next Departures
  • Jun 26 Only 8 seats left
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Chicago Culture & Architecture

  • Free cancellation
  • Best price guaranteed
2.5 hour city sightseeing tour in Chicago. Read More
  • Tour Type Group Tour
  • Operator Urban Adventures Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities City sightseeing
  • Accommodation No Accommodation
hours2.5 From US$ 49
SaveUS$ 2
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Next Departures
  • Aug 06 Only 9 seats left
  • Aug 07 Only 9 seats left
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US & Canada Discovery

  • Best price guaranteed
  • No booking fees
11 day explorer trip to Chicago, Berlin, OH and 7 other destinations in USA, canada and Uzbekistan. Read More
  • Tour Type Group Tour
  • Operator Intrepid Travel Active 15 hours ago Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Explorer
  • Accommodation Hotel
  • Transport Private Vehicle
Tour with flexible booking policy. If plans change or COVID-19 hinders travel, it is gratis to select a new departure date or tour.
days11 From US$ 4,040
SaveUS$ 202
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Next Departures
  • May 10 10+ seats left
  • Jul 19 10+ seats left
Add to your Tour Wish List 10% OFFTODAY

The Sumptuous Soul of America

  • Best price guaranteed
  • No booking fees
14 day explorer tour through Chicago, St. Louis, MI, Louisville, KN and 4 other destinations in USA. Read More
  • Tour Type Group Tour
  • Operator Luxury Gold
  • Activities Explorer & Luxury
  • Accommodation Hotel
  • Transport Coach & Private Vehicle
  • Age Range5+ years old
Tour with flexible booking policy. If plans change or COVID-19 hinders travel, it is gratis to select a new departure date or tour.
days14 From US$ 5,925 US$ 5,332
SavingUS$ 593
You've unlocked exclusive savings:
  • Brochure Price:US$ 5,925
  • Bookmundi Savings (10%):- US$ 593
  • Total Price from:US$ 5,332
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Next Departures
  • Sep 13 10+ seats left
  • Sep 20 Only 7 seats left
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Lonely Planet Experiences: Classic Bites in River North

  • Free cancellation
  • Best price guaranteed
2 hour food trip in Chicago. Read More
  • Tour Type Group Tour
  • Operator Urban Adventures Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Food tours & City sightseeing
  • Accommodation No Accommodation
hours02 From US$ 59
SaveUS$ 3
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Next Departures
  • Aug 06 10+ seats left
  • Aug 07 Only 10 seats left
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Lonely Planet Experiences Private Chicago Tour: Culture & Architecture

  • Free cancellation
  • Best price guaranteed
2.5 hour city sightseeing tour in Chicago. Read More
  • Tour Type Group Tour
  • Operator Urban Adventures Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities City sightseeing
  • Accommodation No Accommodation
hours2.5 From US$ 59
SaveUS$ 3
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Next Departures
  • Aug 06 Only 9 seats left
  • Aug 07 Only 9 seats left
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Lonely Planet Experiences Private Chicago Tour: Classic Bites in River North

  • Free cancellation
  • Best price guaranteed
2 hour food trip in Chicago. Read More
  • Tour Type Group Tour
  • Operator Urban Adventures Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Food tours & City sightseeing
  • Accommodation No Accommodation
hours02 From US$ 71
SaveUS$ 4
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Next Departures
  • Aug 06 10+ seats left
  • Aug 07 10+ seats left
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Historic Route 66

  • Best price guaranteed
  • No booking fees
14 day cultural, religious and historic sites trip through Chicago, Springfield, St. Louis, MI and 8 other destinations in USA. Read More
days14 From US$ 5,449
SaveUS$ 272
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Next Departures
  • Jun 26 Only 8 seats left
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Mackinac Island

  • Trip customizable
  • Best price guaranteed
8 day explorer tour through Chicago, Traverse City, MI, Mackinac Island, MI and 3 other destinations in USA. Read More
  • Tour Type Group Tour
  • Operator Collette Tours
  • Activities Explorer
days08 From US$ 2,649 View Tour
Next Departures
  • Aug 14 10+ seats left
  • Sep 18 10+ seats left
Showing 1 - 10 of 10 results

Chicago Tour Reviews

5 - Excellent
Based on 12 customer reviews
Excellent Reviewed Tour: Wild Wild West (finish San Francisco) 2017
5 - Excellent
  • Matthew Russo
  • From United States of America USA
“Excellent”
Excellent Reviewed Tour: Wild Wild West (finish San Francisco) 2017
5 - Excellent
  • Daniel Rosenzweig
  • From United States of America USA
“Excellent”
Very Good Reviewed Tour: Historic Route 66
4 - Very Good
“Our guide Julia Davis always did her best to make sure we were all happy with how the trip was going”