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Chicago Tours and Trips 2024/2025

We offer 13 tours in Chicago. Tour durations range from 7 to 19 days and the top tour categories in Chicago are explorer, city sightseeing & active and outdoor. Out of the 13 trips in Chicago, 1 of them are private tours and 12 are group tours. Our Chicago tours are offered by 5 qualified and hand-picked tour operators and each Chicago trip comes with a best price guarantee and no added booking fees.

13 Trips in Chicago

Add to your Tour Wish List 5% OFFTODAY

North East Highlights

Spring Super Sales
  • Best price guaranteed
  • No booking fees
7 day active and outdoor tour in USA, visiting Chicago, Catskill Mountains and Boston. Read More
  • Tour Type Group Tour
  • Activities Active and outdoor & City sightseeing
  • Accommodation Hotel
  • Transport Coach & Flight
  • Age Range 18-35 yrs
  • Operated in English
days07 From US$ 2,265 US$ 2,152
SavingUS$ 113
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,265
  • Bookmundi Savings (5%):- US$ 113
  • Total Price from:US$ 2,152
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Next Departures
  • Oct 14 Only 5 seats left
  • Dec 23 Only 7 seats left
Add to your Tour Wish List 5% OFFTODAY

New York, Toronto And Chicago Tour

Spring Super Sales
  • Trip customizable
  • Best price guaranteed
7 day city sightseeing tour to New York, Niagara Falls and 2 other destinations in USA, canada and Canada. Read More
  • Tour Type Independent Tour
  • Activities City sightseeing
  • Accommodation Hotel
  • Transport Bus & Flight
  • Age Range 18-99 yrs
  • Operated in English
days07 From US$ 2,174 US$ 2,065
SavingUS$ 109
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,174
  • Bookmundi Savings (5%):- US$ 109
  • Total Price from:US$ 2,065
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Next Departures
  • May 21 Only 10 seats left
  • May 22 Only 10 seats left
Add to your Tour Wish List 5% OFFTODAY

Essential East Coast, Niagara and Chicago

Spring Super Sales
  • Best price guaranteed
  • No booking fees
14 day explorer tour visiting New York and Chicago in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days14 From US$ 2,684 US$ 2,550
SavingUS$ 134
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,684
  • Bookmundi Savings (5%):- US$ 134
  • Total Price from:US$ 2,550
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Next Departures
  • Apr 28 10+ seats left
  • May 05 10+ seats left
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Mackinac Island featuring the Grand Hotel and the Tulip Time Festival

  • Best price guaranteed
  • No booking fees
9 day city sightseeing trip in USA, visiting Southfield, Bay City, MI and Mackinac Island, MI. Read More
  • Tour Type Group Tour
  • Activities City sightseeing
  • Accommodation Hotel & Resort
  • Transport Boat & Ferry
  • Age Range 1-95 yrs
  • Operated in English
days09 From US$ 3,249 US$ 3,149
SavingUS$ 100
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,249
  • Special Deal (3%):- US$ 100
  • Total Price from:US$ 3,149
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Next Departures
  • May 03 Only 4 seats left
  • May 07 10+ seats left
Add to your Tour Wish List 43% OFFTODAY

Chicago to Golden Gate

Spring Super Sales
  • Best price guaranteed
  • No booking fees
14 day explorer trip through Chicago, Sioux Falls, Rapid City and 12 other destinations in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel & Lodge
  • Transport Bus & Coach
  • Age Range 18-39 yrs
  • Operated in English
days14 From US$ 5,585 US$ 3,183
SavingUS$ 2,402
You've unlocked exclusive savings:
  • Brochure Price:US$ 5,585
  • Bookmundi Savings (5%):- US$ 168
  • Special Deal (40%):- US$ 2,234
  • Total Price from:US$ 3,183
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Next Departures
  • Jun 19 10+ seats left
  • Jul 10 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Chicago and Niagara Rotary

Spring Super Sales
  • Best price guaranteed
  • No booking fees
8 day explorer tour visiting Chicago in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days08 From US$ 1,534 US$ 1,457
SavingUS$ 77
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,534
  • Bookmundi Savings (5%):- US$ 77
  • Total Price from:US$ 1,457
View Tour
Next Departures
  • May 03 10+ seats left
  • May 10 10+ seats left
Add to your Tour Wish List 43% OFFTODAY

Chicago to LA

Spring Super Sales
  • Best price guaranteed
  • No booking fees
11 day explorer trip visiting Chicago and Los Angeles in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel & Lodge
  • Transport Bus & Coach
  • Age Range 18-39 yrs
  • Operated in English
days11 From US$ 5,175 US$ 2,950
SavingUS$ 2,225
You've unlocked exclusive savings:
  • Brochure Price:US$ 5,175
  • Bookmundi Savings (5%):- US$ 155
  • Special Deal (40%):- US$ 2,070
  • Total Price from:US$ 2,950
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Next Departures
  • Jun 19 10+ seats left
  • Jul 10 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Usa and Canada Panorama with Chicago

Spring Super Sales
  • Best price guaranteed
  • No booking fees
19 day explorer tour visiting Los Angeles and Chicago in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat, Flight & Train
  • Age Range 15-99 yrs
  • Operated in English
days19 From US$ 3,624 US$ 3,443
SavingUS$ 181
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,624
  • Bookmundi Savings (5%):- US$ 181
  • Total Price from:US$ 3,443
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Next Departures
  • Apr 23 10+ seats left
  • May 07 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Chicago, Niagara and New York end Washington

Spring Super Sales
  • Best price guaranteed
  • No booking fees
10 day explorer trip visiting Chicago and Washington D.C. in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days10 From US$ 1,917 US$ 1,821
SavingUS$ 96
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,917
  • Bookmundi Savings (5%):- US$ 96
  • Total Price from:US$ 1,821
View Tour
Next Departures
  • May 03 10+ seats left
  • May 10 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Chicago, Niagara and New York

Spring Super Sales
  • Best price guaranteed
  • No booking fees
8 day explorer tour visiting Chicago and New York in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days08 From US$ 1,534 US$ 1,457
SavingUS$ 77
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,534
  • Bookmundi Savings (5%):- US$ 77
  • Total Price from:US$ 1,457
View Tour
Next Departures
  • May 03 10+ seats left
  • May 10 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Eastern Round ends Chicago

Spring Super Sales
  • Best price guaranteed
  • No booking fees
16 day explorer tour visiting Washington D.C. and Chicago in USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days16 From US$ 3,067 US$ 2,914
SavingUS$ 153
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,067
  • Bookmundi Savings (5%):- US$ 153
  • Total Price from:US$ 2,914
View Tour
Next Departures
  • Apr 26 10+ seats left
  • May 10 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Toronto, Niagara and Chicago

Spring Super Sales
  • Best price guaranteed
  • No booking fees
7 day explorer trip to Toronto and Chicago traveling through Canada and USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days07 From US$ 1,203 US$ 1,143
SavingUS$ 60
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,203
  • Bookmundi Savings (5%):- US$ 60
  • Total Price from:US$ 1,143
View Tour
Next Departures
  • May 05 10+ seats left
  • May 12 10+ seats left
Add to your Tour Wish List 5% OFFTODAY

Unmissable Canada, Niagara and Chicago

Spring Super Sales
  • Best price guaranteed
  • No booking fees
11 day explorer trip to Montreal and Chicago traveling through Canada and USA. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Boat & Train
  • Age Range 15-99 yrs
  • Operated in English
days11 From US$ 2,109 US$ 2,004
SavingUS$ 105
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,109
  • Bookmundi Savings (5%):- US$ 105
  • Total Price from:US$ 2,004
View Tour
Next Departures
  • May 01 10+ seats left
  • May 08 10+ seats left
Showing 1 - 13 of 13 results
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