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North America Tours & Trips from Chicago
A tour starting in Chicago is a great way to see North America. We have 20 tours that range from 6 days up to 17 days in length. The most popular time for tours leaving Chicago is June, which has the most tour departures.
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20 North America trips from Chicago with 10 reviews
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US & Canada Discovery Winter
12 day discovery tour through Chicago, Berlin, Niagara Falls and 6 other destinations in 2 different countries
- destinations
- Chicago, Berlin, Niagara Falls, Toronto, Ottawa, Montreal, Stowe, Boston, New York City+7 more
- starts/ ends in
- Chicago / New York City
- age range
- 15 to 70 year olds
- accommodation
- Hotel
- transport
- Private Vehicle
- Travel style
- Adventure
- operator
- Intrepid Travel
-28%- Days
- 12
- Our saving
- $1,098
-
From
$3,920
- US $ 2,822
View MoreGetDownload Brochure- days
- 12
$235 per day5 Nov 2018 10 spaces left 17 Dec 2018 7 spaces left 
Route 66 17 Days, 11 Cities
17 day sightseeing tour through Chicago, Pontiac, Springfield and 14 other destinations in USA
- destinations
- Chicago, Pontiac, Springfield, St Louis, Meramec Caverns, Branson, Claremore, Oklahoma City, Amarillo, Tucumcari, Albuquerque, Flagstaff, Grand Canyon National Park, Seligman, Las Vegas, Los Angeles, Santa Monica+15 more
- starts/ ends in
- Chicago / Los Angeles
- accommodation
- Hotel, Resort
- Travel style
- Boat, Historical, Museum
- operator
- New Way Horizon Travel
- Days
- 17
- Our saving
- $260
- From
- US $ 6,240
View MoreGetDownload Brochure- days
- 17
$367 per day27 Sep 2018 6 spaces left 28 Sep 2018 6 spaces left Chicago to San Francisco Road Trip
"I had an absolutely fantastic time on the Chicago to San Francisco tour! Loved all..."
- destinations
- Chicago, Milwaukee, Winona, Sioux City, Kennebec, Badlands National Park, Custer State Park, Devils Tower National Monument, Cody, Yellowstone National Park, Grand Teton National Park, Jackson, Salt Lake City, Tonopah, Yosemite NP, San Francisco+14 more
- starts/ ends in
- Chicago / San Francisco
- age range
- 18 to 39 year olds
- accommodation
- Hostel, Hotel, Camping
- transport
- Coach / Bus, Private Vehicle+1 more
- Travel style
- Adventure
- operator
- G Adventures
- Days
- 16
- Our saving
- $96
- From
- US $ 2,303
View MoreGetDownload Brochure- days
- 16
$144 per day5 Oct 2018 5 spaces left Northern Adventure (from Chicago to Los Angeles)
"Isobel as our tour guide made my trip in NZ even better. Had a blast !"
- destinations
- Chicago, Madison, Sioux Falls, Mount Rushmore National Memorial, Cody, Yellowstone National Park, Jackson Hole, Salt Lake City, Kanab, Zion National Park, Las Vegas, Los Angeles+10 more
- starts/ ends in
- Chicago / Los Angeles
- age range
- 18 to 35 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Travel style
- Coach / Bus
- operator
- Contiki
Dixieland & Rhythms 2018 (from Chicago to New Orleans)
"tour took us exactly where we wanted to go with someone else doing the organising!"
- destinations
- Chicago, St Louis, Nashville, Memphis, Hammond, Lafayette, New Orleans+5 more
- starts/ ends in
- Chicago / New Orleans
- age range
- 8 to 99 year olds
- accommodation
- Hotel, Guesthouse
- transport
- Train & Rail, Coach / Bus
- Regions
- Southern USA, Sun Belt, Mississippi+1 more
- Travel style
- Coach / Bus
- operator
- Cosmos
Dixieland & Rhythms 2019 (from Chicago to New Orleans)
10 day discovery tour through Chicago, St. Louis, Nashville, Memphis, New Orleans in USA
- destinations
- Chicago, St. Louis, Nashville, Memphis, New Orleans+3 more
- starts/ ends in
- Chicago / New Orleans
- age range
- 8 to 99 year olds
- transport
- Coach / Bus
- operator
- Cosmos
-3%- Days
- 10
- Our saving
- $50
-
From
$1,809
- US $ 1,759
View MoreGetDownload Brochure- days
- 10
$176 per day25 Mar 2019 9 spaces left 1 Apr 2019 10+ spaces left US & Canada Discovery
12 day adventure tour through Chicago, Berlin, Niagara Falls and 5 other destinations in 2 different countries
- destinations
- Chicago, Berlin, Niagara Falls, Toronto, Montreal, Boston, Provincetown, New York City+6 more
- starts/ ends in
- Chicago / New York City
- age range
- 15 to 70 year olds
- accommodation
- Hotel
- transport
- Private Vehicle
- Travel style
- Coach / Bus, In-depth Cultural, Historical+2 more
- operator
- Intrepid Travel
- Days
- 12
- Our saving
- $172
- From
- US $ 4,138
View MoreGetDownload Brochure- days
- 12
$345 per day13 May 2019 10+ spaces left 17 Jun 2019 10+ spaces left The Blues Highway from Chicago to New Orleans Summer 2019
11 day discovery tour through Chicago, Louisville, Nashville and 4 other destinations in USA
- destinations
- Chicago, Louisville, Nashville, Memphis, Clarksdale, Indianola, New Orleans+5 more
- starts/ ends in
- Chicago / New Orleans
- age range
- 5 to 80 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Eastern USA, Southern USA, Southeast USA, Sun Belt+2 more
- operator
- CostSaver
Deal- Days
- 11
- Our saving
- $73
- From
- US $ 1,747
View MoreGetDownload Brochure- days
- 11
$159 per day4 May 2019 8 spaces left 25 May 2019 9 spaces left Northern Adventure
14 day adventure tour through Chicago, Milwaukee, Madison and 14 other destinations in USA
- destinations
- Chicago, Milwaukee, Madison, Sioux Falls, Badlands National Park, Mt. Rushmore, Cody, Yellowstone National Park, Grand Teton National Park, Salt Lake City, Bryce Canyon National Park, Kanab, Grand Canyon, Zion National Park, Las Vegas, Mojave Desert, Los Angeles+15 more
- starts/ ends in
- Chicago / Los Angeles
- age range
- 18 to 35 year olds
- accommodation
- Hotel
- operator
- Contiki
-15%- Days
- 14
- Our saving
- $417
-
From
$2,435
- US $ 2,070
View MoreGetDownload Brochure- days
- 14
$148 per day22 May 2019 7 spaces left 5 Jun 2019 8 spaces left BBQ and Blues (ex New Orleans) (Chicago )
11 day in-depth cultural tour through Chicago, Nashville, Memphis, New Orleans in USA
- destinations
- Chicago, Nashville, Memphis, New Orleans+2 more
- starts/ ends in
- Chicago / New Orleans
- age range
- 18 to 39 year olds
- accommodation
- Hotel
- Country Region
- Eastern USA, Southern USA, Southeast USA, Sun Belt+2 more
- operator
- Topdeck
- Days
- 11
- Our saving
- $136
- From
- US $ 2,033
View MoreGetDownload Brochure- days
- 11
$185 per day16 Apr 2019 10+ spaces left 31 May 2019 10+ spaces left BBQ & Blues (ex Chicago)
11 day music tour through Chicago, Nashville, Memphis, New Orleans in USA
- destinations
- Chicago, Nashville, Memphis, New Orleans+2 more
- starts/ ends in
- Chicago / New Orleans
- age range
- 18 to 39 year olds
- accommodation
- Hotel
- Country Region
- Eastern USA, Southern USA, Southeast USA, Sun Belt+2 more
- operator
- Topdeck
- Days
- 11
- Our saving
- $136
- From
- US $ 2,033
View MoreGetDownload Brochure- days
- 11
$185 per day26 Apr 2019 10+ spaces left 10 Jun 2019 10+ spaces left Historic Route 66
14 day discovery tour through Chicago, Springfield, St Louis and 8 other destinations in USA
- destinations
- Chicago, Springfield, St Louis, Branson, Oklahoma City, Amarillo, Santa Fe, Gallup, Grand Canyon National Park, Las Vegas, Los Angeles+9 more
- starts/ ends in
- Chicago / Los Angeles
- age range
- 16 to 99 year olds
- accommodation
- Hotel
- transport
- Private Vehicle
- Country Region
- Route 66
- operator
- Grand American Adventures
- Days
- 14
- Our saving
- $138
- From
- US $ 3,321
View MoreGetDownload Brochure- days
- 14
$237 per day29 Jun 2019 10+ spaces left 17 Aug 2019 10+ spaces left Great Lakes: Music, Malt & Magical Mackinac
8 day discovery tour through Chicago, Holland, Traverse City and 3 other destinations in USA
- destinations
- Chicago, Holland, Traverse City, Mackinac Island, Muskegon, Milwaukee+4 more
- starts/ ends in
- Chicago / Chicago
- age range
- 18 to 80 year olds
- accommodation
- Hotel
- transport
- Mini-coach
- Regions
- Eastern USA, Midwest USA, Great Lakes+1 more
- operator
- TourMappers
-14%- Days
- 8
- Our saving
- $398
-
From
$2,925
- US $ 2,528
View MoreGetDownload Brochure- days
- 8
$316 per day24 May 2019 10+ spaces left 30 Aug 2019 10+ spaces left Mackinac Island featuring The Grand Hotel (Chicago, IL to Southfield, MI) (2018)
8 day sightseeing tour through Chicago, Traverse City, Charlevoix and 4 other destinations in USA
- destinations
- Chicago, Traverse City, Charlevoix, Mackinac Island, Frankenmuth, Dearborn, Southfield+6 more
- starts/ ends in
- Chicago / Southfield
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- Regions
- Eastern USA, Midwest USA, Great Lakes+1 more
- operator
- Collette
-14%- Days
- 8
- Our saving
- $400
-
From
$2,799
- US $ 2,399
View MoreGetDownload Brochure- days
- 8
$300 per day9 Oct 2018 9 spaces left Mackinac Island featuring The Grand Hotel and the Tulip Festival (Chicago, IL to Southfield, MI)
8 day discovery tour through Chicago, Holland, Grand Rapids and 4 other destinations in USA
- destinations
- Chicago, Holland, Grand Rapids, Mackinac Island, Frankenmuth, Dearborn, Southfield+5 more
- starts/ ends in
- Chicago / Southfield
- age range
- 5 to 99 year olds
- Regions
- Eastern USA, Midwest USA, Great Lakes+1 more
- Travel style
- Adventure
- operator
- Collette
-14%- Days
- 8
- Our saving
- $374
-
From
$2,749
- US $ 2,375
View MoreGetDownload Brochure- days
- 8
$297 per day5 May 2019 7 spaces left 7 May 2019 9 spaces left
North America Tours & Trips from Chicago Reviews
"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)