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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 18 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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18 North America trips from Chicago with 4 reviews
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Dixieland & Rhythms (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
- Days
- 10
- From
- US $ 1,809
View MoreGetDownload Brochure- days
- 10
$181 per day1 Apr 2019 10+ spaces left 8 Apr 2019 9 spaces left 
Northern Adventure
"Isobel was my tour guide and I had the time of my life."
- 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
- Train & Rail, Coach / Bus
- Travel style
- Coach / Bus
- operator
- Contiki
- Days
- 14
- Our saving
- $97
- From
- US $ 2,435
View MoreGetDownload Brochure- days
- 14
$174 per day22 May 2019 7 spaces left 5 Jun 2019 8 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
- Travel style
- Coach / Bus
- operator
- CostSaver
- 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 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 99 year olds
- accommodation
- Hotel
- transport
- Private Vehicle
- Travel style
- Coach / Bus, In-depth Cultural+1 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 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
- $87
- From
- US $ 2,082
View MoreGetDownload Brochure- days
- 11
$189 per day16 Apr 2019 10+ spaces left 31 May 2019 10+ spaces left The Sumptuous Soul of America (Summer 2019)
14 day in-depth cultural tour through Chicago, St Louis, Louisville and 5 other destinations in USA
- destinations
- Chicago, St Louis, Louisville, Nashville, Memphis, Natchez, Frogmore, New Orleans+6 more
- starts/ ends in
- Chicago / New Orleans
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Plane
- Country Region
- Southern USA
- Travel style
- Adventure
- operator
- Luxury Gold
-13%- Days
- 14
- Our saving
- $810
-
From
$6,375
- US $ 5,566
View MoreGetDownload Brochure- days
- 14
$398 per day26 May 2019 10 spaces left 16 Jun 2019 9 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
- $87
- From
- US $ 2,082
View MoreGetDownload Brochure- days
- 11
$189 per day26 Apr 2019 10+ spaces left 10 Jun 2019 10+ spaces left Historic Route 66
"Our tour was enjoyable because of the mix of nostalgic sights & classic locations..."
- 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 9 spaces left 17 Aug 2019 10+ spaces left Highlights of Route 66
16 day discovery tour through Chicago, Pontiac, Springfield and 17 other destinations in USA
- destinations
- Chicago, Pontiac, Springfield, St. Louis, Branson, Arcadia, Oklahoma City, Elk City, Amarillo, Tucumcari, Albuquerque, Gallup, Winslow, Williams, Grand Canyon National Park, Seligman, Las Vegas, Barstow, Santa Monica, Los Angeles+18 more
- starts/ ends in
- Chicago / Los Angeles
- age range
- 8 to 99 year olds
- transport
- Coach / Bus
- Country Region
- Sun Belt
- Travel style
- Sightseeing
- operator
- Cosmos
- Days
- 16
- From
- US $ 2,529
View MoreGetDownload Brochure- days
- 16
$158 per day11 May 2019 10+ spaces left 18 May 2019 10+ spaces left Chi-Town to New York
6 day discovery tour through Chicago, Detroit, Sandusky and 4 other destinations in USA
- destinations
- Chicago, Detroit, Sandusky, Niagara Falls, Seneca Falls, Finger Lakes, New York City+5 more
- starts/ ends in
- Chicago / New York City
- age range
- 15 to 99 year olds
- accommodation
- Hostel, Camping
- transport
- Private Vehicle
- Country Region
- Eastern USA
- operator
- Intrepid Travel
- Days
- 6
- Our saving
- $47
- From
- US $ 1,118
View MoreGetDownload Brochure- days
- 6
$186 per day17 Jun 2019 10+ spaces left 8 Jul 2019 10+ spaces left Splendour in the American Heartland (Summer 2019)
8 day in-depth cultural tour through Chicago, St. Louis, Louisville, Nashville in USA
- destinations
- Chicago, St. Louis, Louisville, Nashville+2 more
- starts/ ends in
- Chicago / Nashville
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Plane
- Travel style
- Coach / Bus
- operator
- Luxury Gold
-13%- Days
- 8
- Our saving
- $464
-
From
$3,650
- US $ 3,186
View MoreGetDownload Brochure- days
- 8
$398 per day26 May 2019 10 spaces left 16 Jun 2019 9 spaces left Mackinac Island featuring The Grand Hotel (Chicago, IL to Southfield, MI)
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
- Regions
- Eastern USA, Midwest USA, Great Lakes+1 more
- operator
- Collette
- Days
- 8
- Our saving
- $112
- From
- US $ 2,687
View MoreGetDownload Brochure- days
- 8
$336 per day7 Jun 2019 7 spaces left 14 Jun 2019 8 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
- Days
- 8
- Our saving
- $110
- From
- US $ 2,639
View MoreGetDownload Brochure- days
- 8
$330 per day5 May 2019 7 spaces left 7 May 2019 9 spaces left Great Lakes Grand Discovery
10 day river cruise tour through Chicago, Mackinac Island, Manitoulin Island and 8 other destinations in 2 different countries
- destinations
- Chicago, Mackinac Island, Manitoulin Island, Sault Ste Marie, Lake Huron, Detroit, Cleveland, Port Colborne, Niagara Falls, Horseshoe Falls, Toronto+10 more
- starts/ ends in
- Chicago / Toronto
- age range
- 5 to 95 year olds
- accommodation
- Stateroom / Suite
- Ship
- M/V Victory I
- Travel style
- Sailing
- operator
- Victory Cruise Lines
- Days
- 10
- Our saving
- $256
- From
- US $ 6,133
- +$429 upfront costs
View MoreGetDownload Brochure- days
- 10
$613 per day22 May 2019 5 spaces left 9 Jun 2019 5 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
- Days
- 8
- Our saving
- $120
- From
- US $ 2,875
View MoreGetDownload Brochure- days
- 8
$359 per day24 May 2019 10+ spaces left 30 Aug 2019 10+ spaces left
North America Tours & Trips from Chicago Reviews
"tour took us exactly where we wanted to go with someone else doing the organising!"
Dixieland & Rhythms (from Chicago to New Orleans)"Isobel as our tour guide made my trip in NZ even better. Had a blast !"
Northern Adventure"Our tour was enjoyable because of the mix of nostalgic sights & classic locations..."
Historic Route 66