North America Tours & Trips from Chicago
A tour starting in Chicago is a great way to see North America. We have 27 tours that range from 6 days up to 18 days in length. The most popular time for tours leaving Chicago is June, which has the most tour departures.
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27 North America trips from Chicago with 16 reviews
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Northern Adventure
"Isobel as our tour guide made my trip in NZ even better. Had a blast !"
- destinations
- 13 destinations in USA
- starts/ ends in
- Chicago / Los Angeles
- age range
- 18 to 35 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- operator
- Contiki
-14%- Days
- 14
- Our saving
- $352
-
From
$2,585
- US $ 2,234
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- 14
$160 per day23 May 2018 1 space left 6 Jun 2018 1 space left 
Chicago to San Francisco Road Trip
"I absolutely loved this trip. It was a great way to learn and experience this country...."
- destinations
- 16 destinations in USA
- starts/ ends in
- Chicago / San Francisco
- age range
- 18 to 39 year olds
- accommodation
- Hostel, Hotel, Camping
- transport
- Coach / Bus, Private Vehicle+1 more
- physical rating
- Active
- operator
- G Adventures
-23%- Days
- 16
- Our saving
- $557
-
From
$2,399
- US $ 1,842
View MoreGetDownload Brochure- days
- 16
$115 per day1 Jun 2018 6 spaces left 15 Jun 2018 9 spaces left Route 66 Summer 2018
15 day coach/bus tour through Chicago, Pontiac, Springfield and 12 other destinations in USA
- destinations
- 15 destinations in USA
- starts/ ends in
- Chicago / Las Vegas
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Route 66
- operator
- Trafalgar
-14%- Days
- 15
- Our saving
- $543
-
From
$3,995
- US $ 3,452
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- 15
$230 per day6 May 2018 1 space left 27 May 2018 1 space left Chicago to New Orleans
13 day discovery tour through Chicago, Detroit, Sandusky and 8 other destinations in USA
- destinations
- 11 destinations in USA
- starts/ ends in
- Chicago / New Orleans
- age range
- 15 to 70 year olds
- accommodation
- Hostel, Hotel, Camping
- transport
- Private Vehicle
- Country Region
- Eastern USA
- operator
- Intrepid Travel
- Days
- 13
- Our saving
- $91
- From
- US $ 2,194
View MoreGetDownload Brochure- days
- 13
$169 per day18 Jun 2018 8 spaces left 9 Jul 2018 6 spaces left Highlights of Route 66
"Very good tour with lots to see. Tour Guide was a very professional lady who took..."
- Days
- 16
- Our saving
- $102
- From
- US $ 2,437
View MoreGetDownload Brochure- days
- 16
$152 per day12 May 2018 9 spaces left 19 May 2018 10+ spaces left US & Canada Discovery
12 day in-depth cultural tour through Chicago, Berlin, Niagara Falls and 5 other destinations in 2 different countries
- destinations
- 8 destinations in USA and Canada
- starts/ ends in
- Chicago / New York City
- age range
- 15 to 70 year olds
- accommodation
- Hotel
- transport
- Private Vehicle
- operator
- Intrepid Travel
- Days
- 12
- Our saving
- $167
- From
- US $ 3,998
View MoreGetDownload Brochure- days
- 12
$333 per day14 May 2018 10 spaces left 18 Jun 2018 8 spaces left The Sumptuous Soul of America (Luxury Gold - Summer 2018)
14 day in-depth cultural tour through Chicago, St Louis, Louisville and 5 other destinations in USA
- destinations
- 8 destinations in USA
- starts/ ends in
- Chicago / New Orleans
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Plane
- Country Region
- Southern USA
- operator
- Luxury Gold
-9%- Days
- 14
- Our saving
- $513
-
From
$5,825
- US $ 5,313
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- 14
$379 per day27 May 2018 7 spaces left 24 Jun 2018 10+ spaces left Route 66 with Albuquerque International Balloon Fiesta Summer 2018
"This was our third Trafalgar tour (the other two were The Californian and a tour..."
- Days
- 15
- Our saving
- $160
- From
- US $ 3,835
View MoreGetDownload Brochure- days
- 15
$256 per day6 Oct 2018 1 space left Dixieland & Rhythms
11 day discovery tour through Chicago, St Louis, Nashville and 4 other destinations in USA
- destinations
- 7 destinations in USA
- 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
- operator
- Cosmos
- Days
- 11
- Our saving
- $73
- From
- US $ 1,756
View MoreGetDownload Brochure- days
- 11
$160 per day4 Jun 2018 3 spaces left 12 Jun 2018 10 spaces left Historic Route 66
14 day discovery tour through Chicago, Springfield, St Louis and 8 other destinations in USA
- destinations
- 11 destinations in USA
- 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 $ 3,301
View MoreGetDownload Brochure- days
- 14
$236 per day18 Aug 2018 5 spaces left 1 Sep 2018 1 space left Splendour in the American Heartland (Summer 2018)
8 day coach/bus tour through Chicago, St. Louis, Louisville, Nashville in USA
- destinations
- 4 destinations in USA
- starts/ ends in
- Chicago / Nashville
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Plane
- operator
- Luxury Gold
-9%- Days
- 8
- Our saving
- $297
-
From
$3,375
- US $ 3,078
View MoreGetDownload Brochure- days
- 8
$385 per day6 May 2018 8 spaces left 27 May 2018 7 spaces left Wild Wild West
18 day in-depth cultural tour through Chicago, Minneapolis, Bloomington and 12 other destinations in USA
- destinations
- 16 destinations in USA
- starts/ ends in
- Chicago / Los Angeles
- age range
- 18 to 39 year olds
- accommodation
- Hostel, Hotel, Lodge, Motel
- transport
- Coach / Bus
- operator
- Topdeck
-18%- Days
- 18
- Our saving
- $773
-
From
$4,199
- US $ 3,426
View MoreGetDownload Brochure- days
- 18
$190 per day16 Jul 2018 9 spaces left From the Windy City to the Big Easy
11 day sightseeing tour through Chicago, Louisville, Nashville and 4 other destinations in USA
- destinations
- 7 destinations in USA
- 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
- Days
- 11
- Our saving
- $80
- From
- US $ 1,915
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- 11
$174 per day12 May 2018 10+ spaces left 15 Sep 2018 8 spaces left Mackinac Island featuring The Grand Hotel (including Traverse City)
8 day sightseeing tour through Chicago, Traverse City, Charlevoix and 4 other destinations in USA
- destinations
- 7 destinations in USA
- 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
-13%- Days
- 8
- Our saving
- $365
-
From
$2,899
- US $ 2,534
View MoreGetDownload Brochure- days
- 8
$317 per day6 Jun 2018 8 spaces left 14 Jun 2018 8 spaces left Capone's Trail
6 day coach/bus tour through Chicago, Cleveland, Washington DC, Philadelphia, New York City in USA
- destinations
- 5 destinations in USA
- starts/ ends in
- Chicago / New York City
- age range
- 18 to 39 year olds
- accommodation
- Hostel, Hotel, Lodge, Motel
- Country Region
- Eastern USA
- operator
- Topdeck
-18%- Days
- 6
- Our saving
- $257
-
From
$1,399
- US $ 1,141
View MoreGetDownload Brochure- days
- 6
$190 per day31 Jul 2018 10+ spaces left
North America Tours & Trips from Chicago Reviews
"Isobel as our tour guide made my trip in NZ even better. Had a blast !"
Northern Adventure"I absolutely loved this trip. It was a great way to learn and experience this country...."
Chicago to San Francisco Road Trip"Very good tour with lots to see. Tour Guide was a very professional lady who took..."
Highlights of Route 66"All hotels were first class,the tour was magnificent we went to out of the way places..."
Route 66 with Albuquerque International Balloon Fiesta Summer 2018