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3 week Tours from Chicago

Find the best 3 week tours and trips starting from Chicago. Choose from 6 tours - we've found the most popular time to visit is in September with the most number of tour departures.

6 Trips from Chicago for 3 week

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  • Chicago to San Francisco Road Trip

    "I absolutely loved this trip. It was a great way to learn and experience this country...."
    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
    -20%
    Days
    16
    Our saving
    $528
    From
    $2,399
    US $ 1,919
    days
    16
    $120 per day
    31 Aug 2018 8 spaces left
    21 Sep 2018 5 spaces left
    View MoreGetDownload Brochure
  • Route 66 with Albuquerque International Balloon Fiesta Summer 2018

    "Route 66 was an amazing tour, my husband always wanted to do it but I wasn't so sure..."
    destinations
    Chicago, Springfield, St Louis, Branson, Oklahoma City, Amarillo, Albuquerque, Flagstaff, Grand Canyon National Park, Seligman, Kingman, Las Vegas, Los Angeles+11 more
    starts/ ends in
    Chicago / Los Angeles
    age range
    5 to 99 year olds
    accommodation
    Hotel
    transport
    Coach / Bus
    Country Region
    Route 66
    operator
    Trafalgar
    Days
    15
     
     
    From
    US $ 3,995
    days
    15
    $266 per day
    29 Sep 2018 1 space left
    6 Oct 2018 1 space left
    View MoreGetDownload Brochure
  • Highlights of Route 66 2018

    "Very good tour with lots to see. Tour Guide was a very professional lady who took..."
    destinations
    Chicago, Pontiac, Springfield, St Louis, Branson, Oklahoma City, Tucumcari, Santa Rosa, Albuquerque, Gallup, Holbrook, Winslow, Flagstaff, Grand Canyon National Park, Williams, Seligman, Las Vegas, Los Angeles+16 more
    starts/ ends in
    Chicago / Los Angeles
    age range
    8 to 99 year olds
    accommodation
    Hotel, Lodge, Guesthouse
    transport
    Coach / Bus
    Country Region
    Route 66, Sun Belt
    Travel style
    Coach / Bus
    operator
    Cosmos
    Days
    16
     
     
    From
    US $ 2,539
    days
    16
    $159 per day
    25 Aug 2018 10+ spaces left
    15 Sep 2018 10+ spaces left
    View MoreGetDownload Brochure
  • USA
    Travel Guide
    Prepare for an adventure in this stunning destination with our travel guide.
  • Highlights of Route 66 2019

    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
    operator
    Cosmos
    -2%
    Days
    16
    Our saving
    $50
    From
    $2,529
    US $ 2,479
    days
    16
    $155 per day
    13 Apr 2019 10+ spaces left
    11 May 2019 10+ spaces left
    View MoreGetDownload Brochure
  • 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
    American Luxury Tours
    Days
    17
    Our saving
    $195
    From
    US $ 6,305
    days
    17
    $371 per day
    17 Aug 2018 6 spaces left
    18 Aug 2018 6 spaces left
    View MoreGetDownload Brochure
  • Highlights of Route 66 with Mother Road & Albuquerque Balloon Fiesta 2019

    16 day coach / bus 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
    operator
    Cosmos
    -2%
    Days
    16
    Our saving
    $50
    From
    $2,659
    US $ 2,609
    days
    16
    $163 per day
    26 Sep 2019 9 spaces left
    View MoreGetDownload Brochure

3 week Tours 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
  • "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
  • "Very good tour with lots to see. Tour Guide was a very professional lady who took..."
    Highlights of Route 66 2018