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Best 2 week Tours from Chicago

Best 2 week Tours from Chicago

Find the best 2 week tours and trips starting from Chicago. Choose from 7 tours - we've found the most popular time to visit is in June with the most number of tour departures.

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7 Trips from Chicago - Page 1

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  • The Sumptuous Soul of America - Summer 2020

    "The Luxury Gold Sumptuous Soul of America was without any hesitation the holiday..."
    Instant Booking
    Flexible payments
    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
    Country Region
    Southern USA
    Travel style
    Adventure
    operator
    Luxury Gold
    -13%
    Duration
    14 days
    Price per day
    $411
    From
    $6,575
    US$5,748
    You save: $828
    24 May 2020
    10+ spaces left
    14 Jun 2020
    10 spaces left
    View tour
    More information
  • Historic Route 66

    "Our tour was enjoyable because of the mix of nostalgic sights & classic locations..."
    Flexible payments
    destinations
    Chicago, Springfield, St Louis, Branson, Oklahoma City, Amarillo, Albuquerque, 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
    Duration
    14 days
    Price per day
    $262
    From
    US$3,666
    You save: $113
    27 Jun 2020
    4 spaces left
    29 Aug 2020
    10+ spaces left
    View tour
    More information
  • US & Canada Discovery

    11 day adventure tour through Chicago, Berlin, Toronto and 5 other destinations in 2 different countries

    Instant Booking
    Flexible payments
    destinations
    Chicago, Berlin, Toronto, Niagara Falls, Ottawa, Montreal, Stowe, 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
    Duration
    11 days
    Price per day
    $344
    From
    US$3,788
    You save: $117
    11 May 2020
    10+ spaces left
    20 Jul 2020
    10+ spaces left
    View tour
    More information
  • US & Canada Discovery Winter

    12 day discovery tour through Chicago, Berlin, Niagara Falls and 6 other destinations in 2 different countries

    Instant Booking
    Flexible payments
    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 99 year olds
    accommodation
    Hotel
    transport
    Private Vehicle
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -32%
    Duration
    12 days
    Price per day
    $231
    From
    $4,090
    US$2,777
    You save: $1,313
    16 Dec 2019
    6 spaces left
    6 Jan 2020
    7 spaces left
    View tour
    More information
  • BBQ & Blues (ex Chicago) 2020

    11 day in-depth cultural tour through Chicago, Nashville, Memphis, New Orleans in USA

    Instant Booking
    Flexible payments
    destinations
    Chicago, Nashville, Memphis, New Orleans+2 more
    starts/ ends in
    Chicago / New Orleans
    age range
    18 to 39 year olds
    accommodation
    Hotel
    transport
    Coach / Bus
    Country Region
    Eastern USA, Southern USA, Southeast USA, Sun Belt+2 more
    Travel style
    Coach / Bus, Sightseeing
    operator
    Topdeck
    -18%
    Duration
    11 days
    Price per day
    $155
    From
    $2,069
    US$1,706
    You save: $363
    24 Apr 2020
    10+ spaces left
    8 Jun 2020
    10+ spaces left
    View tour
    More information
  • Northern Adventure (From April 2020)

    12 day discovery tour through Chicago, Milwaukee, Madison and 11 other destinations in USA

    Instant Booking
    Flexible payments
    destinations
    Chicago, Milwaukee, Madison, Sioux Falls, Mt. Rushmore, Cody, Yellowstone, Grand Teton National Park, Jackson Hole, Salt Lake City, Utah Lake, Zion National Park, Bryce Canyon National Park, Las Vegas+12 more
    starts/ ends in
    Chicago / Las Vegas
    age range
    18 to 35 year olds
    accommodation
    Hotel
    transport
    Train & Rail
    Travel style
    Adventure
    operator
    Contiki
    Duration
    12 days
    Price per day
    $195
    From
    US$2,345
    20 May 2020
    10 spaces left
    3 Jun 2020
    9 spaces left
    View tour
    More information
  • Heartland Harmony

    14 day coach / bus tour through Chicago, St Louis, Branson and 3 other destinations in USA

    Instant Booking
    Flexible payments
    destinations
    Chicago, St Louis, Branson, Tulsa, Oklahoma City, Dallas+4 more
    starts/ ends in
    Chicago / Dallas
    age range
    21 to 90 year olds
    Country Region
    Central USA
    operator
    Travelling Time
    Duration
    14 days
    Price per day
    $213
    From
    US$2,979
    You save: $92
    31 Mar 2020
    10+ spaces left
    View tour
    More information

Best 2 week Tours from Chicago Reviews

  • "The Luxury Gold Sumptuous Soul of America was without any hesitation the holiday..."
    The Sumptuous Soul of America - Summer 2020
  • "Our tour was enjoyable because of the mix of nostalgic sights & classic locations..."
    Historic Route 66