Switch to the app and book faster and easier!

Where?
When?
2

Where to?

Traveling when?

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

USA Tours from Chicago

Find your perfect adventure! We have 17 tours of USA that start in Chicago, USA. The most popular month is May, and tour lengths range between 7 and 18 days.

10 best USA tour packages from Chicago

  • Highlights of Route 66 Tour
     Highlights of Route 66 - 19 destinations
    View Map
    In-depth Cultural

    Highlights of Route 66

    5.0 (120 traveler reviews)

    "The Route was great. The tour director Tony Paris was an exceptional tour guide with a wealth of knowledge and empathy to all."

    Duration
    16 days
    Destinations
    Chicago, Pontiac, Springfield, St. Louis, Branson, Tulsa,Oklahoma City,Elk City,Amarillo,Tucumcari,Albuquerque,Gallup,Winslow,Williams,Grand Canyon National Park,Seligman,Las Vegas,Los Angeles+12 more
    Age Range
    All Ages Welcome
    Country Region
    Route 66Sun Belt
    Operated in
    English
    Operator
    Cosmos
    7% Off
    From $3,569
    US$3,319per person
    Price based on Private Double Room
    View tour
  • Route 66 From Chicago to LA - 12 days Tour
     Route 66 From Chicago to LA - 12 days - 12 destinations
    View Map
    Explorer

    Route 66 From Chicago to LA - 12 days

    Duration
    12 days
    Destinations
    Chicago, Pontiac, Springfield, St. Louis, Tulsa,Oklahoma City,Amarillo,Albuquerque,Gallup,Petrified Forest National Park,Flagstaff,Los Angeles+7 more
    Age Range
    Ages 16+
    Operated in
    English
    Operator
    On The Go Tours
    10% Off
    From $6,915
    US$6,224per person
    Price based on Private Double Room
    View tour
  • Chicago to L.A Tour
     Chicago to L.A - 18 destinations
    View Map
    Explorer

    Chicago to L.A

    Duration
    11 days
    Destinations
    Chicago, Sioux Falls, Badlands National Park,Mount Rushmore National Memorial,Rapid City,Bighorn National Forest,Cody,Yellowstone National Park,Grand Teton National Park,Salt Lake City,Bryce Canyon National Park,Grand Canyon National Park,Flagstaff,Seligman,Las Vegas,Mojave Desert,Beverly Hills,Los Angeles+15 more
    Age Range
    Ages 21+
    Country Region
    Western USA
    Operated in
    English
    Operator
    Omega Tours
    10% Off
    From
    US$3,894per person
    Price based on Private Double Room
    View tour
  • Music City to Windy City Tour
     Music City to Windy City - 9 destinations
    View Map
    In-depth Cultural

    Music City to Windy City

    Duration
    15 days
    Destinations
    Chicago, Detroit, Cleveland, Louisville, Central City,Memphis,Muscle Shoals,Tupelo,Nashville+4 more
    Age Range
    Ages 21+
    Country Region
    Eastern USA
    Operated in
    English
    Operator
    Travelling Time
    10% Off
    From
    US$5,297per person
    Price based on Private Double Room
    View tour
  • Chicago to LA Tour
     Chicago to LA - 17 destinations
    View Map
    Explorer

    Chicago to LA

    4.0 (1 traveler review)

    "It was a breathtaking tour. I loved that we stopped at so many national parks."

    Duration
    11 days
    Destinations
    Chicago, Sioux Falls, Badlands National Park,Mount Rushmore National Memorial,Rapid City,Cody,Yellowstone National Park,Grand Teton National Park,Salt Lake City,Bryce Canyon National Park,Grand Canyon National Park,Flagstaff,Seligman,Las Vegas,Mojave Desert,Beverly Hills,Los Angeles+14 more
    Age Range
    Ages 21+
    Operated in
    English
    Operator
    Travel Talk
    40% Off
    From $5,584
    US$3,350per person
    Price based on Private Double Room
    View tour
  • Chicago to Golden Gate Tour
     Chicago to Golden Gate - 20 destinations
    View Map
    Explorer

    Chicago to Golden Gate

    Duration
    14 days
    Destinations
    Chicago, Sioux Falls, Badlands National Park,Mount Rushmore National Memorial,Rapid City,Bighorn National Forest,Cody,Yellowstone National Park,Grand Teton National Park,Salt Lake City,Bryce Canyon National Park,Grand Canyon National Park,Flagstaff,Seligman,Las Vegas,Mojave Desert,Beverly Hills,Los Angeles,Santa Barbara,San Francisco+17 more
    Age Range
    Ages 21+
    Country Region
    Western USA
    Operated in
    English
    Operator
    Travel Talk
    40% Off
    From $6,037
    US$3,622per person
    Price based on Private Double Room
    View tour
  • Highlights of Route 66 with Mother Road Festival & Albuquerque Balloon Fiesta Tour
     Highlights of Route 66 with Mother Road Festival & Albuquerque Balloon Fiesta - 17 destinations
    View Map
    In-depth Cultural

    Highlights of Route 66 with Mother Road Festival & Albuquerque Balloon Fiesta

    4.5 (1 traveler review)
    Duration
    16 days
    Destinations
    Chicago, Pontiac, Springfield, St. Louis, Branson,Oklahoma City,Amarillo,Tucumcari,Albuquerque,Gallup,Winslow,Williams,Grand Canyon National Park,Seligman,Las Vegas,Barstow,Los Angeles+12 more
    Age Range
    All Ages Welcome
    Country Region
    Route 66
    Operated in
    English
    Operator
    Cosmos
    40% Off
    From
    US$4,019per person
    Price based on Private Double Room
    View tour
  • Route 66 Westbound Tour
     Route 66 Westbound - 11 destinations
    View Map
    Explorer

    Route 66 Westbound

    Duration
    12 days
    Destinations
    Chicago, Pontiac, Springfield, Tulsa, Oklahoma City,Amarillo,Albuquerque,Flagstaff,Kingman,Barstow,Santa Monica+6 more
    Age Range
    Ages 12+
    Country Region
    Sun Belt
    Operated in
    English
    Operator
    Southwest Adventure Tours
    40% Off
    No departure dates available
    View tour
  • Route 66 (7 nights) from Chicago/to Albuquerque Tour
     Route 66 (7 nights) from Chicago/to Albuquerque - 4 destinations
    View Map
    Explorer

    Route 66 (7 nights) from Chicago/to Albuquerque

    Duration
    8 days
    Destinations
    Chicago, Springfield, Pontiac, St. Louis
    Age Range
    Ages 21+
    Regions
    Eastern USAMidwest USACentral USAGreat Lakes+3 more
    Operated in
    Only: German
    Operator
    DERTOUR
    40% Off
    From
    US$3,041per person
    Price based on Private Double Room
    View tour
  • Route 66 (14 nights) from Chicago/to Los Angeles Tour
     Route 66 (14 nights) from Chicago/to Los Angeles - 4 destinations
    View Map
    Explorer

    Route 66 (14 nights) from Chicago/to Los Angeles

    Duration
    15 days
    Destinations
    Chicago, Springfield, Pontiac, St. Louis
    Age Range
    Ages 21+
    Regions
    Eastern USAMidwest USACentral USAGreat Lakes+3 more
    Operated in
    Only: German
    Operator
    DERTOUR
    40% Off
    From
    US$5,458per person
    Price based on Private Double Room
    View tour
  • Rhythms of the Road (including Hammond) Tour
     Rhythms of the Road (including Hammond) - 7 destinations
    View Map
    Explorer

    Rhythms of the Road (including Hammond)

    3.6 (4 traveler reviews)

    "The tour took us exactly where we wanted to go. It was someone else doing the organising!"

    Duration
    10 days
    Destinations
    Chicago, St. Louis, Nashville, Memphis, Hammond, Lafayette,New Orleans+1 more
    Age Range
    All Ages Welcome
    Country Region
    Southern USASun Belt+1 more
    Operated in
    English
    Operator
    Cosmos
    10% Off
    From $2,559
    US$2,309per person
    Price based on Private Double Room
    View tour
  • Mackinac Island  (Chicago, IL to Southfield, MI) (2026) Tour
     Mackinac Island (Chicago, IL to Southfield, MI) (2026) - 6 destinations
    View Map
    In-depth Cultural

    Mackinac Island (Chicago, IL to Southfield, MI) (2026)

    4.8 (57 traveler reviews)
    Duration
    9 days
    Destinations
    Chicago, Grand Rapids, Mackinac Island, Frankenmuth,Dearborn,Southfield+2 more
    Age Range
    All Ages Welcome
    Regions
    Eastern USAMidwest USAGreat Lakes+2 more
    Operated in
    English
    Operator
    Collette
    10% Off
    From
    US$3,899per person
    Price based on Private Double Room
    View tour
  • Scenic Great Lakes with Mackinac Island Tour
     Scenic Great Lakes with Mackinac Island - 5 destinations
    View Map
    Explorer

    Scenic Great Lakes with Mackinac Island

    Duration
    9 days
    Destinations
    Chicago, Grand Rapids, Mackinac Island, Frankenmuth,Detroit+1 more
    Age Range
    All Ages Welcome
    Regions
    Eastern USAMidwest USAGreat Lakes+2 more
    Operated in
    English
    Operator
    Trafalgar
    10% Off
    From $3,995
    US$3,596per person
    Price based on Shared Room
    View tour
  • Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026) Tour
     Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026) - 7 destinations
    View Map
    In-depth Cultural

    Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026)

    4.8 (57 traveler reviews)
    Duration
    9 days
    Destinations
    Chicago, Holland, Grand Rapids, Mackinac Island,Frankenmuth,Dearborn,Southfield+3 more
    Age Range
    All Ages Welcome
    Regions
    Eastern USAMidwest USAGreat Lakes+2 more
    Operated in
    English
    Operator
    Collette
    10% Off
    From
    US$4,199per person
    Price based on Private Double Room
    View tour
  • Chicago - The Home of Skyscrapers Tour
     Chicago - The Home of Skyscrapers - 2 destinations
    View Map

    Chicago - The Home of Skyscrapers

    Duration
    7 days
    Destinations
    Chicago
    Age Range
    All Ages Welcome
    Regions
    Eastern USAMidwest USACentral USAGreat Lakes+3 more
    Operated in
    English
    Operator
    Worldee
    10% Off
    From
    US$468per person
    Price based on Shared Room
    View tour

Contact our USA travel experts

Kaitlyn

Kaitlyn

Expert in USA at TourRadar

Kaitlyn is one of our seasoned USA Travel Experts. Reach out to us to get all your questions about USA tours answered!

  • Choose from 17+ USA tours
  • 297 verified reviews by TourRadar customers
  • 24/7 customer support

Write us a message