Chicago, Illinois
Explore our Chicago Road Trips to see where the road will take you. Discover the very best of the amazing windy city!
Chicago is a city proud of it’s history and artistic values, so much that the natives refuse to accept its name as the Second City. The home of some of America’s most spectacular skyscrapers, sporting teams, and gangsters can be explored by trolley, bus, boat or bike, every corner presenting the visitor with a delightful experience. The city truly comes alive in the summer months, beaches and festivals accessible for your pleasure.
PRICES FROM JUST £1599 pp - includes flights, hotels, car hire & a fab road trip pack
View the road trips that explore Chicago, Illinois
Route 66 Explorer
Visit Chicago, Pontiac, Springfield, St Louis, Oklahoma City, Amarillo, Albuquerque, Winslow, The Grand Canyon, Las Vegas, Joshua Tree NP, Palm Springs & Los Angeles
Original Route 66
Chicago, Springfield IL, St. Louis, Springfield MO, Tulsa, Oklahoma City, Amarillo, Santa Fe, Petrified Forest National Park, Winslow, Meteor Crater, Oatman, Barstow, Los Angeles & more
American Music Tour
Visit Chicago, Louisville, Nashville, Natchez Trace Parkway, Muscle Shoals, Tupelo (Birthplace of Elvis), Memphis, Clarksdale, Historic Natchez & New Orleans
Ultimate Route 66
Chicago, Springfield, St. Louis, Tulsa, Oklahoma City, Amarillo, Santa Fe, Monument Valley, Lake Powell, Antelope Canyon, Grand Canyon NP, Las Vegas, Palm Springs, Los Angeles & more
The Big Two
Chicago, St Louis, Oklahoma City, Amarillo, Albuquerque, Grand Canyon NP, Las Vegas, Los Angeles, Santa Barbara,Big Sur, Monterey, San Francisco & more
Northern Crossover
Boston, Niagara Falls, Chicago, Mount Rushmore, Devil's Tower, Yellowstone NP, Grand Teton NP, Lake Tahoe, Yosemite NP, Napa, San Francisco & more
