United States

Deutschland

France

Italia

Brasil

España

Los Angeles

Las Vegas

Denver

Orlando

Chicago

Miami

San Francisco

EagleRider, the world's largest motorcycle rental, tour, and membership company, carries the largest selection of new Harley-Davidson, Yamaha, BMW, Honda, Indian, and more for rent and touring. All motorcycles are maintained to meet strict factory standards providing the most fun, safe, and affordable riding experience. EagleRider operates from over 200 worldwide locations, leads over 100 guided and self-drive motorcycle tours including Route 66 and the Wild West, and convenient one-way motorcycle rentals, luggage storage, free parking, free use of DOT-approved helmets, amazing Club EagleRider membership benefits, and more

Eagle Rider

You arrive at Chicago International Airport and transfer on your own to your hotel. In Chicago you are in the biggest and most exciting of the Great Lake cities. Chicago has a skyline to rival any city – an amazing selection of top rated museums, restaurants, cafes, bars and nightclubs pay homage to the city’s strong jazz and blues heritage.

Chicago, IL

This morning you pick up your bike and are off on the ultimate American road trip. Parallel to I-55, the legendary Route 66 began its run right here, cutting through the state before running all the way to the Pacific Coast. Get a glimpse of the old-time diners and other Americana that still stand. From Chicago you head south, pass the old truck stop town of McLean, and roar through the coal-mining area of Illinois – along the Pontiac Trail towards Springfield, the Illinois state capital.

 Chicago, IL – Springfield, IL

Your ride will take you further south as you head toward St. Louis and your overnight stop in Rolla. Along the way there will be numerous Highway towns, which invite you for a stop en route.  You should definitely see the famous Dixie truck stop, “Our Lady of the Highway Statue”, Litchfield and the “Paris Stop Café”. Take time to visit Meramec Caverns as you head for the Mississippi River and don’t miss the famous “Chain of Rocks Bridge”. You are in Missouri now, the state where the forests meet the prairie and the Mississippi River meets the Missouri River. Enjoy the short ride today into the "Gateway to the West," St. Louis. This amazing city rests along the shores of the mighty Mississippi River and is home to some of the best live music and BBQ ribs in the country. You will then continue to Rolla, MO, known as “The Middle of Everywhere” for your overnight stay.

Springfield, IL – Rolla, MO

From Rolla your ride will take you along the northern edge of the Ozark Mountains, which occupies most of southern Missouri and northern Arkansas. This area remained frontier territory until the timber companies moved in at the end of the 19th century. None of the Ozark Peaks are particularly high, though the roads through switch, dip, climb, and swerve to provide stunning views of steep hillsides thick with oak, elm, hickory, and redbud – all quite resplendent in fall. Ride through the famous towns of Lebanon and Conway and stop in Carthage to see the old beautiful courthouse. Before you enter the state of Oklahoma make a stop in Joplin. Oklahoma contains more miles of the old highway than any other state and is a great place for bikers and old-road fans. Today’s destination is Tulsa, Oklahoma.  From its early days through its peak as an oil-boom town and up to the present, Tulsa has always been a city striving to move forward.

Rolla, MO – Tulsa, OK

From Tulsa you head west through Oklahoma to your stop in Clinton. Cover a hundred miles of the Old West’s Indian country between Tulsa and Oklahoma City. In the 1830’s all this land, held to be useless, was set aside as Indian Territory – a convenient dumping ground for the so-called Five Civilized Tribes who blocked white settlement in the southern states. The Choctaw and the Chickasaw of Mississippi, the Seminole of Florida, and the Creek of Alabama were each assigned a share, while the rest was given to the Cherokee from Carolina, Tennessee, and Georgia. Today, the state has a large Native American Indian population – “Oklahoma” is the Choctaw word for “red man”. Further west you ride through El Reno – over the mile-long bridge, near Bridgeport and into Oklahoma City, the heart and soul of Route 66 country! Continue to our overnight stay in Clinton.

Tulsa, OK – Clinton, OK

This morning you should rise early for your journey into the Panhandle, the southernmost portion of the Great Plains, often called “the real Texas”. It certainly fulfills the fantasy of what Texas should look like. Once the buffalo – and the natives – had been driven away from what was seen as perilous and uninhabitable frontier country, the Panhandle began to yield great natural resources in the 1870’s. Helium, oil as well as agriculture, brought wealth to the region and is home to some of the world’s largest ranches.  Amarillo may seem cut off from the rest of Texas, but it stands on one of the great American cross-country routes – I-40 (once legendary Route 66), roughly 300 miles from Albuquerque and 250 miles west of Oklahoma City. Amarillo takes its name from Spanish and it means “yellow”, the color that is so characteristic to this region.  Why don’t you enjoy dinner tonight at "The Big Texan Steakhouse". 

Clinton, OK – Amarillo, TX

Today you leave Texas and are on your way into “The Land of Enchantment”, New Mexico.  Be sure to pass through the world famous Cadillac Ranch before leaving Texas.  Stop at the ghost town of Glen Rio, where you can stand with one foot in Texas and the other in the last state in your journey, New Mexico. Be sure to you ride through the land of Commanche Indians and into Tucumcari before riding into Albuquerque to return your bike. 

Amarillo, TX – Albuquerque, NM

Today is your departure from Albuquerque and we hope to get you out on the open road again!  Please let us know if you with to extend your stay in beautiful Albuquerque.

Albuquerque, NM

Show me more ways to explore Route 66

Late Model Motorcycle Rental

Motorcycle Friendly Hotels

Mobile Tour Guide App

Half-Shell Helmet for Rider and Pillion

Unlimited Mileage

Airfare

Meals except where specified

Anything not listed in “What’s Included” above

EagleRider's world famous Route 66 Self Guided Motorcycle Tour - Chicago to Albuquerque is a Self-Guided Motorcycle Tour starting in Chicago and lasting 8 days.

Route 66 Self Guided Motorcycle Tour - Chicago to Albuquerque | Self-Guided Motorcycle Tour

Looking to ride across the Mother road but do not have 15 days?  EagleRider’s Half Route 66 Self Drive Motorcycle Tour is a 8 day journey that will get you out on the most iconic road in the United States.  You begin your tour in Chicago, IL and ride for 1300 exciting miles to Albuquerque, NM.  Along the way you will pass through 5 states: Illinois, Missouri, Oklahoma, Texas, and New Mexico, making stops in some of the most beautiful and historic American cities.  By the time you arrive in Albuquerque you will have toured the best of the “Mainstream of America”, Route 66! This tour can also start out of our Albuquerque location!  Be sure to let one of our agents know if you plan on reversing the route.

Transform your journey into an exhilarating Harley Tour by selecting one of our incredible Harley models such as the Harley-Davidson Electra Glide, Harley-Davidson Heritage Softail Classic, Harley-Davidson Street Glide, Harley-Davidson Tri Glide Ultra, Harley-Davidson Road Glide, Harley-Davidson Street Glide Touring Edition, Harley-Davidson Road Glide Ultra, Harley-Davidson Road Glide Tou, or for a different riding experience, choose from our sport touring models like the Triumph Bonneville T100, BMW R nineT Urban G/S, Triumph Scrambler.