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Route 66 - Illinois to Texas the Long Ride (Self Drive)
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Explore iconic Route 66 on a long ride from east to west, venturing through Illinois, Missouri, Oklahoma, and Texas - with nearly endless opportunities to experience culture, excitement, and beauty. Combine Chicago (set on beautiful Lake Michigan the city is well regarded for interesting architecture - like the Sears Tower - and its cultural highlights from museums to theaters and more), Springfield, Illinois (home of President Abraham Lincoln as well as his Presidential Library), St. Louis (whose beautiful and famous Gateway Arch welcomes visitors to this city on the Mississippi River), Springfield, Missouri (an Ozark city with lots of Route 66 history), Tulsa (Oklahoma`s vibrant second-largest city, with a sizable arts scene), Oklahoma City (the capital of Oklahoma and home to the National Cowboy and Western Heritage Museum and the Oklahoma City Memorial) and finally Amarillo (nicknamed `The Yellow Rose of Texas`, boasts a great food scene, historic districts, and easy access to Palo Duro Canyon). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

This 15 night sample itinerary includes:
  • Flight into Chicago and out of Amarillo
  • Rental Car for 16 days
  • Hotel for 3 nights in Chicago
  • Hotel for 2 nights in Springfield, IL
  • Hotel for 2 nights in St. Louis
  • Hotel for 2 nights in Springfield, MO
  • Hotel for 2 nights in Tulsa
  • Hotel for 2 nights in Oklahoma City
  • Hotel for 2 nights in Amarillo
  • Driving Time
    Chicago– Springfield, IL: 3hrs 14min approx.
    Springfield, IL- St. Louis: 1 hr 28 mins approx.
    St. Louis- Springfield, MO: 3hrs 22mins approx.
    Springfield, MO- Tulsa: 3 hrs approx.
    Tulsa - Oklahoma City: 1hrs 34mins approx.
    Oklahoma City - Amarillo: 4hrs approx.


Related Cities:
St Louis, MO (11)     Oklahoma City, OK (8)     Tulsa, OK (3)     Springfield, MO (6)     Chicago, IL (14)     Amarillo, TX (5)     Springfield, IL (3)    
Customize and Book
Destination
Arrival date
Stay
1. Chicago, IL
  155 hotels
2. Springfield, IL
   (21 hotels)
3. St Louis, MO
   (36 hotels)
4. Springfield, MO
   (35 hotels)
5. Tulsa, OK
   (19 hotels)
6. Oklahoma City, OK
   (115 hotels)
7. Amarillo, TX
   (19 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
3 nights in Chicago, IL

Chicago, on Lake Michigan in Illinois, is among the largest cities in the U.S. Famed for its bold architecture, it has a skyline punctuated by skyscrapers such as the iconic John Hancock Center, 1,451-ft. Willis Tower (formerly the Sears Tower) and the neo-Gothic Tribune Tower. The city is also renowned for its museums, including the Art Institute of Chicago with its noted Impressionist and Post-Impressionist works.

Recommended Stay: At least 2 nights
Must See`s:
Millenium Park, Willis Tower, Navy Pier, Shedd Aquarium, Grant Park, Cloud Gate, Field Museum, Chicago Riverwalk and much more.



2 nights in Springfield, IL

Springfield is the state capital of Illinois. Downtown, the interior of Illinois State Capitol's large dome is decorated with stained glass and statues of historical figures. The 1904 Dana-Thomas House was designed by Frank Lloyd Wright. The Abraham Lincoln Presidential Library and Museum traces the life of the 16th U.S. president. Lincoln's restored home is nearby. North, the Lincoln Tomb lies in Oak Ridge Cemetery.

Recommended Stay: At least 2 nights
Must See`s:
Lincoln Home, Illinois State Museum, Dana Thomas House, Old State Capitol, Henson Robinson Zoo, Knights Action Park, Abraham Lincoln Presidential Library and Museum and much more.



2 nights in St Louis, MO

St. Louis is a major city in Missouri along the Mississippi River. Its iconic, 630-ft. Gateway Arch, built in the 1960s, honors the early 19th-century explorations of Lewis and Clark and America's westward expansion in general. Replica paddlewheelers ply the river, offering views of the arch. The Soulard district is home to barbecue restaurants and clubs playing blues music.

Recommended Stay: At least 2 nights
Must See`s:
The Gateway Arch, Missouri Botanical Garden, Forest Park, Saint Louis Zoo, Saint Louis Science Center, Cahokia Mounds State Historic Site, Tower Grove Park and much more.



2 nights in Springfield, MO

Springfield is a city in southwestern Missouri. The Discovery Center of Springfield has interactive science exhibits on topics from DNA to dinosaurs. To the north, Dickerson Park Zoo features animals from around the world, plus train rides. Trams run through a cave filled with stalagmites and flowstones at Fantastic Caverns. The Nathanael Greene/Close Memorial Park has trails and botanical gardens.

Recommended Stay: At least 2 nights
Must See`s:
Doling Park, Fellows Lake, Lake Springfield, Sequiota Park, Smallin Civil War Cave, Springfield Conservation Nature Center, Ozark Park Trail, Fantastic Caverns and much more.



2 nights in Tulsa, OK

Tulsa is a city on the Arkansas River, in the state of Oklahoma. It’s known for its art deco architecture, mostly in the central Deco District. Landmarks like the Philcade and Philtower buildings reflect a 20th-century construction boom fueled by the prosperous local oil industry. The Philbrook Museum of Art is housed in an Italianate villa that was once the home of a local oil magnate.

Recommended Stay: At least 2 nights
Must See`s:
Philbrook Museum of Art, Gilcrease Museum, Oklahoma Aquarium, Tulsa Zoo, Blue Whale of Catoosa, Gathering Place, Oxley Nature Center, Woody Guthrie Center and much more.



2 nights in Oklahoma City, OK

Oklahoma City is the capital of Oklahoma. It's known for its cowboy culture and capitol complex, surrounded by working oil wells. The reflecting pool and empty glass and bronze chairs of the Oklahoma City National Memorial recall the victims of the 1995 bombing of the Alfred P. Murrah Federal Building. The Survivor Tree, an American elm nearly destroyed in the attack, is also part of the memorial.

Recommended Stay: At least 2 nights
Must See`s:
Oklahoma City Zoo, Myriad Gardens, Bricktown, Frontier City Theme Park, Oklahoma City National Memorial and Museum, National Cowboy and Western Heritage Museum and much more.



2 nights in Amarillo, TX

Amarillo, nicknamed The Yellow Rose of Texas, is the largest city in the Texas Panhandle. Known as the place to absorb the cowboy and longhorn cattle culture Texas is so famous for. Boasting a great food scene, historic districts and buildings, and eclectic attractions such as the Cadillac Ranch. It is also a great base for exploring Palo Duro Canyon, the second-largest canyon in the United States. Events in town celebrate the life and legend of the cowboy, such as the Tri-State Fair & Rodeo, in operation since 1921, which brings cowboys from all over the United States. Amarillo is fairly low-key and nondescript at first glance, but it is a pleasant, inexpensive spot for an overnight stay.


Recommended Stay: At least 2 nights
Must See`s:
Cadillac Ranch, Palo Duro Canyon State Park, Wonderland Amusement Park, American Quarter Horse Hall of Fame, Panhandle-Plains Historical Museum, Amarillo Zoo, Amarillo Botanical Gardens, Texas Air & Space Museum, Kwahadi Museum of the American Indian, and so much more!




Book This Package
Flexible Itinerary
Chicago, IL
Day 1
Arrive to Chicago, IL
Overnight in Chicago, IL   155 hotels offered
Optional   185 Things to do
Day 2
Overnight in Chicago, IL   155 hotels offered
Optional   185 Things to do
Day 3
Overnight in Chicago, IL   155 hotels offered
Optional   185 Things to do
Day 4
Departing from Chicago, IL
Transportation to next city by: Regional Air
Springfield, IL
Day 4
Arrive to Springfield, IL
Overnight in Springfield, IL   21 hotels offered
Day 5
Overnight in Springfield, IL   21 hotels offered
Day 6
Departing from Springfield, IL
Transportation to next city by: Regional Air
St Louis, MO
Day 6
Arrive to St Louis, MO
Overnight in St Louis, MO   36 hotels offered
Optional   4 Things to do
Day 7
Overnight in St Louis, MO   36 hotels offered
Optional   4 Things to do
Day 8
Departing from St Louis, MO
Transportation to next city by: Regional Air
Springfield, MO
Day 8
Arrive to Springfield, MO
Overnight in Springfield, MO   35 hotels offered
Day 9
Overnight in Springfield, MO   35 hotels offered
Day 10
Departing from Springfield, MO
Transportation to next city by: Regional Air
Tulsa, OK
Day 10
Arrive to Tulsa, OK
Overnight in Tulsa, OK   19 hotels offered
Optional   6 Things to do
Day 11
Overnight in Tulsa, OK   19 hotels offered
Optional   6 Things to do
Day 12
Departing from Tulsa, OK
Transportation to next city by: Regional Air
Oklahoma City, OK
Day 12
Arrive to Oklahoma City, OK
Overnight in Oklahoma City, OK   115 hotels offered
Optional   9 Things to do
Day 13
Overnight in Oklahoma City, OK   115 hotels offered
Optional   9 Things to do
Day 14
Departing from Oklahoma City, OK
Transportation to next city by: Regional Air
Amarillo, TX
Day 14
Arrive to Amarillo, TX
Overnight in Amarillo, TX   19 hotels offered
Day 15
Overnight in Amarillo, TX   19 hotels offered
Day 16
Departing from Amarillo, TX

Book This Package


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Chicago, IL Hotels (155 total)
Springfield, IL Hotels (21 total)
St Louis, MO Hotels (36 total)
Springfield, MO Hotels (35 total)
Tulsa, OK Hotels (19 total)
Oklahoma City, OK Hotels (115 total)
Amarillo, TX Hotels (19 total)


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Tours in Chicago, IL (185 total)
Tours in St Louis, MO (4 total)
Tours in Tulsa, OK (6 total)
Tours in Oklahoma City, OK (9 total)


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Package Map Picture
USA

Hot dogs, Hollywood, Historical Personalities, Baseball, Mount Rushmore, The Grand Canyon, American Football, and the Golden Gate Bridge are just a few of the iconic landmarks, foods, and sports that the United States of American is known for. The USA is the most dominant economic and military powerhouse in the entire world, the most famous country in the world. The US is known for its sports, good culture, music, movies, technological innovations, and historical personalities. From the glitz and glam of Hollywood filled with movie stars and celebrities to the stunning coastlines of the Gulf of Mexico and the wild shores of Maine, the US offers 50 states to visit boasting a variety of landscapes and stunning attractions.
USA
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Route 66 - Illinois to Texas the Long Ride (Self Drive)
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Map
Chicago, IL
Chicago, on Lake Michigan in Illinois, is among the largest cities in the U.S. Famed for its bold architecture, it has a skyline punctuated by skyscrapers such as the iconic John Hancock Center, 1,451-ft. Willis Tower (formerly the Sears Tower) and the neo-Gothic Tribune Tower. The city is also renowned for its museums, including the Art Institute of Chicago with its noted Impressionist and Post-Impressionist works.

Recommended Stay: At least 2 nights
Must See`s:
Millenium Park, Willis Tower, Navy Pier, Shedd Aquarium, Grant Park, Cloud Gate, Field Museum, Chicago Riverwalk and much more.
Springfield, IL
Springfield is the state capital of Illinois. Downtown, the interior of Illinois State Capitol's large dome is decorated with stained glass and statues of historical figures. The 1904 Dana-Thomas House was designed by Frank Lloyd Wright. The Abraham Lincoln Presidential Library and Museum traces the life of the 16th U.S. president. Lincoln's restored home is nearby. North, the Lincoln Tomb lies in Oak Ridge Cemetery.

Recommended Stay: At least 2 nights
Must See`s:
Lincoln Home, Illinois State Museum, Dana Thomas House, Old State Capitol, Henson Robinson Zoo, Knights Action Park, Abraham Lincoln Presidential Library and Museum and much more.
St Louis, MO
St. Louis is a major city in Missouri along the Mississippi River. Its iconic, 630-ft. Gateway Arch, built in the 1960s, honors the early 19th-century explorations of Lewis and Clark and America's westward expansion in general. Replica paddlewheelers ply the river, offering views of the arch. The Soulard district is home to barbecue restaurants and clubs playing blues music.

Recommended Stay: At least 2 nights
Must See`s:
The Gateway Arch, Missouri Botanical Garden, Forest Park, Saint Louis Zoo, Saint Louis Science Center, Cahokia Mounds State Historic Site, Tower Grove Park and much more.
Springfield, MO
Springfield is a city in southwestern Missouri. The Discovery Center of Springfield has interactive science exhibits on topics from DNA to dinosaurs. To the north, Dickerson Park Zoo features animals from around the world, plus train rides. Trams run through a cave filled with stalagmites and flowstones at Fantastic Caverns. The Nathanael Greene/Close Memorial Park has trails and botanical gardens.

Recommended Stay: At least 2 nights
Must See`s:
Doling Park, Fellows Lake, Lake Springfield, Sequiota Park, Smallin Civil War Cave, Springfield Conservation Nature Center, Ozark Park Trail, Fantastic Caverns and much more.
Tulsa, OK
Tulsa is a city on the Arkansas River, in the state of Oklahoma. It’s known for its art deco architecture, mostly in the central Deco District. Landmarks like the Philcade and Philtower buildings reflect a 20th-century construction boom fueled by the prosperous local oil industry. The Philbrook Museum of Art is housed in an Italianate villa that was once the home of a local oil magnate.

Recommended Stay: At least 2 nights
Must See`s:
Philbrook Museum of Art, Gilcrease Museum, Oklahoma Aquarium, Tulsa Zoo, Blue Whale of Catoosa, Gathering Place, Oxley Nature Center, Woody Guthrie Center and much more.
Oklahoma City, OK
Oklahoma City is the capital of Oklahoma. It's known for its cowboy culture and capitol complex, surrounded by working oil wells. The reflecting pool and empty glass and bronze chairs of the Oklahoma City National Memorial recall the victims of the 1995 bombing of the Alfred P. Murrah Federal Building. The Survivor Tree, an American elm nearly destroyed in the attack, is also part of the memorial.

Recommended Stay: At least 2 nights
Must See`s:
Oklahoma City Zoo, Myriad Gardens, Bricktown, Frontier City Theme Park, Oklahoma City National Memorial and Museum, National Cowboy and Western Heritage Museum and much more.
Amarillo, TX
Amarillo, nicknamed The Yellow Rose of Texas, is the largest city in the Texas Panhandle. Known as the place to absorb the cowboy and longhorn cattle culture Texas is so famous for. Boasting a great food scene, historic districts and buildings, and eclectic attractions such as the Cadillac Ranch. It is also a great base for exploring Palo Duro Canyon, the second-largest canyon in the United States. Events in town celebrate the life and legend of the cowboy, such as the Tri-State Fair & Rodeo, in operation since 1921, which brings cowboys from all over the United States. Amarillo is fairly low-key and nondescript at first glance, but it is a pleasant, inexpensive spot for an overnight stay.


Recommended Stay: At least 2 nights
Must See`s:
Cadillac Ranch, Palo Duro Canyon State Park, Wonderland Amusement Park, American Quarter Horse Hall of Fame, Panhandle-Plains Historical Museum, Amarillo Zoo, Amarillo Botanical Gardens, Texas Air & Space Museum, Kwahadi Museum of the American Indian, and so much more!

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