Chicago, Illinois (11 offers included)

Nights: 15
Price Per Night:$177.27 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Branson, Branson – Arcadia – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – – Albuquerque, Albuquerque, Albuquerque – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...
16 Days, featuring: Albuquerque–gallup–winslow–williams
from $8,749.00 (USD)
Per Person
Nights: 55
Price Per Night:$159.07 (USD)
(based on double occupancy, for comparison only)
Location(s): Los Angeles, Los Angeles/San Diego, San Diego/Lake Havasu City, Lake Havasu City/Grand Canyon, Grand Canyon, Grand Canyon/Monument Valley, Monument Valley/Las Vegas, Las Vegas, Las Vegas/Zion National Park, Bryce Canyon NP/Moab...
There's no better way to do the U.S. justice than a great American road trip. This 56-day tour hits all the marks, going coast-to-coast from bustling cities to incredible natural wonders, and charming small towns in between. Hike alongside sequoias, waterfalls, and wildlife in Yosemite National Park, get weird among Portland's artsy shops, indie breweries, and up-and-coming eateries, and join party revellers on New Orleans' famed Bourbon Street. Epic road trips are made of this.
New York to Orlando Road Trip
18-to-Thirtysomethings
from $2,549.00 (USD)
Per Person
Nights: 13
Price Per Night:$196.08 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis, Memphis...
An epic East Coast experience awaits on this fourteen-day tour through bustling cities and stunning landscapes. Feel the mist of Niagara Falls on your face as you get up close to this natural wonder, and indulge in barbecue eats in Memphis. Head South to New Orleans where jazz rings out onto the streets, and then venture east to Florida's sand and sunshine. You'll do it all with a knowledgeable Chief Experience Officer (CEO) by your sides and travelmates that are as enthusiastic as you are to...
Nights: 15
Price Per Night:$196.60 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago, Chicago – Pontiac – Springfield – International Route 66 Mother Road Festival, Springfield – St. Louis, St. Louis – Branson, Branson – Arcadia – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – Albuquerque, Albuquerque, Albuquerque – Albuquerque Balloon Fiesta – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...
16 Days, featuring: Williams. Excursion To Grand Canyon National Park
Highlights of the US
18-to-Thirtysomethings
from $5,249.00 (USD)
Per Person
Nights: 28
Price Per Night:$187.46 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis, Memphis...
Hit the iconic sites you’ve seen on the big screen and then some on this 29-day tour that takes you from big-city highlights to stunning natural landscapes that’ll make your friends and followers jealous (or at least get you countless more likes). Keep your jaw from dropping as you witness the sunset over the Grand Canyon, be dazzled by the bright city lights on the Las Vegas strip, and snap a selfie with 'The Bean' in Chicago. It’s your chance to live the great American dream (for four weeks...
from $2,899.00 (USD)
Per Person
Nights: 13
Price Per Night:$223.00 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville/San Francisco, San Francisco/Yosemite National Park, Yosemite National Park/Sierra Nevadas...
This whirlwind 14-day camping trip throughout the United States covers nearly every major cultural touchstone of this massive (and hugely exciting) destination. Feel the mist of Niagara Falls, experience the lights and glitz of Las Vegas, peer across the majesty of the Grand Canyon, and walk the city streets in San Francisco, all the while camping out beneath a night sky that has had countless songs written about it. Come along and see the best of the USA the way it was meant to be seen.
Epic East Coast Road Trip
18-to-Thirtysomethings
from $3,599.00 (USD)
Per Person
Nights: 20
Price Per Night:$179.95 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis, Memphis...
Big city hearts and spirits swell on this 21-day road trip through America's East Coast. You'll hit bustling metropolises and experience cultural traditions you might have only seen in the movies. Witness the resurgence of Detroit's arts scene, follow Kentucky's Bourbon Trail, and explore the home of Mardi Gras: New Orleans. With free time and flexibility along the way, you can customize this tour so it's right up your alley.
USA East Coast Road Trip Encompassed
18-to-Thirtysomethings
from $2,624.30 (USD)
Per Person
Nights: 19
Price Per Night:$138.12 (USD)
(based on double occupancy, for comparison only)
Location(s): New York City, New York City/Finger Lakes, Finger Lakes/Niagara Falls, Niagara Falls/Detroit, Detroit/Chicago, Chicago, Chicago/Louisville, Louisville/Nashville, Nashville, Nashville/Memphis...
Big city hearts and spirits swell on this 20-day road trip through America's East Coast. You'll hit bustling metropolises and experience cultural traditions you might have only seen in the movies. Witness the resurgence of Detroit's arts scene, follow Kentucky's Bourbon Trail, and explore the home of Mardi Gras: New Orleans. With free time and flexibility along the way, you can customize this tour so it's right up your alley.
from $3,704.35 (USD)
Per Person
Nights: 31
Price Per Night:$119.50 (USD)
(based on double occupancy, for comparison only)
Location(s): Seattle, Seattle/Portland, Portland/Bend, Bend/Redwood National Park, Redwood National Park/Sonoma County, Sonoma County/Lake Tahoe, Lake Tahoe/Yosemite National Park, Yosemite National Park, Yosemite National Park/San Francisco, San Francisco...
Road tripping is an iconic American pastime, but don't let your lack of a driver's license stop you from exploring the country's best sites. On this 32-day tour, you'll visit the best of the east and west coasts with a flight that connects each, cutting down on long drives so that you have more time to spend at the spots that matter most. Explore Chicago's riverside, be charmed by New Orleans' colonial architecture, and marvel at the rocky cliffs and rolling fog of California's famed Highway ...
from $2,529.00 (USD)
Per Person
Nights: 15
Price Per Night:$168.60 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Branson, Branson – Arcadia – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – – Albuquerque, Albuquerque, Albuquerque – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...
16 Days, featuring: Las Vegas–barstow–los Angeles
from $2,529.00 (USD)
Per Person
Nights: 7
Price Per Night:$361.29 (USD)
(based on double occupancy, for comparison only)
Location(s): Detroit, Detroit – Frankenmuth, Frankenmuth – Mackinac Island, Mackinac Island, Mackinac Island – Tunnel Of Trees – Charlevoix – Petoskey, Petoskey – Grand Rapids, Grand Rapids – Chicago, Chicago
8 Days, featuring: Frankenmuth–mackinac Island