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50 Day Route 66 Chicago to LA
Start Date Sep 19, 2025
End Date Nov 07, 2025
2 Other Dates
Black Friday Sale
 

Starts: Chicago, IL Ends: Pasadena/San Dimas, CA

Embark on the ultimate RV adventure along historic Route 66! We'll cruise through seven states on The Mother Road, capturing nostalgic moments with classic cars, quirky roadside attractions, stunning landscapes, and iconic destinations.
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  • 49 Camping Nights
  • 167 Events & Meals
  • Highlights & Map
  • Daily Itinerary
  • Tour Price
  • Activity Level
  • Trip Extensions
  • Customer Reviews
  • Travel Insurance
  • FAQs

Highlights


Eat at Classic Diners - Lou Mitchell's, Pops 66 & More

See Muscle Cars, Retro Gas Stations & Neon Signs

Visit Quirky Roadside Attractions

National & State Route 66 Museums

Route 66 Interpretive Center

International Route 66 Mother Road Festival

St. Louis Gateway Arch Tram Ride

Route 66 Drive-In Movie Theater

Cadillac Ranch & Big Texan Steakhouse

Abraham Lincoln Home National Site

Calico Mining Ghost Town

Historic Railroad, Auto & Transportation Museums

Petrified Forest National Park

Meramec Caverns Underground Tour

Richardsons Native American Trading Post

Cross the Continental Divide in New Mexico

Sunset Dinner at Santa Monica Beach

Route 66 Completion Certificate




Tour Map

  • 2227 Driving Miles
  • 139 Avg Miles Per Travel Day

Daily Itinerary

  • 2227 Driving Miles
  • 139 Avg Miles Per Travel Day
 

  • Orientation & Get Acquainted Social
  • Welcome Dinner
  • Guided Chicago Highlights Motorcoach Tour
  • Union Station
  • 360 Observation Deck and Tilt – experience breathtaking views of Chicago from the 94th floor of the John Hancock Building
  • The Bean Millennium Park
  • Lunch On Your Own
  • Lurie Garden and Jay Pritzker Pavilion
  • Local Dinner
  • Free Morning to explore Joliet
  • Del Rheas Chicken Basket Brunch
  • Joliet Haunted Historical Prison Tour
  • Dinner On Your Own
  • Joliet Historical Museum
  • Free Day to Explore Chicago

  • EN ROUTE: Polka Dot Drive In Photo Op
  • EN ROUTE: Elvis Statue Photo Op
  • EN ROUTE: Texaco Gas Station Dwight, IL
  • EN ROUTE: Standard Oil Gas Station Odell, IL
  • Private Motorcoach Transportation to Activities
  • Route 66 Hall of Fame
  • Museum of the Gilding Arts
  • Lunch at Bob & Ringo's Smokehouse
  • Oakland Auto Museum Behind-the-Scenes Tour
  • View the Waldog Murals
  • Bob Waldmire's Route 66 RVs
  • Livingston County War Museum
  • Swinging Bridges of Pontiac

  • EN ROUTE: Dixie Trucker's Home
  • Mother Road Festival Kick Off
  • Guided Springfield Highlights Motorcoach Tour
  • Abraham Lincoln Library and Museum
  • Springfield Old State Capitol
  • Lunch at Cozy Dog Drive-In - Home of the Famous Hot Dog on a Stick
  • Guided Tour of Lincoln Home National Site
  • Abraham Lincoln Tomb State Historical Site
  • Dinner On Your Own
  • OPTIONAL: Route 66 Twin Drive-In Movie Night
  • Free Day to Attend Mother Road Festival

  • EN ROUTE OPTIONAL: Million Dollar Courthouse
  • EN ROUTE: Litchfield Route 66 Museum
  • EN ROUTE: Henry Rabbit Ranch
  • EN ROUTE: Chain of Rocks Bridge
  • St Louis Guided Motorcoach Tour
  • Gateway to the West Arch Tour and Ride
  • Gateway Arch Photo Op
  • Lunch and Shopping on your own at the Loop
  • Grants Farm--Clydesdale Close Up Tour
  • Famous Ted Drewes Custard
  • Private Motorcoach Transportation to Activities
  • Route 66 Red Rocker and Cuba Murals
  • St James Taproom Lunch
  • St James Winery Tasting
  • Wagon Wheel Motel and Fanning Route 66 Outpost

  • Guided Motorcoach Tour of Joplin
  • Campground Cookout – food, fun and friends!
  • Free Day to Explore Joplin
  • OPTIONAL: Activities in Joplin
  • Route 66 Drive-in Theater

  • Neon Lights Motorcoach Tour
  • Dinner at Talley's Cafe on Route 66
  • Free Day To Enjoy Tulsa
  • OPTIONAL: Horse Racing at Will Rogers Downs
  • OPTIONAL: The Gold Driller Statue at Tulsa State Fairgrounds
  • OPTIONAL: Explore Cherokee Nation Area
  • OPTIONAL: Jim Davis Arms and Historical Museum
  • Claremont/Tulsa Highlights Guided Motorcoach Tour
  • Where East Meets West Cyrus Avery Plaza
  • Local Tulsa Lunch
  • Woody Guthrie Center
  • Bob Dylan Center
  • Blue Whale of Route 66 Photo Op

  • EN ROUTE: Route 66 Interpretive Center
  • EN ROUTE: Old Round Barn in Acadia, OK
  • EN ROUTE: POPS Soda Fountain and Diner
  • Campground Cookout – food, fun and friends!
  • Oklahoma City Guided Motorcoach Tour
  • Oklahoma City Memorial Museum Guided Tour
  • Lunch at First Americans Museum
  • First America Museum
  • National Cowboy & Western Heritage Museum
  • Water Taxi Cruise with Dinner
  • Local Dinner


  • EN ROUTE OPTIONAL: U Drop Inn 66
  • EN ROUTE OPTIONAL: Devil's Rope Museum
  • Big Texan Steak Ranch Dinner - Home of the 72oz steak!
  • Private Motorcoach Transportation
  • Pala Dura Creek Ranch Canyon Tour
  • Creek House Honey Farm--Bee to Bottle Presentation with Lunch
  • Panhandle Plains Museum
  • Cowgirls Chuck Wagon Dinner
  • OPTIONAL: Amarillo Railroad Museum
  • OPTIONAL: Texas Route 66 Visitor Center
  • OPTIONAL: Texas Air and Space Museum
  • Kwahadi Museum of American Indian Culture
  • OPTIONAL: American Quarter Horse Museum
  • Amarillo Highlights Guided Motorcoach Tour
  • Cadillac Ranch
  • Jack Sizemore Travel and RV Museum
  • Route 66 Restored Area - shopping and lunch on your own
  • Bill's Backyard Classics

  • EN ROUTE OPTIONAL: Magnolia Gas Station Vega, TX
  • EN ROUTE Photo Op Stop: Geomathematical Center of Route 66 in Adrian, TX
  • Bare and Wild Creations Laser Cutting Demonstration
  • Dinner at Del's Restaurant

  • EN ROUTE OPTIONAL: Route 66 Auto Museum Santa Rosa, NM
  • Santa Fe Guided Walking Tour – visit the Plaza, 109 East Palace Avenue, Cathedral Park, Cathedral Basilica of St. Francis of Assisi, Loretto Chapel & more
  • Free Afternoon to Explore Santa Fe
  • Catered Dinner at Campground

  • EN ROUTE OPTIONAL: Route 66 Visitors Center
  • OPTIONAL: Sandia Peak
  • OPTIONAL: Visit Local Pueblos
  • Albuquerque Guided Motorcoach Tour
  • Private Motorcoach Transportation to all Activities
  • National Museum of Nuclear Science & History
  • Lunch at Route 66 Diner
  • Flamenco Show

  • EN ROUTE OPTIONAL: New Mexico Mining Museum
  • EN ROUTE: Photo Op at the Continental Divide
  • Dinner at the Historic El Rancho Hotel
  • Richardsons Trading Post Tour – tour and shop at the premier source for Native American arts
  • Gallup Cultural Center

  • Petrified Forest National Park – Self Drive through the Petrified Forest with ranger guided talk at Rainbow Forest Museum and short walk on the Giant Log Trail around the Petrified Forest.
  • Campground  Cookout - food, fun and friends!

  • EN ROUTE: La Posada Hotel
  • OPTIONAL: Lunch at the Turqouise Room La Posada Hotel
  • EN ROUTE: Stand on the Famous “Corner in Winslow, Arizona” from The Eagles song Take It Easy
  • EN ROUTE: Meteor Crater – the best-preserved meteorite impact site on earth
  • Museum of Northern Arizona Guided Tour
  • Black Barts Steakhouse and Musical Revue

  • Photo Op Arizona Route 66 Drive-Thru
  • Route 66 District Walking Tour
  • Local Dinner
  • Mohave Museum of History
  • Route 66 Museum and Power House Visitor's Center
  • The Bonelli House
  • OPTIONAL: Visit Oatman for Wild West Shootouts
  • Halloween Costume Party and Contest

  • Dinner at Calico House Restaurant
  • Barstow Murals
  • Route 66 Mother Road Museum
  • Western America Railroad Museum
  • Calico Ghost Town Tour

  • EN ROUTE OPTIONAL: California Route 66 Museum
  • Dinner at Coco Palms
  • Pasadena Highlights Guided Motorcoach Tour
  • Breakfast at the Donut Man
  • Rose Bowl Tour
  • Local Lunch
  • Petersen Auto Museum
  • Guided Pasadena Highlights Motorcoach Tour – Sony Picture Studio Tour, Central Market
  • Free Day to Explore Pasadena
  • OPTIONAL: Original McDonald's Museum
  • OPTIONAL: Wigwam Village Motel Teepees
  • OPTIONAL: Inland Empire Military Museum
  • Santa Monica Highlights Guided Motorcoach Tour – the famous Santa Monica Pier, the original Los Angeles area, shop on Olvera Street, guided tour of Union Station
  • The Famous Santa Monica Pier
  • Route 66 Completion Certificate
  • Photo Op End of Route 66 at Santa Monica Pier
  • Sunset Farewell Dinner at Santa Monica Beach
  • Goodbye Continental Breakfast – grab some food and coffee before we part ways



What's Included

 
  • Professionally Planned Route & Itinerary
  • Expert Guides – WagonMasters & TailGunners*
  • Trip Log with Turn-by-Turn Directions
  • Transportation to/from Included Activities
  • Gratuities for Included Meals & Excursions

Pricing & Payment Options

Pay by check and receive a deep discount, or choose our 0% interest, affordable monthly payment plan!

$15,595

2 Guests in Rig

$13,595

1 Guest in Rig

Making Tours Affordable

15% Deposit
Secure your spot with a 15% deposit and pay the rest by 05/22/2025.
Pay by Check Discount
No matter which payment option, if you pay by check you'll receive a discount according to this chart.

Ways to Save

Take advantage of these special offers to maximize the value of your next RV adventure!

Payment Options
We have various payment options, some of which offer deep discounts. Plus, we offer an interest-free, monthly payment plan to help you budget your vacation. Read More>>
Exclusive Travel Partners
We’re proud to be the official travel partner of some of the largest RV clubs and manufacturers in the world, which allow us to offer discounts to their members and customers. Read More>>
Frequent Traveler Credits
We appreciate you traveling with us, so we want to reward you with instant credit back on every tour you take. The more you travel, the greater the rewards! Read More>>
Refer & Earn
Receive future travel credits for each new customer you refer to us. Plus, learn how referrals can also increase your Lifetime Loyalty Rewards! Read More>>
Special Offers
By joining our email list, you’ll stay up to date on the latest tours and offers. Be in the know for any additional discounts to help you save even more! Read More>>
Exclusive Price Guarantee
Once you make your deposit, we guarantee the price! If our suppliers increase their prices, you won’t be stuck with any additional costs for your trip. Read More>>

Activity Level - LOW

Group Size

  • This trip has a group size up to 23 rigs plus WagonMasters & TailGunners* exclusive to 50 Day Route 66 Chicago to LA

Pacing

  • 2227 Driving Miles
  • 139 Average Daily Miles
  • 50 days, with 49 camping nights including 167 events & meals

Physical Requirements

  • Short to moderate walking distances (15 to 30 minutes); likely to include ramps and/or short runs of stairs. May include extended periods of standing or sitting.



    Tours require that you are responsible for yourself and your ability to get on and off all Transportation Services.



    Activity Ratings are intended to provide information for those who do not use mobility devices.



    If you require a mobility device, please be aware that guests must travel with a companion that is responsible for loading, unloading and securing their device on all excursions.



    Guests with mobility challenges and walking limitations may not be able to participate in all activities.

*TailGunners only on Caravans with 14 or more guest rigs

Trip Extensions

Many Guests Choose Pre- or Post-Trip Extensions

Chances are, you’re traveling quite far to join us on one of our tours. Why not make the most of it with pre- and post-trip extensions? By adding on another tour, it will give you the opportunity to extend your vacation and maximize your time in the geographical region. On this 50 Day Route 66 Chicago to LA trip, you will have no pre- or post trip extensions; however, we have 168 trips we offer that do.

Even though there’s an itinerary and planned route, we want you to enjoy your vacation to the greatest extent. With their unmatched understanding of the area and commitment to enriching your travel experiences, your WagonMasters will be there to help you choose and schedule the best optional activities that aren’t included in the itinerary. Here’s a sampling of the optional activities offered on the 50 Day Route 66 Chicago to LA trip:


    • On Day 8: Route 66 Twin Drive-In Movie Night

    • On Day 10EN ROUTE : Million Dollar Courthouse

    • On Day 16: Activities in Joplin

    • On Day 19Free Day To Enjoy Tulsa

    • On Day 19: Horse Racing at Will Rogers Downs

    • On Day 19: The Gold Driller Statue at Tulsa State Fairgrounds

    • On Day 19: Explore Cherokee Nation Area

    • On Day 19: Jim Davis Arms and Historical Museum

    • On Day 21EN ROUTE: Old Round Barn in Acadia, OK

    • On Day 21EN ROUTE: POPS Soda Fountain and Diner

    • On Day 25EN ROUTE : U Drop Inn 66

    • On Day 25EN ROUTE : Devil's Rope Museum

    • On Day 27: Amarillo Railroad Museum

    • On Day 27: Texas Route 66 Visitor Center

    • On Day 27: Texas Air and Space Museum

    • On Day 27Kwahadi Museum of American Indian Culture

    • On Day 27: American Quarter Horse Museum

    • On Day 29EN ROUTE : Magnolia Gas Station Vega, TX

    • On Day 29EN ROUTE Photo Op Stop: Geomathematical Center of Route 66 in Adrian, TX

    • On Day 30EN ROUTE : Route 66 Auto Museum Santa Rosa, NM

    • On Day 32EN ROUTE : Route 66 Visitors Center

    • On Day 32: Sandia Peak

    • On Day 32: Visit Local Pueblos

    • On Day 35EN ROUTE : New Mexico Mining Museum

    • On Day 39: Lunch at the Turqouise Room La Posada Hotel

    • On Day 42: Visit Oatman for Wild West Shootouts

    • On Day 45EN ROUTE : Elmer's Bottle Tree Ranch in Oro Grande

    • On Day 45EN ROUTE : California Route 66 Museum

    • On Day 48: Original McDonald's Museum

    • On Day 48: Wigwam Village Motel Teepees

    • On Day 48: Inland Empire Military Museum




Customer Reviews

There’s no better way to learn what a trip is like than from the firsthand experiences of your fellow travelers. Our Traveler Reviews are the real deal—unbiased and unedited—giving you an honest appraisal of the experiences that await you on this trip.

 
 

Protect Your Travel Investment with Trip Cancellation Insurance

 

RV travel is fun and exciting, but the unexpected can happen. Losing the cost of a trip due to cancellation or an unexpected medical emergency during your trip can add the expense of physicians, hospitalization, or a medical evacuation, all of which can be overwhelming.

Travelers want to move about with confidence and peace of mind that comes from protecting both their health and finances. There are NO infectious disease exclusions - meaning that COVID-19 is covered as any other illness.

TME Travel Insurance provides a suite of insurance options for all styles of travel. Additional benefits are available when you purchase COMPREHENSIVE TRIP CANCELLATION, such as optional Cancel For Any Reason (CFAR) coverage on the TME Elite Plan when purchased within 14 days of booking your tour. Plans cover both domestic and international travel.

Learn more >>

 

Frequently Asked Questions (FAQs)

General

Fantasy RV Tours offers two different types of RV vacations: Caravans and Rallies. An RV Caravan is a professionally-guided tour that travels from destination to destination on a pre-planned route. A Rally is also pre-planned and led by professional Travel Ambassadors, but explores one area or event, e.g. Rose Parade or Washington DC. To learn more, click here.

On each of our RV Tours, you’ll be led by professional leaders – WagonMasters and TailGunners – who are collectively known as Travel Ambassadors. To learn more and to meet our ambassadors, click here.

We often suggest scattered travel during a caravan with groups of 2 to 4 RVs traveling at a safe distance apart who may enjoy similar points of interest. Of course, you may travel independently at your own pace – enjoying sites and side trips. Your Travel Ambassadors are there to ensure safety for the entire group. It’s your vacation, so we offer options – we want you to enjoy safety, comfort and freedom. Typically, in Mexico, guests prefer to travel convoy style.

Yes. You’ll want to make reservations early to reserve your space. Reservations are prioritized in the order received. Most of our caravans are limited to 22 RVs, while rallies are determined individually.

Yes! Budget your vacation with our interest-free monthly payment program and reserve your spot with the first month’s payment. You can also secure your spot with just a 15% deposit and, no matter which payment option you choose, if you pay by check, you’ll receive a discount. For more details, click here or contact our Customer Support Team at 800-952-8496.

Yes. With every tour you take, it pays in savings! For each Rally, you’ll earn $50 in future travel credits. For each Caravan, you’ll earn $100 in future travel credits. You can also build your way up to different status levels that earn you additional benefits. For full program details, click here.

Yes. When a new customer is referred by you and completes their tour, you’ll receive $50 in future travel credits for a Rally and $100 in future travel credits for a Caravan. For full program details, click here.

Yes and no. Caravans require an RV; whether owned or rented. Some of our rallies have an option to stay in a cabin or hotel, which is indicated in the tour information. If traveling in an Overseas caravan, an RV rental will be provided.

 

Tour Reservations

Our tour prices include all RV site accommodations, meals, events and activities as listed on the itineraries. To see a full list of what’s included in all tours, click here.

No. The price listed (2 Person Price/Rig) is the total price for 2 people in 1 rig. The 1 person price/rig is the total price for 1 person in 1 rig. The Add’l Person Price/Rig is the price of each additional person beyond the 2 Person Price/Rig.

We have various payment options, some of which offer deep discounts. For more details, click here or contact our Customer Support Team at 800-952-8496.

Once you make your deposit, we guarantee the price! If our suppliers increase their prices, you will not be stuck with an additional cost for your trip. Beware of other tour companies that add a surcharge for tours purchased with a credit card or who reserve the right to raise their price after you make your initial reservation.

We reserve the right to substitute accommodations, transportation and/or itineraries when we deem it necessary or advisable.

If you need to switch your tour up to 150 days prior to departure, your tour monies will be transferred less a switch fee. To view the full details, click here.

If you need to cancel your reservation, please call us at 800-952-8496. To view the full details of our cancellation policy, click here.

We facilitate trip cancellation insurance on our website via TME Travel Insurance. To learn more, click here.

Our partnerships with Family Motor Coach Association (FMCA), Good Sam Club, AIM Club & Winnebago allow us to offer exclusive discounts not available to the general public or any other tour company. Occasionally we offer additional discounts. Call 800-952-8496 for the latest offers.

 

Getting Ready for Your Tour

You will receive a pre-rally information packet approximately 90 days before the tour begins, which includes the detailed itinerary, a vehicle preparation checklist, travel tips, medical forms and the contact information for your WagonMasters.

Make sure your vehicle(s) is in top condition before you leave home. Have in your possession the warranty packet and information that came with your motorhome, fifth-wheel, or travel trailer. Know the name of the dealer and location of the original purchase, factory telephone numbers, warranty numbers, as well as year, make, and model in order to get parts delivered quickly, if necessary.

Use the Vehicle Preparation Checklist (provided in the pre-rally information packet) to assure your equipment is ready for the tour. Most people travel without ever having a breakdown. In fact, you will probably complete your tour and never have any kind of mechanical problem. Your Travel Ambassadors will do a basic vehicle inspection before the tour begins and advise you of any potential problems or recommended things to do to help preclude any damage to your vehicle.

On traveling caravans, we recommend a tow vehicle to maximize your freedom. Most caravans have free days to explore but ultimately, it is an individual preference to tow.

Passports are required for Canada, Mexico and Overseas tours. Please note: Some USA tours require passports if they travel into Canada.

You are required to have a Travelers Visa, but we’ll take care of obtaining and paying for the visa once we receive a copy of your passport. We’ll send this information to you a few months before the tour begins.

Yes. You must have a Mexico Liability policy for each motorized vehicle and we’ll provide you with information regarding purchasing the liability policy.

YES! We are a pet friendly company. However, it is your responsibility to care for your pet. During Polar Bear tours – you will be away from your pet 3 nights. Canadian Atlantic Province tours with an overnight ferry crossing – you will be away from your pet 1 night. There are pet accommodations available for those tours. Pet care fees are your responsibility. Canada and Mexico require proof of rabies vaccination.

On caravans with less than 25 rigs, your WagonMaster will make an introductory call to each guest on the tour after you receive your customer packet. On all other caravans and rallies, you will be contacted by email which will include direct contact information for your WagonMaster. 

No. Many of our guests enjoy arriving early or extending their trip once the Caravan is over, so we want to give you the freedom to do so. We’ve also found that guests prefer traveling on specific airlines, flying at certain times of the day or booking their flights with frequent traveler miles. We want to give you the ultimate freedom to fully maximize your vacation.

Any in-country flights that are listed on the itinerary are included in the price of the tour.

 

While on Tour

Before the tour begins, we’ll provide you with a comprehensive, up-to-date, field-researched Trip Log with turn-by-turn directions and popular landmarks.

Tips for meals, bus drivers and special guides are included in the tour price. Customers should feel free to tip any service providers they feel go ‘the extra mile’. Gratuities are certainly welcome, but not required for your WagonMaster and TailGunner – they strive to provide exemplary service, above and beyond the call of duty during your entire tour.

Typically, ferry fees are included unless stated otherwise on the itinerary.

If you have special dietary needs, notify your WagonMaster before the tour begins. Some of the vendors we use will be able to accommodate and some do not have the ability to do so. Be prepared with your own food substitution for situations in which your special food need cannot be accommodated.

To ensure you have a safe and enjoyable vacation, each tour has an Activity Rating, which is indicated in the tour information. Most tours include walking tours and guided excursions aboard buses, boats, trains, subways and planes. This scale will help you decide if you can participate in all activities included with each tour. Guests with mobility challenges and walking limitations may not be able to participate in all activities.

Activity Ratings are intended to provide information for those who do not use mobility devices. If you require a mobility device, please be aware that guests are responsible for loading, unloading and securing their device on all excursions. Some of our tours prohibit the use of Scooters, which is indicated in the tour information.

Certain tours are not scooter or wheelchair accessible, which is indicated in the tour information. On tours where all mobility devices are allowed, guests relying on the aid of walkers, crutches or other mobility devices must travel with a companion capable of assisting. Guests with mobility challenges may not be able to actively participate in all activities included in the tour itinerary.

We always strive to reserve as many 50 amp spaces as possible. However, some campgrounds will not have enough 50 amp spaces for everyone. At most campgrounds, 30/50 amp power is standard. Please note that some campgrounds in Alaska, Canada and Mexico may be more primitive than in the Lower 48. Be prepared to use limited power or dry camp on a few occasions.

On most days, WagonMasters hold nightly travel meetings to brief you on the next day’s activity schedule. In addition, the WagonMasters will have a whiteboard in the front window of their RV that has the daily schedule and any changes that may have occurred.

We use family radios and cell phones. Your WagonMaster will explain the best means of communication for the next day’s travel at the nightly travel meeting.

There may be opportunities in which you may want to enjoy side trips and optional tours that are not included in the price of the Caravan. Our WagonMasters & Tailgunners are available to assist you with suggestions of popular activities in the area to make the most of your vacation.

Our Travel Ambassadors are ready to help when a mechanical problem or medical emergency arises. However, if this prevents you from continuing the tour, you may receive a credit toward a future tour less any non-refundable expenses incurred by Fantasy RV Tours on your behalf.