Route 66 Guided Bus Tours

Chicago, IL, USA

TL
Two Lane America
  • Email address verified
46 reviews
Duration: 13 days
Group size: 22 - 49
Route 66 Guided Bus Tours
Chicago, IL, USA

Two Lane America
  • Email address verified
46 reviews

Duration: 13 days
Group size: 22 - 49

About this trip

Check the dream off your bucket list with our Route 66 guided bus tours..


The fabled “Mother Road” is a bucket-list trip for millions of people. Be one of the Road Warriors that make the dream a reality! Imagine hitting the pavement on this 13-day trip of a lifetime with zero planning required.


Starting in Chicago, you'll travel on a comfortable motorcoach with both a driver and tour guide handling all the heavy lifting!  We'll show you all the best spots and handle all the hotels, attractions, and more!

Dates and Pricing

2025 is SOLD OUT


Unfortunately, we will not be continuing the bus tours in 2026.

Want more info?

Have questions? Click here for FAQ about this tour!


We're also always available via [email protected] for any other questions you may have! If you have a specific situation that doesn't fit the regular packages offered, please reach out as well!

Other trips offered by Two Lane America

Trip itinerary at a glance

Trip Start: Chicago, IL

Trip End: Los Angeles, CA

States: 9 (IL, MO, KS, OK, TX, NM, AZ, NV, CA)

Mileage: Approx. 2,400


Day 1: Chicago, IL, Day 2: Chicago to Litchfield, IL, Day 3: Litchfield to St. Louis, Day 4: St. Louis to Springfield, MO, Day 5: Springfield to OKC, Day 6: Oklahoma City, Day 7: OKC to Amarillo, Day 8: Amarillo to Albuquerque, Day 9: Santa Fe Day Trip, Day 10: ABQ to Winslow, AZ, Day 11: Winslow to Grand Canyon to Williams, AZ, Day 12: Williams to Las Vegas, NV, Day 13: Vegas to LA

What’s included

  • Transportation
    seat on comfortable motorcoach
  • All hotel accommodations
    13 nights of quality hotels including 2 historic hotels!
  • 18 meals
    13 breakfasts, 2 lunches, 3 dinners
  • All group activities
    Multiple museums, 3 national parks, tons of old filling stations, and more!
  • Tour Guide
    Route 66 expert guiding you the whole way to LA
  • Some porterage
    Some porterage of 1 bag depending on the hotel
  • Airport/Train Transfer
    ride to hotel from any Chicago airport or train station, ride to LAX after trip
  • and much more...
    Trip tote bag, All parking fees and highway tolls, Souvenir-quality guide book, Guided tour of Santa Fe, NM, On-the-road snacks/water, Custom Spotify music playlists, shuttle buses in STL and LA

What’s not included

  • Any meals not mentioned
    did you really want to eat with us each night anyway?
  • Souvenirs
    and believe us, you'll buy a bunch!

Available Packages

Dual Occupancy (per person)
Deposit: $250
Sold Out

2 people/1 hotel room (Be sure to select 2 of these at registration so total equals $6400)

$3,200
Deposit: $250
Solo Occupancy
Deposit: $250

1 person/1 room

$3,875
Deposit: $250

Available Add-Ons

Pre-Night in Chicago
$300

Includes all taxes/fees at the Palmer House (Does not include breakfast)

Post-Night in LA
$200

Includes all taxes/fees, and breakfast at the Homewood Suites LAX



Itinerary

Day 1
Chicago: Beginning of the Trail!

Begin your adventure in America’s third largest city, Chicago, as you meet your fellow travelers for a welcome dinner and trip briefing. This is a perfect opportunity to try Chicago’s famous deep-dish pizza!


Featured Stops: Exchequer Restaurant, "Route 66 Begins" sign

Included Meals: Dinner

Hotel: Palmer House Hilton

Your Organizer


TL
Two Lane America
46 reviews
For the better part of a decade, Two Lane America has been on the road in some capacity with Route 66 always being a cornerstone of our travels. Austin Coop, founder and lead tour guide, has personally traversed the 2,400+ miles of Route 66 dozens and dozens of times. His love for the Mother Road led to lifelong friendships and partnerships with the small businesses and funky roadside attractions along the way.

Reviews

Absolutely AWESOME!! The best guided road trip I’ve ever been on. Austin is extremely knowledgeable and had all the arrangements and accommodations scheduled in advance. I was planning on doing Rt 66 myself and came across his add. Glad I signed up, we stopped at places I wasn’t even considering. Big mistake on my part. This is a road trip everyone should take at least once. I would definitely use Two Lane America again.
By Tony M for Route 66 Guided Car Caravans on Jul 16, 2025
Austin makes the trip stress free and fun !!!
By Rick T for Route 66 Guided Car Caravans on Jul 14, 2025
Thoroughly enjoyed the entire adventure. From the initial start to the end of the tour. The places we saw and experienced to the new friends we made all added to lifelong memories we made along the way. Can’t say enough about our host Austin for all the planning he put into the day to day adventures. Would highly recommend the tour venue to any one looking for adventures. THANK YOU😎
By G Douglas W for Route 66 Guided Car Caravans on Jul 13, 2025
The trip was Fantastic! I was planning the trip myself until I ran across Two Lane America. Austin's knowledge of RT 66 added so much more than I could have planned myself. The accommodations were great and I look forward to booking another Caravan with Two Lane for the New England trip this fall. JT
By Joe T for Route 66 Guided Car Caravans on Jul 08, 2025
The wife and I, two high school buddies and their wives scheduled the west to east trip starting June 7th. We met up with Austin and two other couples that also joined the trip. From our first meeting with Austin the complete trip was executed flawlessly. Water and snacks were always at hand in the back of Austin’s van. The nightly accommodations were top notch, meals presented were excellent, and with the provided radios, communication between autos was never a problem. We were always to check on each others progress. Early on the trip Austin was able to accommodate special needs such as knowing if a wheel chair might help when visiting a sight. Devising the trip over thirteen days leaves plenty of time to visit many places but not spend a bunch of time driving. I enjoyed driving the actual old Route 66 pavement and visiting the sites along the way. Very much enjoyed the trip and kudos to Austin for making for an excellent trip. Jeff Thompson
By Jeff T for Route 66 Guided Car Caravans on Jul 07, 2025
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