Historic Route 66 Chicago to Los Angeles

Duration: 15 Nights

Start/Finish: Chicago, California
14th January 2026
Tour Highlights

In 2026, iconic Route 66 will celebrate its centennial, marking 100 years since the historic highway was officially designated. This milestone is a golden opportunity to explore one of the most famous roads in American history.

Itinerary

📅  14th January 2026 15 nights from only £1,865 per person

🚗 Car Hire Intermediate MAZDA 3 4 Door or Similar included

🌟🌟 Special offer of No one way drop off fees 🌟🌟

🌟 Prices based on 1 driver & 2 adults sharing a room

🏰 Best Western Grant Park Hotel, Chicago, IL 2 Nights

🏰  Ramada by Wyndham Springfield North,Springfield, IL 1 Night

🏰  Courtyard St. Louis Downtown, St Louis, MO 1 Night

🏰  Best Western Route 66 Rail Haven ,Springfield, MO “Birthplace of Route 66.” 1 Night

🏰  Best Western Plus Executive Residency ,Oklahoma City, OK 1 Night

🏰  Hilton Garden Inn, Amarillo, TX 1 Night

🏰  Best Western Plus Rio Grande Inn, Albuquerque, NM 1 Night

🏰  Quality Inn Holbrook, AZ 1 night

🏰  Best Western Plus Inn of Williams, AZ 2 Nights

🏰  Circus Circus Las Vegas, NV 2 Nights

🏰  Best Western Plus Manhattan Beach, CA 2 Nights

Accommodation

🏰 Best Western Grant Park Hotel, Chicago, IL 2 Nights

🏰  Ramada by Wyndham Springfield North,Springfield, IL 1 Night

🏰  Courtyard St. Louis Downtown, St Louis, MO 1 Night

🏰  Best Western Route 66 Rail Haven ,Springfield, MO “Birthplace of Route 66.” 1 Night

🏰  Best Western Plus Executive Residency ,Oklahoma City, OK 1 Night

🏰  Hilton Garden Inn, Amarillo, TX 1 Night

🏰  Best Western Plus Rio Grande Inn, Albuquerque, NM 1 Night

🏰  Quality Inn Holbrook, AZ 1 night

🏰  Best Western Plus Inn of Williams, AZ 2 Nights

🏰  Circus Circus Las Vegas, NV 2 Nights

🏰  Best Western Plus Manhattan Beach, CA 2 Nights

Info

🛣️ The Ultimate Route 66 Road Trip

A legendary journey from Chicago to California, Route 66 is packed with history, adventure, and nostalgia.

📍 Chicago, IL – The Starting Point

Explore Millennium Park, snap a selfie at “The Bean” 📸 , and enjoy deep-dish pizza 🍕 before finding the “Route 66 Begins” sign.

🏛️ Springfield, IL – Lincoln’s Legacy

Tour the Lincoln Home National Historic Site 🏠 and try the famous horseshoe sandwich 🥪 .

🌉 St. Louis, MO – The Gateway to the West

Ride to the top of the Gateway Arch 🎡 for city views and enjoy St. Louis-style ribs 🍖 .

🚗 Springfield, MO – Route 66 Nostalgia

Stay in a retro motel 🏨 , visit the Route 66 Car Museum 🚘 , and soak in classic Americana.

🤠 Oklahoma City, OK – Cowboy Culture

Explore the Oklahoma City National Memorial 🕊️ and enjoy the lively Bricktown District 🍽️ .

🎨 Amarillo, TX – Cadillac Ranch & Big Eats

Spray-paint the cars at Cadillac Ranch 🎨🚙 and take on the 72oz steak challenge 🥩 at The Big Texan.

🌅 Albuquerque, NM – Southwest Charm

Wander Old Town Albuquerque 🏜️ , admire adobe architecture 🏡 , and catch a desert sunset 🌄 .

🦖 Holbrook, AZ – Dinosaurs & Petrified Forests

Stay at the Wigwam Motel , visit the Petrified Forest 🌲 , and snap a pic with giant dinosaurs 🦕 .

🏕️ Williams, AZ – Grand Canyon Gateway

A classic Route 66 town 🏙️ with neon signs, diners, and access to the Grand Canyon 🏞️ .

🎰 Las Vegas, NV – Neon Lights

Hit the Las Vegas Strip 🌟 for casinos 🎲 , shows 🎭 , and endless entertainment 🎶 .

🌊 Santa Monica, CA – The End of the Trail

Prices

✈️ Depart Dublin from £1,865 per person

✈️ Depart London LHR from £1,977 per person

✈️ Depart Manchester from £2,081 per person

✈️ Depart  Edinburgh from £2,073 per person

✈️ Depart Newcastle from £2097 per person

🌟 Book today £150 per person

Price
From only £1865 per person
Rating