Your comfort, safety, and complete satisfaction are our highest priorities throughout your 15-day journey from Chicago to Los Angeles. This comprehensive vacation package includes everything you need for a completely stress-free and memorable American road trip experience. Complete Package Inclusions: • Return international flights from major UK airports with generous checked baggage allowances. • Intermediate SUV hire with full insurance and unlimited mileage for the duration of the trip. • Luxury 4-star and 5-star hotels in prime locations near major attractions. • Private airport transfer upon arrival to your hotel and car hire depot. • 24/7 emergency assistance and multilingual travel support team. • Comprehensive pre-departure travel documentation, a detailed road map, and insider tips. • Flexible payment plans with low deposits from £199 per person. • Full ATOL financial protection for complete peace of mind. Why book with SuperDestinations: We specialize in creating exceptional American vacation experiences that combine authentic cultural immersion with luxurious comfort and exceptional value. Moreover, our travel specialists have personally driven stretches of this route and carefully vetted every hotel and key attraction in your itinerary. Furthermore, with over 15 years of experience designing luxury USA holidays, we ensure every detail not only meets but exceeds your expectations. Additionally, our partnerships with premium hotels and leading airlines allow us to offer competitive pricing and exclusive service. Flexible Customization Options: Choose your preferred travel dates from our extensive availability throughout 2026, 2027, and 2028. Furthermore, upgrade your vehicle to a convertible or luxury SUV for the ultimate road trip. Additionally, add exclusive experiences including helicopter tours over the Grand Canyon, VIP show tickets in Las Vegas, or private guided city tours. Moreover, extend your stay in any city to explore more thoroughly. Consequently, our expert travel consultants work closely with you to create a personalized itinerary. Safe, Secure & Protected Travel: Travel with complete confidence knowing your vacation is comprehensively protected. Therefore, we partner exclusively with reputable international airlines, premium hotel brands, and trusted car hire companies to guarantee the highest standards of safety and quality. Furthermore, our 24/7 UK-based support team is always available for assistance or emergency support. Consequently, full ATOL protection provides financial security and peace of mind.
Why You'll Love It
Experience an extraordinary Route 66 Holiday, the ultimate American road trip from Chicago to Los Angeles, with unmatched luxury over 15 incredible days. Moreover, this thoughtfully curated package delivers unforgettable memories as you cross eight states and three time zones. Furthermore, our expertly planned itinerary perfectly balances must-see attractions with leisure time for personal discovery. Therefore, every moment maximizes your vacation enjoyment while maintaining a relaxed, comfortable pace for this once-in-a-lifetime journey.
This comprehensive package includes return flights from major UK airports, luxury 4-star hotels, and 14-day intermediate SUV hire with full insurance. Additionally, a private airport transfer on arrival ensures a smooth start to your adventure. Moreover, ATOL protection guarantees complete financial security and peace of mind. Furthermore, 24/7 multilingual concierge support provides assistance whenever needed. Therefore, stress-free travel is guaranteed from your UK departure to your safe return home.
Stay in handpicked luxury hotels offering premium amenities, prime locations, and authentic local character, from historic city landmarks to comfortable desert retreats. Furthermore, each property has been personally inspected by our travel specialists for quality and service. Meanwhile, modern comforts ensure complete relaxation after a day on the road. Additionally, strategic locations provide easy access to attractions and dining. Consequently, your accommodations become a vital, luxurious part of your Route 66 Holiday experience.
Save 28% on this exceptional Route 66 Holiday package with our current promotional pricing. Moreover, flexible payment plans with deposits from just £199 per person make this iconic luxury road trip highly accessible. Additionally, early booking discounts and seasonal offers can maximize your savings. Furthermore, complimentary room upgrades are often available subject to availability at select properties. Therefore, reserve today for the best pricing, preferred travel dates, and guaranteed availability for your adventure.
Day by Day
Welcome to Chicago! Upon arrival, a private transfer will take you to your luxurious downtown hotel. Moreover, the rest of the day is yours to settle in and perhaps take a stroll along the magnificent Lake Michigan shoreline.
Today is for discovering the architectural wonders of the Windy City. Furthermore, you can explore Millennium Park to see the famous Cloud Gate sculpture. Subsequently, consider an architectural river cruise for stunning views of the city’s iconic skyscrapers.
Enjoy a full day at your leisure in Chicago. Therefore, you could visit world-class institutions like the Art Institute of Chicago or ascend the 360 Chicago observation deck. In the evening, immerse yourself in the city’s legendary live blues music scene.
Pick up your hire car and officially begin your legendary drive on Route 66. Your first leg takes you through the Illinois countryside to the state capital, Springfield. Furthermore, this city is rich in Abraham Lincoln history, offering a deep dive into American heritage.
Continue your journey southwest to St. Louis, Missouri. The iconic Gateway Arch, a symbol of westward expansion, dominates the skyline. Therefore, take a tram ride to the top for breathtaking panoramic views of the Mississippi River.
Travel through the scenic Ozark Highlands to Springfield, Missouri, recognized as the official birthplace of Route 66. Moreover, this is a great opportunity to explore more classic roadside motels and diners that evoke the highway’s golden age.
Drive through Kansas and into Oklahoma, the state with the most drivable miles of the original Mother Road. Furthermore, your destination is Oklahoma City, where you can explore the vibrant Bricktown district and the poignant Oklahoma City National Memorial.
Head into the Texas Panhandle to Amarillo. This leg of the journey is famous for its vast, open landscapes. Consequently, a must-see stop is the quirky and iconic Cadillac Ranch, a unique public art installation just outside the city.
Journey into New Mexico, the ‘Land of Enchantment,’ arriving in the beautiful city of Santa Fe. Moreover, the city’s unique Pueblo-style architecture and thriving arts scene make it a highlight of the trip. Therefore, take time to explore the historic Plaza.
A full day to immerse yourself in Santa Fe’s rich culture. Furthermore, you can browse the numerous art galleries on Canyon Road, visit historic missions, and savor the unique flavors of northern New Mexican cuisine. The city’s atmosphere is truly captivating.
Travel through Arizona’s stunning desert landscapes towards Holbrook. On the way, you can visit the Petrified Forest National Park, a surreal landscape of fossilized trees. Additionally, Holbrook itself is home to the iconic Wigwam Motel.
Today you journey towards the dazzling oasis of Las Vegas. The drive offers a dramatic change in scenery as you leave the quiet desert behind. Moreover, you could take a detour to see the awe-inspiring Grand Canyon National Park.
Enjoy a full day to experience the spectacle of Las Vegas. Furthermore, you can explore the famous Strip, try your luck in a casino, or see a world-class show. The city offers an endless array of entertainment options for every taste.
Drive the final leg of your historic journey, crossing the Mojave Desert into California. Your adventure concludes as you reach the Santa Monica Pier in Los Angeles, the official end of Route 66. Consequently, it’s a perfect moment for celebration.
Your incredible Route 66 adventure comes to an end. Depending on your flight schedule, you may have some time for last-minute souvenir shopping before returning your car and heading to Los Angeles International Airport (LAX) for your flight home.
Where You'll Stay
4-star hotel
Located in the heart of the city's theater district, The Palmer House Hilton is a legendary Chicago landmark. Moreover, this historic hotel boasts opulent, French-inspired interiors and grand public spaces. Furthermore, guests can enjoy modern rooms, a state-of-the-art fitness center, and an indoor pool. Its prime location provides easy walking access to Millennium Park and the Art Institute of Chicago, making it an ideal start to your journey.
4-star hotel
The State House Inn in Springfield offers comfortable accommodations with a focus on the city's rich political history. Consequently, it is ideally situated near the Abraham Lincoln Presidential Library and Museum. Moreover, the hotel provides spacious rooms and complimentary breakfast, ensuring a restful stay. Therefore, it serves as the perfect base for exploring the legacy of one of America's greatest presidents.
4-star hotel
With its unbeatable location next to the iconic Gateway Arch, the Hyatt Regency St. Louis offers spectacular views. Furthermore, this modern hotel features stylish rooms, multiple dining options including a revolving rooftop restaurant, and excellent amenities. Additionally, its central position allows for easy exploration of downtown St. Louis's attractions, from Busch Stadium to the Mississippi riverfront.
4-star hotel
The University Plaza Hotel in Springfield, Missouri, offers a blend of comfort and convenience. Moreover, as a full-service hotel, it features spacious guest rooms, an indoor pool, and several on-site dining options. Furthermore, its location provides easy access to Missouri State University and the historic downtown area, which is celebrated as the birthplace of Route 66.
4-star hotel
The Skirvin Hilton is a beautifully restored historic hotel in the heart of Oklahoma City. Furthermore, it combines timeless elegance with modern luxury, featuring opulent decor and well-appointed guest rooms. Guests can enjoy live jazz music in the hotel's lounge and dine at the renowned Park Avenue Grill. Consequently, its central location makes it perfect for exploring the vibrant Bricktown district.
4-star hotel
Situated in Amarillo's bustling downtown, the Embassy Suites offers spacious two-room suites, perfect for relaxing after a day on the road. Moreover, every stay includes a complimentary made-to-order breakfast and an evening reception. Additionally, the hotel's amenities, such as an indoor pool and fitness center, provide a comfortable and welcoming atmosphere for all travelers.
4-star hotel
Nestled in a historic 300-year-old building just steps from the Santa Fe Plaza, this Hilton hotel blends cultural charm with modern comfort. Furthermore, the property features traditional Southwestern decor, a relaxing outdoor pool, and an on-site restaurant serving local cuisine. Therefore, it is the perfect authentic base from which to explore the city’s famous art galleries, museums, and unique shops.
4-star hotel
La Posada is one of the last great railroad hotels, a true masterpiece of architecture and a registered National Historic Landmark. Moreover, each room is uniquely decorated and named after a famous person who has stayed there. Furthermore, the hotel features beautiful gardens, the Turquoise Room restaurant, and a fascinating art gallery. Consequently, a stay here is an unforgettable historic experience.
5-star hotel
The Bellagio is the epitome of Las Vegas luxury, famous for its spectacular fountain show and opulent European-style design. Moreover, guests can indulge in world-class dining, high-end shopping at Via Bellagio, and stunning floral displays at the Conservatory & Botanical Gardens. Furthermore, the hotel's elegant rooms, multiple pools, and premier casino offer an unparalleled Vegas experience.
4-star hotel
Located at the heart of Hollywood with direct access to the Hollywood & Highland entertainment complex, Loews Hollywood Hotel offers a touch of glamour. Moreover, rooms provide stunning views of the Hollywood Hills or the city skyline. Additionally, the hotel features a rooftop pool with private cabanas and is steps away from the TCL Chinese Theatre and the Hollywood Walk of Fame, providing a perfect end to your journey.
All prices are per person based on two adults sharing. Includes return flights and accommodation. Click any month to enquire.
| ✈ Flights | Return flights from UK included |
| 🧳 Baggage | 23kg checked baggage |
| 🏛 Hotel | 15 nights accommodation |
| 🚌 Transfers | Private airport transfers |
| ✈ Airport Taxes | All airport taxes included |
| 💳 Deposit | 30% per person to secure booking |
Experience the ultimate Route 66 Holiday with our expertly curated 15-day luxury road trip across the heart of America. Moreover, this comprehensive package combines premium accommodations in iconic cities, comfortable car hire, and seamless flights from the UK. Therefore, every moment of your journey from Chicago to Los Angeles is designed for your complete satisfaction and unforgettable discovery.
Our Route 66 Holiday delivers an unmatched blend of nostalgic adventure and modern luxury. Furthermore, we've partnered with distinguished hotels and premium airlines to ensure exceptional service from departure to return. Consequently, you can immerse yourself in the culture of the Mother Road with total peace of mind. Additionally, our 24/7 concierge support ensures a stress-free and seamless travel experience throughout your iconic American journey.
Your Route 66 Holiday begins in the magnificent city of Chicago. Furthermore, this vibrant metropolis offers world-class architecture, incredible museums, and a legendary blues music scene. Therefore, your first few days are filled with urban exploration and cultural immersion. Meanwhile, your luxury hotel provides the perfect base for adventure and relaxation before you hit the open road.
Leaving Chicago, your adventure winds through the very soul of America. Consequently, you will discover charming small towns, quirky roadside attractions, and the sweeping landscapes of the Midwest. From the plains of Illinois to the rolling hills of Missouri and the vast expanses of Oklahoma and Texas, each day brings new sights. Moreover, this part of your journey is where the true spirit of Route 66 reveals itself.
The final leg of your journey takes you into the stunning landscapes of the American Southwest. Furthermore, the scenery shifts dramatically to red rock deserts and enchanting artistic enclaves like Santa Fe. Therefore, you will experience a profound sense of freedom and wonder. Finally, your adventure concludes with the glitz of Las Vegas before reaching the Pacific Ocean in Los Angeles, the historic end of the Mother Road.
This meticulously planned itinerary balances iconic sightseeing with ample time for spontaneous discovery. Moreover, each day offers flexibility, allowing you to explore at your own pace. Therefore, you can fully absorb the culture and history of this legendary highway. Additionally, our expert recommendations help you uncover hidden gems and authentic experiences along the way.
Stay in handpicked 4-star and 5-star hotels throughout your Route 66 Holiday. Furthermore, each property has been selected for its prime location, exceptional service, and premium amenities. Consequently, you enjoy comfort and elegance every night after a day of exploration. Meanwhile, these hotels serve as luxurious retreats, enhancing your overall journey from start to finish.
Prepare for your incredible Route 66 Holiday with these important details. Furthermore, careful planning ensures a smooth and enjoyable road trip. Therefore, please review all requirements well before your departure date. Additionally, our dedicated team provides you with comprehensive pre-travel guidance and documentation.
Super Destinations specializes in crafting unforgettable luxury American road trips. Moreover, our 15+ years of dedicated experience guarantee exceptional service and insider knowledge. Therefore, thousands of discerning travelers trust us to deliver perfection every year. Furthermore, our competitive pricing and exclusive partnerships provide outstanding value without compromise. For more official information, visit the Official USA Tourism Board. Explore more of our luxury tour packages today.
Reserve your dream Route 66 Holiday from just £1829 per person. Moreover, we offer flexible payment plans to make your dream trip a reality. Therefore, this iconic luxury adventure is more accessible than ever. Additionally, early booking discounts often apply for select dates. Consequently, secure your place on the Mother Road today to guarantee the best availability and pricing.
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