Chicago
Route 66 to Oasis Live in Las Vegas
Drive Route 66 from Chicago to Santa Monica with car hire, a Joshua tree horse ride and your ticket to see Oasis live in Las Vegas

- Departure
- 07-Aug-2027
- Duration
- 18 nights
- Region
- USA
- Depart point
- Heathrow
- Holiday type
- Music
- Deal number
- SLT106222
- Airline
- TAP Air Portugal
Quick itinerary
Chicago - St Louis - Springfield - Oklahoma City - Amarillo - Santa Fe - Gallup - Monument Valley - Flagstaff - Kingman - Las Vegas - Los Angeles
from £4,449
Begin with two nights in Chicago before travelling through St Louis, with an included small group tour, and Springfield, Missouri, where classic diners, historic landmarks and authentic road trip culture bring the Mother Road to life. Heading deeper into America's heartland, stay in Oklahoma City with breakfast included and time to explore Bricktown, historic Stockyards City and the moving Oklahoma City National Memorial.
Continue through Amarillo and into the striking landscapes of New Mexico, staying in Santa Fe and Gallup, where Native American heritage, vibrant art scenes and desert scenery create a fascinating contrast to the cities left behind. In Arizona, stay in Monument Valley and Flagstaff, then spend two nights in Kingman, giving you time for a self-drive visit to the spectacular West Rim of the Grand Canyon.
An included Arizona self-guided driving commentary enhances the journey, and from Kingman you ride through an ancient Joshua tree forest, with lunch and a singing cowboy. Then spend two nights on the Las Vegas Strip and watch Oasis live at Allegiant Stadium with special guest Richard Ashcroft, before rejoining Route 66 at Barstow for the final run to two nights in Santa Monica, where the road meets the Pacific.
What’s included
- Flights from the UK to Chicago, returning from Los Angeles
- 16 days' full-size hire car with tax, insurance, unlimited mileage and one-way drop-off fee from Chicago to Los Angeles included
- 2 nights’ 4-star room-only accommodation in Chicago (in hotel featured or similar)
- 1 night’s 3-star bed-and-breakfast accommodation in St Louis, Missouri (in hotel featured or similar)
- Small group walking tour of St Louis
- 1 night’s 4-star room-only accommodation in Springfield, Missouri (in hotel featured or similar)
- 1 night’s 3-star bed-and-breakfast accommodation in Oklahoma City (in hotel featured or similar)
- 1 night’s 4-star bed-and-breakfast accommodation in Amarillo, Texas (in hotel featured or similar)
- 2 nights’ 3-star bed-and-breakfast accommodation in Santa Fe, New Mexico (in hotel featured or similar)
- 1 night’s 3-star bed-and-breakfast accommodation in Gallup, New Mexico (in hotel featured or similar)
- 1 night’s 3-star bed-and-breakfast accommodation in Kayenta - Monument Valley on the Navajo Reservation (in hotel featured or similar)
- 1 night’s 4-star bed-and-breakfast accommodation in Flagstaff, Arizona (in hotel featured or similar)
- Arizona Route 66 self-guided driving tour commentary
- 2 nights’ 3-star bed-and-breakfast accommodation in Kingman, Arizona (in hotel featured or similar)
- Guided horseback ride through the Joshua tree forest at Grand Canyon Western Ranch, with lunch and a singing cowboy
- 2 nights’ 4-star room-only accommodation on the Las Vegas Strip (in hotel featured or similar)
- Ticket to watch Oasis live at Allegiant Stadium, Las Vegas (date as booked: 20, 21 or 24 August 2027)
- 2 nights’ 4-star bed-and-breakfast accommodation in Santa Monica, Los Angeles, near Venice Beach (in hotel featured or similar)
- Please note activities and sightseeing mentioned in itinerary are optional extras.
- NB: Please note that hotel taxes and resort fees may be collected at check in at each hotel - Please call for details
Hotels
Millennium Knickerbocker Chicago
4 star
Located just steps from Chicago's vibrant Rush Street, this luxurious hotel offers stylish accommodations with premium amenities, state-of-the-art event facilities, and exceptional dining experiences. A prime destination for shopping, dining, and business in downtown Chicago, the hotel is conveniently located near iconic attractions such as Water Tower Place, Michigan Avenue, the John Hancock Tower, and Navy Pier. World-class museums, including the Museum of Contemporary Art and the Art Institute of Chicago, are also within easy walking distance. The hotel boasts an impressive 5, 480 square meters of flexible function space, ideal for a variety of meetings and events. Its famed Crystal Ballroom, complete with a built-in illuminated dance floor and stunning crystal chandeliers, has hosted countless elegant wedding receptions. Please note, an additional fee of $20 per person applies for guests over 13 years old. Overnight stays are $76 (including tax) with unlimited in/out privileges. Shorter stay options are also available, ranging from $28 to $45 (including tax) for stays between 2 and 8 hours. Self-parking is available for $55 per night without in/out privileges.
Hampton Inn St. Louis-Downtown (At the Gateway Arch)
4 star
The Hampton Inn St. Louis Downtown at the Arch is located in the heart of St. Louis, Missouri, just steps from Busch Stadium (home of the MLB Cardinals), the Scottrade Center (home of the NHL Blues), the Dome at America's Center, the historic Laclede's Landing, the Gateway Arch, and the National Blues Museum. This 17-story hotel offers 190 guest rooms with amenities such as free Wi-Fi, a TV with premium channels including HBO, in-room coffee, a hairdryer, an iron and ironing board, and Neutrogena toiletries. Guests can enjoy a complimentary hot breakfast buffet daily, or grab an On the Run Breakfast Bag for those in a hurry. The hotel also features a heated indoor pool, a fitness center, and a video arcade. For meetings and events, there are 5, 000 square feet of space with audio/visual equipment. The on-site Tigin Irish Pub offers drinks, meals, and catering services.
Hotel Vandivort
4 star
Enjoy recreation amenities such as a fitness center or take in the view from a terrace. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and wedding services. Enjoy a meal at The Order, or stay in and take advantage of the hotel's room service (during limited hours). Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include a 24-hour business center, complimentary newspapers in the lobby, and dry cleaning/laundry services. Planning an event in Springfield? This hotel has 2800 square feet (260 square meters) of space consisting of conference space and 4 meeting rooms. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 97 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include safes and minibars, as well as phones with free local calls. Distances are displayed to the nearest 0. 1 mile and kilometer. Springfield Contemporary Theatre - 0. 1 km / 0. 1 mi- Landers Theater - 0. 1 km / 0. 1 mi- 1984 Arcade - 0. 2 km / 0. 1 mi- Discovery Center of Springfield - 0. 4 km / 0. 2 mi- Abou Ben Adhem Shrine Mosque - 0. 6 km / 0. 4 mi- Springfield Expo Center - 0. 8 km / 0. 5 mi- Hammons Tower - 1 km / 0. 6 mi- Missouri State University - 1. 1 km / 0. 7 mi- JQH Arena - 1. 3 km / 0. 8 mi- Springfield Cardinals - 1. 3 km / 0. 8 mi- Hammons Field - 1. 5 km / 0. 9 mi- Drury University - 2. 1 km / 1. 3 mi- Springfield Skatepark - 3 km / 1. 8 mi- Springfield Art Museum - 3. 2 km / 2 mi- Pythian Castle - 3. 2 km / 2 mi. The preferred airport for Hotel Vandivort is Springfield-Branson National Airport (SGF) - 12. 1 km / 7.
Springhill Suites By Marriott Oklahoma City Downtown
4 star
Don't miss out on recreational opportunities including an indoor pool and a 24-hour fitness center. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and wedding services. A complimentary self-serve breakfast is served on weekdays from 6:00 AM to 9:00 AM and on weekends from 7:00 AM to 10:00 AM. Featured amenities include complimentary wired internet access, a 24-hour business center, and dry cleaning/laundry services. Planning an event in Oklahoma City? This hotel has 3175 square feet (295 square meters) of space consisting of conference space and 3 meeting rooms. Limited parking is available onsite. Make yourself at home in one of the 124 guestrooms featuring refrigerators and microwaves. Wired and wireless internet access is complimentary, while 48-inch Smart televisions with cable programming provide entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and separate sitting areas, as well as phones with free local calls. Distances are displayed to the nearest 0. 1 mile and kilometer. Chickasaw Bricktown Ballpark - 0. 3 km / 0. 2 mi- Centennial Land Run Monument - 0. 7 km / 0. 4 mi- Bricktown Water Taxi - 0. 7 km / 0. 4 mi- American Banjo Museum - 0. 8 km / 0. 5 mi- Riversport Rapids - 1 km / 0. 6 mi- OU Medical Center - 1. 2 km / 0. 7 mi- 89'er Museum Park - 1. 2 km / 0. 8 mi- Paycom Center - 1. 3 km / 0. 8 mi- Prairie Surf Studios - 1. 3 km / 0. 8 mi- Myriad Botanical Gardens - 1. 3 km / 0. 8 mi- Oklahoma State Fair Arena - 1. 6 km / 1 mi- Scissortail Park - 1. 7 km / 1 mi- Oklahoma City Convention Center - 1. 8 km / 1. 1 mi- Oklahoma City Museum of Art - 2 km / 1. 2 mi- Civic Center Music Hall - 2. 1 km / 1. 3 mi. The nearest airports are: Will Rogers World Airport (OKC) - 16. 9 km / 10. 5 mi Oklahoma City, OK (PWA-Wiley Post) - 23. 9 km / 14.
Embassy Suites By Hilton Amarillo Downtown
4 star
The following services and amenities are available, but with **reduced service**: Breakfast, On-site Restaurant(s), Pool, Valet Parking.The following services and amenities are currently **not available**: Complimentary Evening Social, Spa.Welcome to Embassy Suites Amarillo Downtown, a sleek and stylish addition to the heart of the city. Our all-suite hotel is next to the Amarillo Civic Center and the Globe-News Center for the Performing Arts, and a quick walk to restaurants and government offices. Explore Texas Panhandle attractions like the American Quarter Horse Museum, Amarillo Botanical Gardens, Wonderland Amusement Park, Panhandle Plains Museum, Palo Duro Canyon, and Cadillac Ranch – all near our Amarillo hotel. Feel at home in a studio or two-room suite with living space and a wet bar with fridge, microwave and Keurig® coffeemaker. Suites also have a sofa sleeper, workstation, 42-inch TV, and spacious bathroom with quartz vanity and frameless glass doors. Stay connected with WiFi, and lounge in comfort in the slippers and cozy bathrobe provided in every suite. Start your day with free made-to-order breakfast, and join us after work or sightseeing for our complimentary Evening Reception*. Our hotel also has a snack shop and 24-hour room service. Indulge in our full-service spa with 4 treatment rooms, a nail salon and private lounge. Unwind in the heated indoor pool and whirlpool, or work out in the 24-hour fitness center. With a conference center housing 18,000 sq. ft. of event space including a 10,000 sq. ft. ballroom, our hotel is perfect for meetings and celebrations of up to 1,000 people. *Service of alcohol subject to state and local laws. Must be of legal drinking age.
Best Western Plus Inn Of Santa Fe
4 star
Welcome to Best Western Plus Inn of Santa Fe!If you're looking for a hotel near Santa Fe Plaza or a hotel near Georgia O'Keefe, depend on our Santa Fe hotel to provide you with the best location, service and quality. Our hotel near Ski Santa Fe is surrounded by the area's top attractions. Brand loyalty means that you can always depend on our Santa Fe hotel to make you feel right at home with the best amenities. Our 100% non-smoking hotel is pet friendly, so feel free to bring the whole family on this trip. From spacious, quiet rooms to the most convenient location in town, everything you need is just moments away. We're the best value hotel that is close to downtown Plaza. At our Santa Fe hotel, there are no long commutes or being far away from the action. If you need a hotel near Santa Fe University of Art and Design, we regularly welcome students, their families, and visiting guests and faculty to our property. Whether you're here for a weekend or a semester, count on our friendly staff to make your stay as pleasant as possible. The Santa Fe Indian Market is a short drive away, and the Santa Fe Folk Art Festival brings travelers to the region from around the world. At our Santa Fe hotel, there's always something exciting happening nearby. From the Santa Fe Spanish Market to winter skiing, year-round activities and events are looked forward to by locals and travelers alike. The conveniences like our proximity to museums and cultural centers as well as the plaza bring many guests to our property. Business travelers in the region with the State Capitol, Chevron Corporation® and the Law Enforcement Academy call us their home away from home. At our Santa Fe hotel, guests are treated to luxury bedding and the peace and quiet they need to take care of work, or to simply rest up for another fun-filled day of vacation. From work to play, we're the best choice for allBook your quiet retreat at Best Western Plus Inn of Santa Fe today and save!
Best Western Plus Gallup Inn & Suites
4 star
This new Gallup hotel features a twelve-person boardroom, making it a favorite for business travelers but also well-suited to leisure guests. Enjoy being within walking distance of restaurants, shopping, and the park. Friendly personnel are happy to make reservations for guests and provide recommendations. Walk-ins are always welcome at this Gallup hotel, renowned for its prime location and spacious accommodations. Free Wi-Fi is standard in this gorgeous region of New Mexico famous for stunning turquoise jewelry and a genuine Wild West atmosphere. The Four Corners Monument is nearby, and many guests travel from around the country for the Navajo Nation Fair. Native American dances, pow-wows, and other events take place year-round, and visiting the Navajo Nation Reservation is a must for many guests with ties to the Nation or who are interested in including a cultural lens to their trip. Outdoor lovers enjoy being surrounded by national parks where hiking, biking, camping, and rafting are an option. The rodeo arena is near this Gallup hotel, too, and many participants, loved ones, and fans block rooms to secure a competitive rate for rodeo weekends. Located along Route 66, those on a long trip can take advantage of some of the best, most convenient restaurants in the area and often make time for PBR® events, Native American ceremonial activities, or short hikes before heading back on the road. Guests will find gift shopping, grocery shopping, office supplies, auto repairs, and car washes all close to the property. There's no train noise, and this Gallup hotel is across the street from a landmark hotel. Refinery and railroad employees as well as the FBI and other federal public servants often stay at this property where fast food and gas stations are easily accessible.
Kayenta Monument Valley Inn
4 star
This pleasing hotel is located in Arizona, around 1. 5 km from Kayenta, within an Navajo Indian reservation. The entrance to Monument Valley lies around 40 km from the hotel. Restaurants, bars, pubs and links to the public transport network are located in the vicinity. Guests are welcomed in the foyer with 24-hour reception desk, a safe and lifts. A kiosk and a restaurant with traditional and Navajo cuisine are also to be found within the hotel. The tastefully decorated rooms and apartments come with a separate bathroom, double or king sized bed and are all fully equipped as standard. There is a swimming pool available for use in the hotel grounds. Sports options include a gym. Breakfast is served every day. Lunch and dinner may be selected from a set menu
Holiday Inn Express Flagstaff
4 star
Escape the city at the Holiday Inn Express Flagstaff. Located off Interstate 40, we're near Lowell Observatory, downtown Flagstaff, Route 66, and Northern Arizona University. Explore nearby wonders like the San Francisco Peaks, Oak Creek Canyon, and the Grand Canyon. Enjoy our complimentary Express Start Breakfast Bar, a 24/7 fitness center, free Wi-Fi, a heated pool, and a relaxing spa.
Best Western Plus King's Inn & Suites
4 star
Located just off I-40 and Historic Route 66, the Best Western Plus King's Inn & Suites offers comfortable accommodations and convenient access to Kingman's attractions. Start your day with our complimentary hot breakfast buffet featuring Belgian waffles, biscuits and gravy, and fresh fruit. Our 24-hour business center caters to business travelers. Explore nearby wonders like the Grand Canyon Skywalk and Hoover Dam, or enjoy local events such as the Laughlin River Run and First Friday ArtWalk. Discover history at the Route 66 Powerhouse Museum or enjoy the natural beauty of Hualapai Mountain Park. We offer a welcoming environment and excellent customer service to ensure a special stay.
Treasure Island - TI Hotel & Casino, a Radisson Hotel
4 star
This resort is situated on the Las Vegas Strip that features a contemporary style with high-energy atmosphere. Deluxe rooms include free WiFi internet and USB ports, pillowtop beds, in room safe, small refrigerator, and floor-to-ceiling windows with panaromic views. Connected by pedestrian bridges to Fashion Show mall and Grand Canal Shoppes, Treasure Island is within walking distance of the best shopping, dining, entertainment and attractions, and less than 5 kilometres away from the Las Vegas Harry Reid Interational Airport. Resort guests relax by the outdoor tropical pool and elegant spa, enjoy a choice of several restaurants, pubs and lounges, live casino gaming, and the salient Mystère by Cirque du Soleil show. Modern meeting space as well as wedding chapels accommodate Las Vegas events of any kind at Treasure Island - TI Las Vegas Hotel & Casino, which also offers always free parking for hotel and casino guests.
Hotel Erwin Venice Beach
4 star
The hotel is ideally located adjacent to the boardwalk, the beach and local shops of Venice Beach. It is just 800 m from Santa Monica and Marina Del Rey. Many recreational activities are located nearby (fees may apply), including boating, kayaking, golf, tennis, volleyball and bike rentals. There are also numerous restaurants nearby. The hotel is 11 km from Los Angeles International Airport. This air-conditioned hotel enjoys many repeat visitors. Renovated in 2007, the lobby displays vibrant artwork by famous Venice artists. This 6-storey property offers 120 guest rooms with amenities tailored to suit vacationers and business travellers alike. Breakfast available (daily: 7:00am – 10:00am). Non-smoking rooms (all rooms). Pets are not permitted on the premises. In accordance with the Americans with Disabilities Act service animals are welcome. Service animals must be under the handlers control at all times and should not be left unattended in guest rooms. Amenities include a direct dial telephone, cable TV, high-speed Internet access, a radio, ironing set and tea and coffee making facilities. Individually regulated heating and air conditioning also come as standard.
Itinerary
Fly to Chicago and make your way to your hotel for an overnight hotel stay.

Millennium Knickerbocker Chicago
Located just steps from Chicago's vibrant Rush Street, this luxurious hotel offers stylish accommodations with premium amenities, state-of-the-art event facilities, and exceptional dining experiences. A prime destination for shopping, dining, and business in downtown Chicago, the hotel is conveniently located near iconic attractions such as Water Tower Place, Michigan Avenue, the John Hancock Tower, and Navy Pier. World-class museums, including the Museum of Contemporary Art and the Art Institute of Chicago, are also within easy walking distance. The hotel boasts an impressive 5, 480 square meters of flexible function space, ideal for a variety of meetings and events. Its famed Crystal Ballroom, complete with a built-in illuminated dance floor and stunning crystal chandeliers, has hosted countless elegant wedding receptions. Please note, an additional fee of $20 per person applies for guests over 13 years old. Overnight stays are $76 (including tax) with unlimited in/out privileges. Shorter stay options are also available, ranging from $28 to $45 (including tax) for stays between 2 and 8 hours. Self-parking is available for $55 per night without in/out privileges.
Chicago
There is lots to see and do in Chicago, go to the beach, shops on the Magnificent Mile, stare at the reflections in the giant "Cloud Gate" stainless steel bean sculpture or stand on the glass "Ledge" 103 floors up in the Willis Tower(formerly Sears Tower), the tallest building in the US. You can enjoy a fine dining experience with a view in the Signature Room on 95th Floor of the John Hancock Building. Route 66 starts in Chicago at the Buckingham Fountain, and there is the amazing elevated CTA metro system which defines the central Loop area of Downtown Chicago.
Flight information
TAP Air Portugal
Departure
Duration: 14h 0m
Heathrow (LHR)
Leave at 08:00
Sat, 07 Aug 2027
TAP Air Portugal
TP 1351
Lisbon (LIS)
Arrives at 10:50
Sat, 07 Aug 2027
Lisbon (LIS)
Leave at 12:40
Sat, 07 Aug 2027
TAP Air Portugal
TP 243
Chicago (ORD)
Arrives at 16:00
Sat, 07 Aug 2027
Return
Duration: 17h 0m
Los Angeles (LAX)
Leave at 16:45
Tue, 24 Aug 2027
TAP Air Portugal
TP 248
Lisbon (LIS)
Arrives at 11:45
Wed, 25 Aug 2027
Lisbon (LIS)
Leave at 15:00
Wed, 25 Aug 2027
TAP Air Portugal
TP 1350
Heathrow (LHR)
Arrives at 17:45
Wed, 25 Aug 2027
Many alternative flight options are also available. Call the team to discuss.
August 2027
Calendar shows the price for the selected city. The table below is the full list.
| Origin | Trip start | Trip end | Price | |
|---|---|---|---|---|
| Heathrow | 6 Aug 2027Friday | 24 Aug 2027Tuesday | £4,589 | |
| Heathrow | 7 Aug 2027Saturday | 25 Aug 2027Wednesday | £4,449 | |
| Heathrow | 10 Aug 2027Tuesday | 28 Aug 2027Saturday | £4,449 |
