Route66 - Fly&Drive from 1.450 €

price per person From

1.450 €

Based on 2 adults

Created: Friday, May 8, 2026 - Departure: Tuesday, October 20, 2026

Destinations: Chicago IL, United States of America , Springfield IL, United States of America , Rolla MO, United States of America , Tulsa OK, United States of America , Amarillo, TX, United States of America , Santa Fe, NM, United States of America , Gallup NM, United States of America , Flagstaff AZ, United States of America , Kingman, AZ, United States of America , Barstow CA, United States of America , Santa Monica CA, United States of America

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20 Oct

Transport from Milan to Chicago IL

Departure

08:30

Malpensa (MXP)

12h 20m

13:50

Chicago Ohare Intl (ORD)

1 PC

American Airlines - AA 6718

08:30 - Milano, Malpensa (MXP)

09:35 - London, Heathrow London (LHR)

Transport: AA6718

Operated by: British Airways

Cabin Class: Economy

1h 35m - Connection in London, Heathrow London (LHR)

American Airlines - AA 7004

11:10 - London, Heathrow London (LHR)

13:50 - Chicago, Chicago Ohare Intl (ORD)

Transport: AA7004

Operated by: British Airways

Cabin Class: Economy

20 Oct

Car rental

A CHEVROLET SPARK or similar

Includes:

Deposit: Pickup full return full
Automatic transmission
Unlimited mileage

A/C

4 doors

4 persons

Extras (Pay at pick-up office)

20 Oct

1. Chicago IL

Stay

About the destination: Chicago, originally a small trading post on Lake Michigan, has evolved into one of the most renowned cities in the nation. Take a trip to "The Windy City" and indulge in a deep dish pizza for a truly unique holiday experience. Explore "The Loop," the city's main business district, and be amazed by its collection of skyscrapers, embassies, and universities. This area is rich in shopping and fine dining opportunities. If you're feeling worn out from the city's hustle and bustle, slow down and enjoy the Riverwalk, a pedestrian path along the Chicago River, or visit the numerous museums and parks the city offers. You'll forget you're in the heart of the city when you stroll through the Garfield Park Conservatory, and the Art Institute of Chicago will let you admire artistic masterpieces from around the globe. The must-see spots in Chicago include: the Willis Tower, a city icon, the Millennium Park, a fantastic urban park and one of Chicago's most famous landmarks that hosts many major city events, and the Shedd Aquarium, one of the largest aquariums in the world. Known as Chicago's front yard, the Grant Park is a beautifully landscaped park offering many spots for an urban getaway, while the Navy Pier, located right on Lake Michigan, provides a festive environment with entertainment, shops, and restaurants. No tour of Chicago is complete without experiencing the nightlife, so end your day at a jazz lounge and let the soothing sounds of music whisk you away.

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20 Oct

Hotel

1 Night

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Carlton Inn Midway

Chicago IL - Show on map > 3.0 miles from Center

6.9

Nice

2626

24-hour reception

Luggage room

Pets allowed

Double room. one bed

WITH BREAKFAST

Free cancellation

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21 Oct

Car journey 197 Miles - 3h 12m

Chicago IL

Springfield IL

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21 Oct

2. Springfield IL

Stay

About the destination: Springfield is the capital of the state of Illinois and also serves as the administrative hub of Sangamon County. The city was established in 1819, became an administrative center in 1823, and was granted its charter in 1840. It was designated as the capital of Illinois in 1837. The legislative assembly convened here for the first time in 1839. As per the 2010 census, the city is home to 111,454 residents. Initially, around 1810, the city was named Calhoun, in honor of South Carolina Senator John C. Calhoun. However, after the population became disillusioned with Calhoun, the city was renamed Springfield. Abraham Lincoln, one of the city's most notable residents, moved to the area in 1831, but did not reside in the city itself until 1837. U.S. President Ulysses S. Grant also had connections to Springfield.

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21 Oct

Hotel

1 Night

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Super 8 by Wyndham Springfield East

Springfield IL - Show on map > 2.4 miles from Center

5.9

1736

Breakfast

24-hour reception

Wheelchair-accessible

Double room. one bed

WITH BREAKFAST

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22 Oct

Car journey 201 Miles - 3h 6m

Springfield IL

Rolla MO

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22 Oct

3. Rolla MO

Stay

22 Oct

Hotel

1 Night

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Econo Lodge Rolla I-44 Exit 184 Near Missouri University of Science and Technology

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Econo Lodge Rolla I-44 Exit 184 Near Missouri University of Science and Technology

Rolla MO - Show on map > 1.2 miles from Center

6.7

Nice

693

Parking

Breakfast

24-hour reception

Double room. one bed

WITH BREAKFAST

Free cancellation

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23 Oct

Car journey 290 Miles - 4h 20m

Rolla MO

Tulsa OK

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23 Oct

4. Tulsa OK

Stay

About the destination: Tulsa is the second largest city in the US state of Oklahoma, and the 46th largest in the United States, with a population of 391,906 inhabitants. What is now known as Tulsa was once part of the Indian Territory, which was established as part of the relocation of the Five Civilized Tribes - Choctaw, Cherokee, Creek (Muskogee), Chickasaw, and Seminole. These tribes were moved into the region following the enactment of the "Indian Removal Act" of 1830, when they were forced by the federal government to give up their lands east of the Mississippi River in exchange for land in the Indian Territory.

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23 Oct

Hotel

1 Night

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DoubleTree by Hilton Tulsa Downtown

Tulsa OK - Show on map > 0.5 miles from Center

7.6

Good

522

Parking

Late Check-out

24-hour reception

2 Double Beds

ROOM ONLY

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24 Oct

Car journey 366 Miles - 5h 25m

Tulsa OK

Amarillo, TX

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24 Oct

5. Amarillo, TX

Stay

About the destination: Certainly! Here is a clear and natural English (USA) translation of your text: --- Amarillo, which means "yellow" in Spanish, is the heart of the Texas Panhandle, located at the edge of the Great Plains. Amarillo offers an authentic Western heritage and a unique landscape with wide open spaces and stunning sunrises and sunsets. With its relatively mild climate, the city is known for having some of the cleanest air in the country. Native Americans, Spanish explorers, buffalo hunters, settlers, cowboys, adventurers, lawmen, gunfighters, and the railroad all played important roles in the development and growth of the area. That heritage is still alive here, where being a "cowboy" is still an honorable profession. Here, you can experience the very best of both the Old West and the New West! Today, Amarillo is one of the leading cities in the Panhandle Plains and is home to a variety of industries, as well as many attractions for tourists—especially those traveling along Route 66. Amarillo is also the gateway to Palo Duro Canyon, the second largest canyon in the United States. Palo Duro Canyon is known for its unique rock formations and a valley that offers breathtaking views and photo opportunities. ---

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24 Oct

Hotel

1 Night

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Days Inn by Wyndham Amarillo East

Amarillo TX - Show on map > 2.1 miles from Center

6.3

Nice

3157

Parking

Breakfast

24-hour reception

Double room. one bed

WITH BREAKFAST

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25 Oct

Car journey 279 Miles - 4h 16m

Amarillo, TX

Santa Fe, NM

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25 Oct

6. Santa Fe, NM

Stay

About the destination: Certainly! Here is a translation of your text into clear, standard American English (USA): Santa Fe, New Mexico, is a magical, vibrant, and colorful place to visit any time of year. Its legendary history and culture will fascinate and inspire you. The city’s art galleries and diverse visual arts range from ancient traditional techniques to the most contemporary and cutting-edge styles. Santa Fe is home to more than a dozen fascinating museums that showcase the region’s history, art, and cultures. Here, you’ll find the country’s only museum dedicated to a female artist, Georgia O’Keeffe. Many visitors come here to explore remarkable historic sites, including breathtaking remains of ancient Native American communities near Santa Fe, as well as pueblo communities that are still thriving today.

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25 Oct

Hotel

1 Night

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Motel 6 Santa Fe, NM - Downtown

Santa Fe NM - Show on map > 0.7 miles from Center

7.5

Good

1995

Internet

24-hour reception

Wheelchair-accessible

Double room. one bed

ROOM ONLY

Free cancellation

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26 Oct

Car journey 198 Miles - 3h 5m

Santa Fe, NM

Gallup NM

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26 Oct

7. Gallup NM

Stay

About the destination: Gallup is a town located in the state of New Mexico. It serves as a significant entry point to the Navajo Nation and other nearby attractions. Gallup is home to numerous trading posts, galleries, and shops that offer a unique mix of Native American Culture, showcasing a rich variety of authentic Indian and Southwest Hispanic arts and crafts. The scenery is breathtakingly beautiful, with red mesas to the north and east, and the mountains and painted deserts of Arizona to the west. A remarkable array of ancient Indian ruins, stunning scenic attractions, and intriguing historic sites are all within a 90-minute journey from your vacation base in Gallup. A visit to the southwest is not complete without experiencing this part of New Mexico.

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26 Oct

Hotel

1 Night

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Super 8 by Wyndham Gallup

Gallup NM - Show on map > 1.6 miles from Center

5.9

1051

Parking

Breakfast

24-hour reception

Double room. one bed

WITH BREAKFAST

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27 Oct

Car journey 185 Miles - 2h 50m

Gallup NM

Flagstaff AZ

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27 Oct

8. Flagstaff AZ

Stay

About the destination: Flagstaff is a city situated in the northern part of Arizona. Known as a destination for all seasons, Flagstaff is brimming with cultural diversity, beauty, history, and a plethora of recreational and scientific opportunities. Positioned at a cool 7,000-foot elevation, within the world's largest ponderosa pine forest, Flagstaff is in close proximity to seven national parks and monuments and is just 80 miles away from the Grand Canyon. Northern Arizona is also steeped in Native American history and culture, with nearby Navajo and Hopi reservations.

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27 Oct

Hotel

1 Night

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Canyon Inn Motel

Flagstaff AZ - Show on map > 0.4 miles from Center

7.7

Good

356

Wheelchair-accessible

Pets allowed

Accessible parking

Twin/Double room

ROOM ONLY

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28 Oct

Car journey 148 Miles - 2h 17m

Flagstaff AZ

Kingman, AZ

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28 Oct

9. Kingman, AZ

Stay

About the destination: Kingman is a city in and the county seat of Mohave County, Arizona, United States. According to the 2010 census, the population of the city is 28,068. Known as the Heart of Historic Route 66 and one of Arizona's hidden treasures, it is conveniently located on Interstate 40 and serves as the perfect launching point for exploring "Route 66 and Beyond." With scenic hiking, historic charm, great cafes and restaurants, and the allure of Route 66, Kingman is a remarkable destination.

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28 Oct

Hotel

1 Night

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Motel 6 Kingman, AZ - Route 66 West

Kingman AZ - Show on map > 0.4 miles from Center

7.1

Good

2222

24-hour reception

Wheelchair-accessible

Pets allowed

Double room. Smokers, one bed

ROOM ONLY

Free cancellation

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29 Oct

Car journey 206 Miles - 3h 32m

Kingman, AZ

Barstow CA

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29 Oct

10. Barstow CA

Stay

29 Oct

Hotel

1 Night

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SUPER 8 BY WYNDHAM BARSTOW

Barstow CA - Show on map > 3.0 miles from Center

7.7

Good

1159

Junior Room with Queen Bed Non-Smoking - RM1

WITH BREAKFAST

Free cancellation

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30 Oct

Car journey 134 Miles - 2h 33m

Barstow CA

Santa Monica CA

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30 Oct

11. Santa Monica CA

Stay

30 Oct

Hotel

1 Night

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Hotel Carmel

Santa Monica CA - Show on map > 1.0 miles from Center

7.1

Good

3202

Valet parking

Windsurfing

24-hour reception

Double room. one bed

ROOM ONLY

Free cancellation

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31 Oct

Transport from Santa Monica CA to Milan

Return

10:30

Los Angeles Intl (LAX)

15h 25m

09:55

Malpensa (MXP)

+1 day 1 PC

Iberia Airlines - IB 4488

10:30 - Los Angeles, Los Angeles Intl (LAX)

18:35 - Miami, Miami Intl (MIA)

Transport: IB4488

Operated by: American Airlines

Cabin Class: Economy

50m - Connection in Miami, Miami Intl (MIA)

Iberia Airlines - IB 8281

19:25 - Miami, Miami Intl (MIA)

09:55 - Milano, Malpensa (MXP)

Transport: IB8281

Operated by: American Airlines

Cabin Class: Economy

1 Insurances

Assicurazione (Unipol Sai Medico Bagaglio) - Regione (Continentale (non Europe)) - Giorni (13)

Unipol Sai Medico Bagaglio - Unipol Sai Medico Bagaglio

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Foglio Informativo

price per person From

1.450 €

Based on 2 adults

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Trip summary

2 Adults

20 Oct 2026 - 1 Nov 2026

Nights 11

2236 Miles

This idea includes

Destinations 11

Transports 2

Accommodations 11

Cars 1

Insurances 1