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The sign for the start of the historic route 66 highway in downtown Chicago

Traffic on the Kennedy Expressway in Chicago at sunset, looking toward the skyline.

Vintage convertible car oldtimer driving through National Park USA on Route 66

Sign marking the beginning of historic Route 66 in Chicago with Sears Tower and other buildings in the background. Selective focus on the sign.

$The Santa Monica Pier is a large pier at the foot of Colorado Avenue in Santa Monica, California, United States. It contains a small amusement park, concession stands, and areas for views and fishing.\n\nU.S. Route 66 was one of the original highways in the United States Numbered Highway System. The highway, which became one of the most famous roads in the United States, ran from Chicago, Illinois, through Missouri, Kansas, Oklahoma, Texas, New Mexico, and Arizona before terminating in Santa Monica in Los Angeles County, California, covering a total of 2,448 miles.$

View of Chicago, IL Skyline from a pedestrian footbridge crossing Lake Shore Drive near North Avenue Beach in Summer

Ash Fork, Arizona, United States - September 22, 2023: 60s era Desoto Car on the roof of a building in Ash Fork, with Elvis driving.

Chicago Subway Loop in Downtown, Illinois

Chicago IL - USA: Colorful sign marking the beginning of Route 66 at Adams and Wabash, with lights

June 14, 2011 - Chicago, IL, USA: Sign in Chicago's Loop marking the beginning of historic Route 66

Vintage car oldtimer driving through National Park USA on Route 66

Historic Route 66 Shield Shaped Neon Sign Along the old route

Traffic moves along Interstate 90 south of downtown Chicago, Illinois.

Joplin, USA - May 10, 2019: Famous Route 66 mural with 1/2 car at the Route 66 in historic downtown Joplin, Missouri.

La Salle Street, Chicago, Illinois, USA

Route 66 beginning in Chicago roadsign

Route 66 Illinois Begin road sign at Chicago city downtown. Buildings facade background. Route 66, mother road, the classic historic roadtrip in USA

A selective focus shot of a road sign of the Route 66 in Illinois, United States of America

Map with close up of route 66

Sign announcing the begin of famous Route 66 in Chicago, Illinois.

Chicago, Illinois, USA. Sep 27, 2025. An iconic Route 66 sign, adorned with checkered flags, stands proudly in an urban setting, marking the historic beginning of the trail.

A classic car is parked in front of the store. The street view of Seligman on Route 66, Arizona, USA.

Chicago, Illinois, USA

U.S.A. Illinois, Chicago, Adam street, the road sign of the Route 66 starting piont

Mural under a bypass on Route 66 in Oklahoma

Street, Downtown Chicago, Illinois, USA.

Detail of a vintage car parked along the US route 66 neat the city of Galena, in the State of Kansas, USA.

Pontiac, Illinois / United States - September 23rd, 2020: Route 66 mural on wall in Pontiac, Illinois.

A Route 66 sign in Tulsa, Oklahoma in black and white

Lake Shore Drive in Chicago, Illinois, offers views of architectural icons, including the Willis Tower, completed in 1973.

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