Roads of the Mid-South & West > Highways of the State of Missouri > Historical U.S. Federal Route 66, Missouri > Historical U.S. Federal Route 66; St. Louis, Missouri


Historical U.S. Federal Route 66 had many routes through the St. Louis Metro. The famed way that it entered Missouri was across the Chian of Rocks Bridge.

St. Louis

The Chain of Rocks Bridge is now a bike path across the Mississippi River. The signed path of U.S. Rt. 66 enters Missouri from Illinois on Interstate 270.

The Missouri side of the bridge.

Looking at Downtown St. Louis from the bridge.

A look at the turn in the middle of the river.

Looking east along the Chain of Rocks Bridge.

SB U.S. 66 south of I-270.

SB U.S. 66 in North St. Louis.


Originaly U.S. Rt. 66 entered Missouri on the Mc Kinley Bridge and found it's way through downtown St. Louis. Then along the path of current Missouri State Route 100. After 1933 it was routed down Watson Road (MO St Rt 366). The Chain of Rocks Bridge was brought in for BY-PASS U.S. Rt. 66. That followed the current path of Interstate 270.

Views from the MO St Rt 100 routing.

EB MO St Rt 100 in Kirkwood.

EB MO St Rt 100 east of Rock Hill Road.

EB MO St Rt 100 east of Brentwood Blvd.

Downtown St. Louis offers many attrachtions to see on your journey along U.S. Rt. 66. From the Arch to Busch Stadium, Union Station, Forest Park, and much more. Once west of Downtown along Chippewa Ave. (MO 366), you'll find a U.S. Rt. 66 tradition. It's Ted Drews Frozen Custard. This is located on Chippewa Ave. near the St. Louis City Limits.
Views from the MO St Rt 366 routing.

The sign for Ted Drews.

Ted Drews Frozen Custard.

EB MO St Rt 366 at Jamieson.

WB MO St Rt 366 near the St. Louis County Line.

EB MO St Rt 366 at the St. Louis County/St. Louis City Line.