Uploaded April 2026 | Updated September 2026, 2 weeks ago

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Today we continue our journey from Comiskey Park to Yankee Stadium, and we're taking the expensive route! Let's check out some of the many quirks on America's pre-Interstate legacy tollways between New York and Chicago. Plus, we'll find out what it costs us!

Thanks to everyone who made an exit request in this episode:
Interstate 13
Boss-King Inc.
Sarah
John Crandall
Andrew DeVore
Jack Johnson
NY Rambler
Nano

Upcoming videos:
4/23 draft Pitt US 19 northern (requests closed)
5/7 Gimmick
5/14 US 67 NB
5/21 Interstate 42

All images of roads and signs come from Google Street View unless otherwise specified.

Maps used in this video come from Google Maps google.com/maps

Music: Acoustic Sunrise, from the Apple iMovie sounds library
"New York New York" performed by Frank Sinatra

Control City Freak Episodes mentioned in this video:
Chi-NYC Toll Route Part 1
Interstate 295
Interstate 287: The Burbs
Interstate 276: The Burgh

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Interstates, Interstate Highways, Control Cities, Signs, road signs, highway nerdery, geography, roads, roadgeek, Illinois, Indiana, Ohio, Chicago, South Bend, Toledo, Cleveland, Youngstown, Kansas City Royals, Chicago White Sox, New York Yankees, Comiskey Park, Yankee Stadium, Chicago Skyway, Indiana Toll Road, Ohio Turnpike