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Nice Old Cars

Nice Old Cars

Car Show calendar and photos from Southern Alberta

Little Chicago(Moose Jaw, SK) – Sep 13, 2025 – 250 photos

September 16, 2025 by niceoldcars

It’s believed Al Capone traveled by train from Chicago to Moose Jaw on the Soo Line Railroad in the 1920s to avoid the heat from police in the United States, using Moose Jaw as a temporary sanctuary. The underground tunnels in Moose Jaw were used by bootleggers to transport illegal liquor, including Canadian whiskey, across the border to the U.S.

Moose Jaw was a “good time town” during the 1920s, with a reputation for corruption, which made it a convenient location for Capone’s operations and allowed for a thriving underground economy. 

The Tunnels of Moose Jaw, a popular tourist attraction, features a “Chicago Connection” tour that immerses visitors in the world of Prohibition and Capone’s bootlegging days.

By the way, the Soo Line railroad went right past our farm near Midale, SK. 

There were 503 cars pre-registered but the early morning rain resulted in a few of them staying home. The rain stopped around noon and the day turned out to be quite pleasant. I’m glad the sun finally came out so I could wear my Scarface hat. I bought the hat many years ago when I first toured the tunnels. 

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