chicago double

The act of ordering Wendy’s delivery twice in a single night
I would have been hungover were it not for that Chicago Double last night
by fraaancis May 23, 2021
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Chicago Special

A cocktail containing: 1 16 oz Schlitz beer, and an entire bottle of ranch. On special occasions a pickle is presented on the rim of the glass.
Dude have you had the Chicago Special yet? It has an entire bottle of ranch in it.
by oriley0813 April 08, 2020
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Chicago Mary

Another term by JC in Chicago. This is an affectionate term for all those attractive middle aged women (MILFS) that come to Chicago on business and troll the local bars looking for a one night sexual adventure.
She said she was from Kansas here on business but, turned out to be a Chicago Mary.
by Senior Elstonia May 02, 2015
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Chicago Hello

When a person points a handgun at another person while both parties are driving in traffic.
I saw Mary driving on Western Ave so I pulled out my Glock and gave her a Chicago Hello
by Southsidesurvivor July 13, 2021
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prairie(Chicago)

Prairie
You hear someone say, “The neighbor kids love to play in the prairie,” and now you’re scratching your head and wondering where to find the Chicago prairie. Forget the images of Laurie Ingalls Wilder, log cabins and the tall prairie grass. When a Chicagoan refers to the prairie, he means a vacant lot in the neighborhood. The lot particularly fills the prairie title if it’s full of weeds, so if you squint and use your imagination, maybe you can see “prairie grass” in Chicago. Just don’t expect a Little House on the Prairie moment when you find one.
I just walked the dog over at the prairie(Chicago) and it was full of broken glass.
by Keeboo April 08, 2021
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Chicago Slide

Used as another name for the Chicago Sweep.

Rather than stopping at a stop sign, a driver slows to a roll and then immediately accelerates as soon as they can't read the stop sign anymore.

Named for the technique used by the vast majority of Chicago drivers when no one is around.
"Yeah, I just sat there and watched that cop Chicago Slide through that stop sign."
by pressyglue July 08, 2018
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Chicago Suntan

Getting flayed in the pattern of a farmers tan
Ah man, did you hear what happened to Johnny Two-socks? Earned himself a Chicago suntan
by SuspiciousPelican June 22, 2023
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