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17 things you'll become jaded about living in Chicago

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#1 MG Brown

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Posted 21 November 2016 - 03:10 PM

Life in Chicago is an exciting and unexpected journey, but some things become a little less than thrilling the more we encounter them. Living in a place that boasts amazing museums, bountiful live music and great restaurants doesn't stop us from getting fed up with other aspects of city life. To prepare you for some unavoidable declines in enthusiasm, we put together a list of the things you'll become jaded about while living in Chicago.


Try to act like you care (or don't).


The weather. It flip-flops between 65 degrees and snow faster than you can blink. We let Tom Skilling worry about making predictions and get on with our lives.

Transit delays. It's basically expected that you'll be 20 minutes late no matter what, and the earlier you leave for something the more likely you are to be late.

Seeing a rat run down the street. No need to freak out, there are vermin living everywhere in this city--including the walls of your apartment.

Watching a pigeon eat vomit on the street in Wrigleyville. It's the circle of life.

Uber. It was charming and fun the first, fifth, even 10th time. Now you just want the driver to please, for the love of God, stop talking.

The amount of bars. Sure, you can check out a new place every weekend, but at some point you just want to go to the place where everybody knows your name.

Groan-worthy cocktail names. We would much rather drink a solid Old-Fashioned than be forced to read the phrase "Whiskey Business" one more time.

Cheering for losing sports teams. No matter how many Stanley Cups the Blackhawks win or how close the Cubs come to the World Series, we've grown accustomed to disappointment.

Crappy beer. There's no reason to drink Bud Light when the folks at Revolution, Lagunitas, Half Acre and other local breweries are churning out flavorful (and affordable) suds.

Riding a boat on the lake. When you visit or move here, gliding across Lake Michigan seems exciting, but eventually you realize that there are far more things to do on dry land.

Pizza. Yep, I said it. There is no waistline that can accommodate the sheer amount of delicious pizza (deep-dish, thin crust, New York--style, etc.) in this town.

A bad doughnut. Have you noticed that nobody is bringing Dunkin' Donuts into the office anymore? 

The beach. Living near a stretch of sand is great, but Chicago's beaches are usually crowded on the days you want to use them, and you can get far more reading (and drinking) done on your couch.

Potholes. Most of them are bigger than your head and won't get filled until the end of summer, no matter how many times you call your alderman.

Political corruption. Sadly, Chicago's civic leaders never seem to learn from the multitude of mistakes made by their predecessors. A few "campaign donations" can still get you a new basketball arena or the ability to use one of the city's parks free of charge.

Train and street evangelists. Enthusiastic public preaching is curious at first, but the latest episode of Serial (crime drama) is far more interesting.

The lack of winter sunshine. Most of us come down with a mild case of seasonal affective disorder in mid-November and lament the lack of vitamin D as we wait for the sunny skies of spring.


(Author unknown)

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"I'm just here for the entertainment." George Carlin

#2 Mike K

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Posted 21 November 2016 - 04:09 PM

Nice. You forgot to mention that there are two seasons in Chicago...


Winter and Construction. (Construction season is when the roads are all under construction to repair the big-as-Volkswagen pot holes from winter.)

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So much DRAMA for such small cars....
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#3 Samiam


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Posted 21 November 2016 - 06:21 PM

But you got a couple of world-class slot car raceways. So there's always that.

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#4 Rob Voska

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Posted 21 November 2016 - 07:02 PM

Best thing is Maxwell's! Uncle Bub's is good also.


Worst is the constant shootings/death count on all radio stations in the country every Monday morning. Can't believe there is anyone left to shoot.

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#5 MSwiss


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Posted 21 November 2016 - 07:20 PM



But yet it wasn't even listed in the top 10 in last year's Forbes list of most dangerous cities.


America's Most Dangerous Cities: Detroit Can't Shake No. 1 Spot


I guess it's just fashionable for the press to fixate on it since this is the president's home town.

If you don't move in to Englewood and try to cut in on someone's drug turf, you are probably pretty safe.

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#6 chaparrAL


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Posted 21 November 2016 - 09:00 PM

Memories from Chicago.


From the late 1980s though the mid 1990 s you could easily find a slot car race all seven days of the week. I ran in Group 27 at Grand Raceway and flexis and C2 at local raceways. I also raced Neo class HO cars in HOPRA and Superstock in a local club.


Chicagofest. Where else could you see for five bucks John Hartford, Dave Brubeck, Chicago, Journey, Waylon Jennings at Navy Pier.


Seeing Bo Jackson hit an RBI at a SOX game.


Friday nights at Grundy. Saturday night at Illiana. When I lived in Schererville i could hear the roar of the engines from Illiana from where I lived, a couple miles away.


Lake Michigan, well, the beaches are safe. The lake will fool you. I have seen it go from pool table to scary with a simple change of the wind direction. Bad judgement can be fatal.


The Big Boy between Kenosha and Milwaukee. On the way to Road America you must have a good hearty breakfast.


Still do not miss the cold and snow!

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#7 Ecurie Martini

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Posted 22 November 2016 - 12:21 AM

Memories from Chicago.


Lake Michigan, well the beaches are safe. The lake will fool you. i have seen it go from pool table to scary with a simple change of the wind direction. bad judgement can be fatal.


Been there, done that. I raced dinghies off the beach in Winnetka - one minute you were whistling for some wind and five minutes later fighting five foot waves (might not sound huge but, when you are in a 14' boat, they're big!).



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#8 NSwanberg


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Posted 22 November 2016 - 03:42 AM


Remember the Steube bar! (ask Raisin)
"The denial of denial is the first sign of denial." Hank, from Corner Gas
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Peace be with all of us and good racing for the rest of us.
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#9 Gary Adams

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Posted 22 November 2016 - 03:56 AM

Portillo's and Lou Malnati's, Lawry's Prime Rib, Ed Debevic's...

Straights are for fast cars. Turns are for fast drivers.

#10 Rob Voska

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Posted 22 November 2016 - 08:29 AM

Most of the favorite things about Chicago seem to be food. Might explain why T-shirts sizes start at L and go up from there!   :popcorm1:

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#11 wbugenis


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Posted 22 November 2016 - 09:18 AM

Living in the Brooklyn Bubble as I do:
SNL Hilariously Nailed Down Post-Election Brooklyn With Its 'Bubble' Sketch
What impresses me most is the amount of space you have.

Driving past a strip mall I feel in need a pair of binoculars to see what stores are there.

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