Chicago Vs. New York: The Ultimate Showdown

Which city is better?

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For the first time in history, the New York Mets will meet the Chicago Cubs in the NLCS, with the victor advancing to the World Series.

The Mets last appeared in the World Series in 2000 and last won the title in 1986. The Cubs' last World Series appearance was in 1945, and they haven't won a title since 1908. That's 107 years, kids. TL;DR – This NLCS is a very VERY big deal.

On top of the madness, Chicago and New York are two cities with a historic rivalry dating back to the first days of the United States, through the great skyscraper race of the early 1900s, and into present day.

I've lived in both cities, and here's how the rivalry breaks down today: Chicago is still a little bitter about being labeled "The Second City" during a fight with New York for a location bid for the Columbian Exposition (and again later in the 1950s), and doesn't understand why New York is considered by most to be a "better" city when Chicago has just as much culture, amazing cuisine, iconic buildings and public transportation that New York has.

New York, on the other hand, is too busy comparing itself to London and L.A. to pay Chicago much attention. Also, it's a common New York mentality to consider the city the ~only~ place to be. This New York superiority complex tends to just piss off Chicagoans even more, which makes sense.

  1. Best Pizza

    Chicago-Style Deep Dish
    Via Wikimedia Commons
    Chicago-Style Deep Dish
    New York Slice
    Via Wikimedia Commons
    New York Slice

Chicago Vs. New York: The Ultimate Showdown

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Best Pizza
  1. Chicago-Style Deep Dish
     
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    Chicago-Style Deep Dish
  2. New York Slice
     
    vote votes
    New York Slice
  1. Best Hot Dog

    Chicago
    Via Flickr: arndog
    Chicago "Dragged Through The Garden" Dog
    New York
    Via newyork.seriouseats.com
    New York "I'm-Drunk-Give-Me-A" Chili Dog

Chicago Vs. New York: The Ultimate Showdown

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Best Hot Dog
  1. Chicago
     
    vote votes
    Chicago "Dragged Through The Garden" Dog
  2. New York
     
    vote votes
    New York "I'm-Drunk-Give-Me-A" Chili Dog
  1. Best Sports Hero

    Michael Jordan
    Via Getty Images
    Michael Jordan
    Babe Ruth
    Via Getty Images
    Babe Ruth

Chicago Vs. New York: The Ultimate Showdown

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Best Sports Hero
  1. Michael Jordan
     
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    Michael Jordan
  2. Babe Ruth
     
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    Babe Ruth
  1. Best Tall-Ass Building

    Sears Tower (NOT Willis)
    Via Getty Images
    Sears Tower (NOT Willis)
    Empire State Building
    Via Getty Images
    Empire State Building

Chicago Vs. New York: The Ultimate Showdown

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Best Tall-Ass Building
  1. Sears Tower (NOT Willis)
     
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    Sears Tower (NOT Willis)
  2. Empire State Building
     
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    Empire State Building
  1. Best Rapper

    Kanye West
    Via Getty Images
    Kanye West
    Jay Z
    Via Getty Images
    Jay Z

Chicago Vs. New York: The Ultimate Showdown

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Best Rapper
  1. Kanye West
     
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    Kanye West
  2. Jay Z
     
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    Jay Z
  1. Best...River

    Chicago River
    Via Getty Images
    Chicago River
    East River
    Via Getty Images
    East River

Chicago Vs. New York: The Ultimate Showdown

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Best...River
  1. Chicago River
     
    vote votes
    Chicago River
  2. East River
     
    vote votes
    East River
  1. Best Mayor

    Rahm Emanuel
    Via Getty Images
    Rahm Emanuel
    Bill De Blasio
    Via Getty Images
    Bill De Blasio

Chicago Vs. New York: The Ultimate Showdown

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Best Mayor
  1. Rahm Emanuel
     
    vote votes
    Rahm Emanuel
  2. Bill De Blasio
     
    vote votes
    Bill De Blasio
  1. Best Iconic Rock Band

    Smashing Pumpkins
    Via Getty Images
    Smashing Pumpkins
    The Ramones
    The Ramones

Chicago Vs. New York: The Ultimate Showdown

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Best Iconic Rock Band
  1. Smashing Pumpkins
     
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    Smashing Pumpkins
  2. The Ramones
     
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    The Ramones
  1. Best Park

    Grant Park
    Via Getty Images
    Grant Park
    Central Park
    Via Getty Images
    Central Park

Chicago Vs. New York: The Ultimate Showdown

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Best Park
  1. Grant Park
     
    vote votes
    Grant Park
  2. Central Park
     
    vote votes
    Central Park
  1. Best Large Nearby Body Of Water

    Lake Michigan
    Via Getty Images
    Lake Michigan
    Atlantic Ocean
    Via Getty Images
    Atlantic Ocean

Chicago Vs. New York: The Ultimate Showdown

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Best Large Nearby Body Of Water
  1. Lake Michigan
     
    vote votes
    Lake Michigan
  2. Atlantic Ocean
     
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    Atlantic Ocean
  1. Best Skyline

    Chicago
    Via Getty Images
    Chicago
    New York
    Via Getty Images
    New York

Chicago Vs. New York: The Ultimate Showdown

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Best Skyline
  1. Chicago
     
    vote votes
    Chicago
  2. New York
     
    vote votes
    New York
  1. Best Public Transportation

    The L
    Via Getty Images
    The L
    The Subway
    Via Getty Images
    The Subway

Chicago Vs. New York: The Ultimate Showdown

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Best Public Transportation
  1. The L
     
    vote votes
    The L
  2. The Subway
     
    vote votes
    The Subway
  1. Best Bullshit Tourist Place

    Michigan Avenue
    Via Getty Images
    Michigan Avenue
    Times Square
    Via Getty Images
    Times Square

Chicago Vs. New York: The Ultimate Showdown

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Best Bullshit Tourist Place
  1. Michigan Avenue
     
    vote votes
    Michigan Avenue
  2. Times Square
     
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    Times Square
  1. Best Oddly Popular Statue Thing

    The Bean
    Via Getty Images
    The Bean
    Charging Bull
    Via Getty Images
    Charging Bull

Chicago Vs. New York: The Ultimate Showdown

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Best Oddly Popular Statue Thing
  1. The Bean
     
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    The Bean
  2. Charging Bull
     
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    Charging Bull
  1. Best Popular Art Museum

    The Art Institute Of Chicago
    Via Getty Images
    The Art Institute Of Chicago
    MoMA
    Via Getty Images
    MoMA

Chicago Vs. New York: The Ultimate Showdown

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Best Popular Art Museum
  1. The Art Institute Of Chicago
     
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    The Art Institute Of Chicago
  2. MoMA
     
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    MoMA
  1. Best Dumb Shot

    Picklebacks
    Via totalbeverage.net
    Picklebacks

Chicago Vs. New York: The Ultimate Showdown

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Best Dumb Shot
  1. Malort
     
    vote votes
    Malort
  2. Picklebacks
     
    vote votes
    Picklebacks
  1. Best Dumb Quarterback Face

    Jay Culter
    Via Getty Images
    Jay Culter
    Eli Manning
    Via Getty Images
    Eli Manning

Chicago Vs. New York: The Ultimate Showdown

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Best Dumb Quarterback Face
  1. Jay Culter
     
    vote votes
    Jay Culter
  2. Eli Manning
     
    vote votes
    Eli Manning