city sticker and parking ticket questions

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First- got a ticket on my car because my license plate was expired ( expired june, renewed two days ago but didnt put the actual new sticker on the plate) is it worth it to try and contest the ticket or just pay the $50?

Second- chicago requires city stickers on the front windshield if your car is parked in the city for more than 30 days. i have yet to buy one but have not been pulled over for it. how long can i hold out?
 
First- got a ticket on my car because my license plate was expired ( expired june, renewed two days ago but didnt put the actual new sticker on the plate) is it worth it to try and contest the ticket or just pay the $50?

Second- chicago requires city stickers on the front windshield if your car is parked in the city for more than 30 days. i have yet to buy one but have not been pulled over for it. how long can i hold out?
 
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