Chicago
Welcome to Chicago—the Circle for life in the Windy City. Share neighborhood vibes, skyline and lakefront moments, CTA stories, iconic eats (deep dish, dogs, Italian beef), festivals, local news, and real day-to-day Chicago life. Locals, transplants, and visitors—bring tips, debates, and the authentic Chicago feel.
More from c/Chicago

0:15
Always feels like a movie on the CTA 🚇😂 #Chicago #RedLine

ChiTownStrolls
541

0:27
This looks fun in Chicago

Aaron 💣 🇱🇷
3.9k

0:11
Snowy Chicago morning today – feels like 0°F! ❄️ Check out this winter wonderland shot from January 30, 2026. Stay updated with more Chicago scenes! #Chicago #Snow

deepdishDi
54

0:07
Loving the iconic doors of the blue line 🚇 #PublicTransport #BlueLine #CityLife

ChiTownStrolls
39

0:12
Chicago is colder than Antarctica right now... Welcome to Chiberia 🧊 #WinterVibes #Chiberia #ColdWeather

southside_sun
211

1:33
The ultimate showdown: Vienna Beef vs. Jim’s Original for the best Maxwell Street Polish! 🌭 Which side are you on? #ChicagoFood #MaxwellStreetPolish

lakefrontLuke
743

0:24
Chicago CTA is getting a major refresh with deep cleaning and power washing at key stations! 🚇✨ #CTA #CleanTransit

ChiTownStrolls
73

0:13
They probably haven't forgiven me after this 😭 After that, we only took Ubers all trip. #Viral #Chicago #CTA

southside_sun
967

0:45
Did he really enjoy the deep-dish pizza? 🍕 #Chicago #DeepDishPizza #ItalianFood

lakefrontLuke
52

0:09
Enjoying a peaceful, chill moment while waiting for the train after work 💙 #Chicago #WinterVibes

ChiTownStrolls
9

0:50
Pink and Purple Line trains arrive at Washington/Wells Station on a snowy Chicago night ❄️ Stations opened in 1995, replacing two older stations. Connect to multiple bus routes and enjoy vibrant city transit! #Chicago #CTA #Tra...

southside_sun
7

1:29
Taking the CTA from downtown Chicago to Englewood — Roosevelt to Halsted 🚋 #Chicago #CTA #CityLife

lakefrontLuke
1

1:01
Discovering every type of pizza! From classic slices to deep-dish Chicago style 🍕 #PizzaLovers #FoodieFavorites

ChiTownStrolls
38

0:06
Why did they lie about being in New York when a whole CTA bus was passing by? 🚍 #Baddies #Zeus

southside_sun
1.2k

0:15
Chicago is covered in snow today ❄️ #Chicago #Snow

elTrainJunkie
5

0:32
Things I Can't Stand as a Bus Operator 🚍 #BusLife #DriverStruggles

ChiTownStrolls
677

0:14
Dreaming of a delicious Chicago deep dish pizza! 😋 #Chicago #DeepDishPizza

southside_sun
29

1:04
First time trying authentic Italian Beef sandwich! 🥖🧀 #ChicagoFood #ItalianBeef #FoodieAdventure

lakefrontLuke
377

0:15
Discover the iconic Cloud Gate in Chicago!✨ Mirror-like reflections of the skyline and city life make this a must-see art piece. #ChicagoVibes #TheBean

ChiTownStrolls
3

0:10
When your luggage decides to take a ride down the aisle! 🧳✨ #CityLife #Chicago

southside_sun
94

468 Comments
Hell no!
My stomach churned just looking at my screen ‼️
This gives me anxiety by watching it 🤣🤣
to each his own,not me
With NO bungee cord/safety harness/safety equipment?
hell no, to the no no no🎶
I think NOT
I'm good
I live in Chicago and the answer is still no for me
Hell naw to the naw naw nawwwww!
unless I'm connected to a harness connected to that back wall it's a hell no
What part of that looks like fun?
My heart beating fast just looking at this video 😭🥺
Nawww ..see I could NEVA!!!! Do that right there..Nope😲
Nope,I fear heights
That will be a HELLLLL NO!!
I free fall in my Sleep that enuff for me 😂
oh hell nooooooooo!!! why y'all like playing with y'all lives?
How is being scared shitless fun i never understood that
I just fainted for them
Nope not happening sorry I’m cool I like my life 😂😂😂😂😂
what is the name of this building in Chicago?
🤔
🙄🙂↔️
Hell to the no!!
Call meat wagon for me .I couldn't do .
no way! Malfunction🤔
lol I'm definitely the last girl 🤣
not even for money!!😱😵💫🫨🫣😱😱
Nope, doesn't look like fun to me.
He’ll to the no way no freaking way
😂😂
oh no
Dumbest shit ever 😂😂😂
Oh no....
that is scary. didnt try that.
Nope! One day, a glass will give. I will not take the chance on it being mine. Nope! No way!🙄🫡
Why do it and scream
oh no I'll pass.
HELL NALL!!!!!!! 😵💫
…deb da window popsoff😲😲😲😲😲
That first person is curious but not putting their entire life in the hands of a mechanical experience. One foot is still on the back ledge just in case the front tilting edge give way. 🙏🏼
Nope!!!