Long Read

Wandering through Chicago: Where Cold Winds Meet Hot Coffee

@Sophia Berg2/14/2026blog
Wandering through Chicago: Where Cold Winds Meet Hot Coffee

i'm in chicago, and it's a weirdly beautiful mess. the wind is biting, and the air is thick with pressure at 1018, making everything feel heavy. i just checked, and it's 2.12°C out there, so if you're into that crisp cold, you'll fit right in. the weather is all over the place, with temps flipping between 1.96°C and 6.46°C. it's like the city can't make up its mind.

if you get bored, madison and milwaukee are just a short drive away, each with their own unique vibe. i took a stroll down the lakefront path, and it was insane-the water was so calm, but the wind was whipping around like it was trying to tell me something. i heard a local say, "you gotta try the *deep dish pizza on taylor street. it's legendary." i figured why not, so i found this tiny spot on yelp that had rave reviews. let's just say, it did not disappoint.

i also stumbled upon this quirky vintage shop on belmont avenue. the owner is this older lady with the most amazing stories. she told me about these
hidden gems in the neighborhood, places where the real magic happens. she was like, "someone told me about this underground market, but you gotta go early." so i did, and it was a treasure trove.

chicago skyline at sunset

close up of deep dish pizza

vintage store with eclectic items

i overheard a local saying, "the best way to explore chicago is to just get lost in the neighborhoods. that's where you'll find the real soul of the city."


so if you're planning a trip, don't just stick to the usual spots. wander, ask around, and trust the locals. they know the real deal. check out some of these
local boards for the best unlisted spots. and if you're unsure where to start, just follow the smell of fresh bread-that's how you know you're in the right place.

someone told me, "never miss the art institute. it's like a time machine, but better because you don't have to wear stupid robes."


and that's my two cents, straight from the
windy city*. stay wild, stay curious, and keep exploring!


You might also be interested in:

About the author: Sophia Berg

Exploring the intersection of technology and humanity.

Loading discussion...