#chicagowinter
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greasewallaby.bsky.social
Past 3 Days Looks.. #muslepup #hairy #hairypup #pup #beard #chicagowinter #pupdaddy #fuzzy
December 14, 2025 at 3:50 AM
greasewallaby.bsky.social
First Snow of season in Season. #chicago #chicagowinter #snow #coldasf
November 10, 2025 at 10:34 PM
jenniferhamilton.bsky.social
It has begun. #chicagowinter #6pm
December 20, 2024 at 12:27 AM
greasewallaby.bsky.social
Puppy Wants Summer Beach Times again… #chicagowinter #hollywoodbeach #pup #coldAF
January 30, 2026 at 2:28 AM
tmwatts.bsky.social
Random Photo of the Day #ChicagoWinter #ChicagoPhotographers #monochrome #Urban #StreetPhotography #CitySnow
Snowy January morning on Adams Street in the Chicago Loop
January 18, 2026 at 4:22 PM
greasewallaby.bsky.social
Tonight’s Get up at Work, cause it’s Fucking Cold… #Unionsuit #Pup #musclepup #puphood #winter #chicagowinter #mo #mustache #hairy #fuzzy #Hairychest #VPL
February 14, 2025 at 7:38 AM
kevinscamera.bsky.social
#Chicago #chicagophotohraphy #photography #photographer #snow #winterwonderland #winter #chicagowinter
January 11, 2025 at 6:43 AM
mgsbpa.bsky.social
It’s important to stay moisturized in winter. #ChicagoWinter
January 11, 2026 at 11:18 PM
eddiequinones.bsky.social
Chicago Snow Day. #chicagowinter #snow #chicagosnow #umbrella #winterumbrella #chicagostreetphoto #chicagostreetphotography #streetphotography #blackandwhitechicago #blackandwhite #dreaminstreets
February 27, 2025 at 10:54 PM
eddiequinones.bsky.social
Cadillac Cruising in Chicago. #chicagowinter #chicagoloop #chicagocadilac #cadillac #vintagecadillac #chicagostreetphoto #chicagostreetphotography #streetphotography #blackandwhitechicago #blackandwhite #dreaminstreets #onionfield
March 4, 2025 at 7:00 PM
chiarchitecture.bsky.social
If you needed confirmation that it’s winter in Chicago…here you go. ❄️ 🥶
📸: @waywelling via Instagram
#Chicago #architecture #Chicagowinter #allfortheloveofChicago
December 15, 2025 at 11:46 PM
sparkle-donkey.bsky.social
Bundle up, yall! It's getting real outside! 🥶🫣 #chicagowinter
January 5, 2025 at 5:25 PM
greasewallaby.bsky.social
First Snow of the Season so means Pup is Layering clothing and sweeper off the GTi. Still Loving Hot Hatch life, Takes the snow like a champ. #chicagowinter #Winter #chicago #snow #mustache #Mo #stache #vwgti #VW #GTi #MK7 #golf #golfgti
November 22, 2024 at 4:26 AM
johnpresence.bsky.social
Presence means being fully conscious of what is right here, right now.
This week that has meant unusually beautiful winter weather — and the small pleasure of wearing lighter layers by the lake. #FullyPresent #ChicagoWinter
February 10, 2026 at 11:30 PM
chiarchitecture.bsky.social
🕳️ Can’t be mad at a longer winter when it looks like this. ❄️💙
📸: @waywelling via Instagram
#Chicago #architecture #allfortheloveofchicago #chicagowinter #groundhogday
February 2, 2026 at 8:32 PM
sparkle-donkey.bsky.social
Friendly Reminder: Do the little things to keep you young and happy.

Ex: Build a 6ft igloo with family! #chicago #chicagowinter #snowstorm #fun #vacation #guncle #blackgaysky #addblackgaysky #blacksky
December 1, 2025 at 11:40 PM
hainsworthy.bsky.social
#ChicagoWinter #February #2025
February 15, 2025 at 4:55 PM
ellensartandpets.bsky.social
Cold? It's not cold. #cats #Chicagowinter
Cats hugging the furnace
December 14, 2025 at 4:13 PM
arisoglin.bsky.social
We’ve hit double digits! Might be a shorts day. #Chicagowinter #navypier
January 22, 2025 at 3:41 PM
yournextdaniel.bsky.social
Did I mention it’s cold? 😝 Y’all stay warm out there now #belowfreezing #polarvortex #chicagowinter #coldgay
January 19, 2025 at 8:24 PM
handle.invalid
At Navy Pier, winter doesn’t just bite; it devours. Caught this guy just soaking in the chill, probably thinking about the warmer days. That’s Chicago, beautiful but doesn’t give a damn if you’re cold. #ChicagoWinter #NavyPier #StreetPhotography
February 8, 2024 at 3:17 PM
sharongaietto.bsky.social
It’s amazing how good 20 degrees can feel when you’ve been in single digits for a few days.
#chicagowinter #warmup #chicagoskyline #northavenue #landscape #chicago #lakemichigan
February 21, 2025 at 4:00 AM
loheylo.bsky.social
Our building is old so #chicagowinter gets inside too. Gotta keep those ears cozy
The most loving white french bulldog dawns her winter fit: fleece sweater, fleece neck warmer and fleece hat with pointed ears just for her. Her face shows her preference for nudity
November 22, 2024 at 5:09 PM
dukebottom.bsky.social
I miss tanning. Fucking Chicago winter. #chicago #chicagowinter #chicagogays #gay #brownboy #latino #latinogays
December 21, 2024 at 10:40 PM
jungkim.bsky.social
Tried to outrun my fear of the future yesterday. All I got were ice eyelashes (it was 5 degrees). #chicagowinter
January 21, 2025 at 11:25 PM