Skip winter. Keep the time zone.
On December 21 the sun in Chicago sets at 4:22 pm. In Medellín it sets at 5:53 pm — and the high that day is about 81°F. Same clock as New York. Three months, one furnished apartment, no coat.
First, the honest part about home
What January actually is in Chicago
Not the postcard version. The averages, from the weather station your forecast already uses.
Freezing-day, cloud, sunshine and snowfall counts are shown for US cities (NOAA). For Canadian cities we have temperature normals only, so those tiles are blank rather than guessed.
Station: Chicago O'Hare. NOAA NCEI Comparative Climatic Data (CCD-2018). Temperature normals 1981–2010; days ≤32°F, % possible sunshine, cloudy days and snowfall are period-of-record means as published.

The part nobody charts
You don't just lose warmth. You lose 189 hours of daylight.
Temperature is fixable with a coat. Daylight isn't fixable at all: at Chicago's latitude the sun sets at 4:22 pm on December 21. Medellín sits 6° north of the equator, so its days barely change — sunset was 5:53 pm on December 21 and 6:18 pm on June 21.
The shaded area is the difference, day by day, from November 1 to March 31. Add it up for December through February and it comes to 189 extra hours of daylight — about 254 if you stay November through March.
Daylight = sunrise to sunset, computed with the standard NOAA solar equations for each city's coordinates (includes atmospheric refraction). No weather in this chart — it's pure geometry, which is why nobody argues with it.
Then the obvious part
Every month in Medellín is the same month
Each bar runs from the average daily low to the average daily high. Medellín's bars hardly move: the coolest month's high is 80°F and the warmest is 83°F; nights are 62–63°F all year. That's the "eternal spring" line you've heard — and unlike most tourism-board lines, the station data back it up. Chicago's bars are the ones that spend the winter inside the blue freezing band.
Medellín: IDEAM monthly means, Olaya Herrera airport (valley floor, ~4,900 ft). El Poblado and Envigado sit a few hundred feet higher and run a couple of degrees cooler. No heating, no air conditioning: most apartments have neither, because neither is needed.
What you get
A city, not a resort
- The same clock as the East Coast. Colombia is UTC-5 with no daylight-saving change — in winter that's exactly New York and Toronto time, and one hour ahead of Chicago. Your 9 a.m. stand-up is still 9 a.m.
- Furnished apartments by the month. 30-day-plus rentals are the normal way to stay here, with a legal protection (Ley 820) that short-term listings don't have. Good fibre internet is standard in the neighbourhoods you'd pick.
- Walkable neighbourhoods with actual life in them. Laureles is flat and residential; Envigado is quieter; El Poblado is the expensive, hilly one everyone has heard of.
- Metro, cable cars, cheap taxis — you don't need a car, and you shouldn't want one.
- A dry-ish season that lines up with your winter. December–February are Medellín's driest months (IDEAM counts 12–15 rain days a month, versus 25 in October).
What it isn't
Read this before you get excited
- No beach. It's a valley city in the Andes. Cartagena and the Caribbean are a one-hour flight, not a taxi.
- 4,900 feet up. Most people don't notice; some do for the first day or two. Nobody needs a coat, but you will want a light layer at night.
- It rains. Short, hard afternoon showers, mostly outside your winter window — but April–May and October–November are properly wet.
- Spanish helps a lot. You can manage in English in El Poblado and Laureles; everywhere else, a few hundred words change your trip.
- It's a big Latin American city. The rules that apply in any of them apply here: don't flash a phone on the street, use apps for taxis at night, and don't accept drinks or dates from strangers. We say this plainly on the Medellín page because sugar-coating it does you no favours.

The whole plan, in three moves
How skipping winter actually works
Pick your window
US and Canadian passports get a 90-day entry stamp, extendable in-country to 180 days per calendar year. If you want a full winter, land in early December and leave in late February or March. Rules change — check the current ones before you book.
Book a furnished place for 30+ days
Monthly furnished rentals are cheaper per night than any short-term listing and legally cleaner. Neighbourhood first, building second, photos last. Where and how to book.
Land, get a SIM, keep your job
Airport → apartment by app-booked taxi, a Claro or Movistar SIM the same day, and you're on East Coast time by Monday morning. The arrival checklist.
Free, and timed to your weather
The Winter Countdown
A short email series that starts when your city's first hard cold snap is due and walks you from "maybe" to "booked": what a month in Laureles really costs, when flights are cheapest, which buildings to avoid, how to handle money without bank fees. No spam, no daily newsletter — a handful of emails across the autumn, and one in January that will feel like a rescue.
Rather talk it through with a person?
If you're 55-plus, planning with a partner, or just want someone on the phone who lives here and can vet a building for elevators, flat streets and a good clinic nearby — that's our sister site, run by the same American in Medellín.