New York City edges it in January. New York City averages -2–4°C with low crowds; Chicago -8–-1°C with very low crowds.
By Daan · Last reviewed October 2026
New York City and Chicago
The verdict for January
Cold, quiet and relatively good value
+One of the strongest months for fewer crowds, lower demand and better value.
–Genuinely cold — outdoor sightseeing is less comfortable.
Cold, quiet and relatively good value.
Deep winter, empty museums
+Lowest hotel rates of the year and the Art Institute practically to yourself.
–Brutally cold, short days, lake-effect wind makes it feel worse than the thermometer says.
Lowest hotel rates of the year and the Art Institute practically to yourself.
Scores and crowd levels are my own judgement; temperatures are monthly averages. Higher scores are better: quieter, cheaper and more pleasant.
Another month