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Chicago or New York in June?

On climate data, New York comes out ahead overall in June. See the per-criterion details below.

Chicago skyline on Lake MichiganChicagoPhoto: G B_NZ · CC BY-SA 2.0
Chicago
USA
Good· 70
Manhattan skyline in New YorkNew YorkPhoto: King of Hearts · CC BY-SA 4.0
New York
USA
Good· 73

Key figures in June

CriterionChicagoNew York
Average daily high21 °C22 °C
Average daily low15 °C17 °C
Rainy days13 rainy days (est.)13 rainy days (est.)
Sun7 h/day8 h/day ★
Humidity81 %82 %

Winner by travel type

Overall: New YorkBeach: New YorkCity break: New YorkActive: ChicagoFamily: New York

Chicago or New York in June: the short answer

In June, New York comes out ahead on the overall climate score (Chicago 70/100 vs New York 73/100). That is a snapshot of one month, though — which one truly fits depends on what you want from the trip, so the breakdown below goes criterion by criterion.

This comparison focuses on June as a representative month for the pair; for any other month, use each destination's month-by-month pages. Across the whole year Chicago averages a climate score of 54/100, New York 57/100. Both profiles below are historical monthly averages, not a forecast.

Weather in June, side by side

The average daily high is about 21 °C in Chicago and 22 °C in New York — warmer in New York. Average daily lows are around 15 °C versus 17 °C.

On rain, Chicago sees about 13 rainy days in June and New York about 13. New York gets more sunshine (7 vs 8 hours a day).

Rain and sun across the year

Over a full year Chicago records roughly 129 rainy days and New York about 131 — the drier of the two overall is Chicago. At their sunniest, Chicago reaches about 7 hours of sun a day (June) and New York about 8 (June). If dependable dry, sunny weather is your top priority, weigh these annual totals alongside the single month above.

Best time to visit each

Climatically, Chicago is at its best in June, July, August and September, while New York peaks in June, July, August and September. If your dates are fixed, pick the destination whose strong season overlaps them; if you are flexible, plan around these windows.

Which suits which kind of trip

Based on the June scores for each travel style:

City breaks: New York scores higher in June (Chicago 83 vs New York 84).

Active & hiking: Chicago scores higher in June (Chicago 74 vs New York 72).

Family: New York scores higher in June (Chicago 57 vs New York 65).

Verdict: which should you pick?

There is no single winner — it depends on your month and your priority. For June specifically, use the head-to-head above; over the year, New York carries the slightly higher overall climate score. Choose Chicago if its strong months and profile match your plan, New York if its do. The month-by-month pages for each destination give you the full picture before you book.