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One page of sourced numbers per city: what a day costs, what the travel advisory says, and which months score best on the weather.

Data: GeoNames, Open-Meteo, World Bank, US State Department, UK FCDO.

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© 2026 Travel City Index. Every number on this site comes from a dataset named on the page that shows it.
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Weather and seasons in Chicago, United States

Best time to visit Chicago: month-by-month weather (2026)

The highest-scoring months in Chicago are May, Jun, Aug and Sep.

Best months

May, Jun, Aug and Sep

Peak season

May, Jun, Jul, Aug and Sep

Off season

Jan, Mar and Dec

Monthly Temperatures (°C)

Monthly Rainfall (mm)

Month-by-Month Guide

Temperature, rainfall and sunshine are measured. The visit score below is derived from those three (design spec §5.3)estimate.

Jan

Temp: -6.2°C – 0.1°C

Rain: 78mm

Sunshine: 4.9h/day

Visit score: 3.3/10

Feb

Temp: -4.1°C – 4.4°C

Rain: 44mm

Sunshine: 7.8h/day

Visit score: 4/10

Mar

Temp: 0.6°C – 9.1°C

Rain: 99mm

Sunshine: 8.2h/day

Visit score: 3.2/10

Apr

Temp: 5.3°C – 14.6°C

Rain: 82mm

Sunshine: 9h/day

Visit score: 4.7/10

May

Best

Temp: 10.1°C – 19.2°C

Rain: 72mm

Sunshine: 10.9h/day

Visit score: 7.6/10

Jun

Best

Temp: 16.9°C – 26.2°C

Rain: 86mm

Sunshine: 11.9h/day

Visit score: 8.2/10

Jul

Temp: 19.4°C – 27.3°C

Rain: 194mm

Sunshine: 11.6h/day

Visit score: 7.3/10

Aug

Best

Temp: 18.8°C – 26.4°C

Rain: 75mm

Sunshine: 11.8h/day

Visit score: 9.1/10

Sep

Best

Temp: 16.1°C – 23.9°C

Rain: 92mm

Sunshine: 9.9h/day

Visit score: 8.2/10

Oct

Temp: 10°C – 17.9°C

Rain: 79mm

Sunshine: 8.4h/day

Visit score: 5.6/10

Nov

Temp: 3.1°C – 9.8°C

Rain: 68mm

Sunshine: 6h/day

Visit score: 3.5/10

Dec

Temp: -3°C – 3.3°C

Rain: 68mm

Sunshine: 4.2h/day

Visit score: 3.1/10

When to go, and when not to

The strongest months to visit are May, June, August, and September, when visit scores peak alongside warmer weather. June brings highs of 26.2C and nearly 12 hours of sunshine a day, while August offers highs of 26.4C with the highest visit score of the year at 9.1, supported by strong sunshine and moderate rainfall of 75mm.

The trade-off is that these strong months sit within the wider peak season of May through September, when the city is at its busiest. July stands out as the wettest month, with 194mm of rain despite still being part of the peak season, so travelers seeking sunshine without the heaviest rain may prefer June or August over July.

Season Guide

Spring

March – May

Mild temperatures and blooming gardens. A great time for sightseeing with fewer crowds than summer.

Packing tips

  • · Light layers
  • · Rain jacket
  • · Comfortable walking shoes

Summer

June – August

Warmest months with the longest days. Peak tourist season in most destinations.

Packing tips

  • · Sunscreen
  • · Hat
  • · Light clothing
  • · Refillable water bottle

Autumn

September – November

Cooling temperatures and autumn foliage. Shoulder season with good deals on accommodations.

Packing tips

  • · Medium layers
  • · Sweater
  • · Waterproof jacket

Winter

December – February

Coldest months with shorter days. Holiday markets and winter activities in many cities.

Packing tips

  • · Warm coat
  • · Scarf and gloves
  • · Thermal layers
  • · Waterproof boots

Keep reading

More on Chicago

  • Back to Chicago
  • Best cities to visit in May
  • Best cities to visit in June
  • Best cities to visit in August
  • Best cities to visit in September

Sources

  • GeoNames city database — CC BY 4.0, fetched September 14, 2026
  • Open-Meteo climate archive — CC BY 4.0, fetched September 21, 2026

AI-written interpretation reviewed against the data above — claude-sonnet-5, generated September 21, 2026. Every number on this page comes from a dataset named here; the formulas are public.