
United States
Discover the best time to visit
Monthly temperature ranges and rainfall patterns to help you pack right
Monthly crowd levels and price indices for Chicago
Months marked with a star offer the best balance of low crowds and affordable prices. In Chicago, consider visiting in January, February, November.
Perfect balance of comfortable weather, manageable crowds, and great value in Chicago
#1 recommended
#2 recommended
#3 recommended
#4 recommended
Best months to visit Chicago:
September, February, August
Detailed month-by-month guide to help you plan the perfect trip to Chicago
Check local weather forecasts for Chicago during January.
Check local weather forecasts for Chicago during February.
Check local weather forecasts for Chicago during March.
Check local weather forecasts for Chicago during April.
Check local weather forecasts for Chicago during May.
Check local weather forecasts for Chicago during June.
Check local weather forecasts for Chicago during July.
Check local weather forecasts for Chicago during August.
Check local weather forecasts for Chicago during September.
Check local weather forecasts for Chicago during October.
Check local weather forecasts for Chicago during November.
Check local weather forecasts for Chicago during December.
Major events, festivals, and celebrations throughout the year
Ring in the new year with local celebrations and events.
holidayVarious springtime cultural events and celebrations.
festivalPeak season events including outdoor concerts and festivals.
musicFall harvest festivals and cultural events.
culturalEnd of year celebrations, markets, and festivities.
holidayMore tools to help plan your perfect trip to Chicago
Perfect photography lighting
Discover the exact sunrise, sunset, golden hour, and blue hour times for Chicago. Plan your photography sessions with precision timing data.
Plan your expenses
Calculate your daily budget for Chicago including accommodation, food, transport, and activities. Get realistic cost estimates for your trip.
Thoughtful prompts to help you journal about how the season shaped your experience
How did the "Windy City" reputation match your experience?
Famous wind
Describe surviving (or enjoying) a Chicago winter.
Harsh winters
What was summer in Chicago like—festivals, beaches, energy?
Summer festival season
How did fall colors along the lakefront impress you?
Autumn foliage
Describe spring in Chicago after a long winter—how did the city celebrate?
Spring awakening
What surprised you about Lake Michigan's influence on weather?
Lake effect
Know exactly when to capture the best shots based on season and timing
Early morning for empty shots
Morning dyeing ceremony
Skyline silhouette
Lurie Garden and Crown Fountain
Frozen lake shelves and city backdrop
Golden hour tours available
Skyline and festival energy
Conservatory and gardens
Hancock Building observation deck
Bridges disappearing into mist
Magnificent Mile festivities
Wednesday and Saturday nights
Pro tip: Save this list to your TripMemo journal for quick reference while exploring
Document your Chicago adventure with TripMemo. Create a beautiful travel journal with photos, maps, and memories.