Chicago, United States
🌍Best Time to Visit Guide

Chicago

United States

Discover the best time to visit

11°C avg
9 rain days/mo
3.1 crowds
See Monthly Breakdown
Best Time to Visit
Sep – Feb
Score: 68/100 • Perfect conditions
Consider Avoiding
Dec – Apr
Score: 12/100 • Less ideal
Overall Score Scale
0
100
Climate Overview

Weather in Chicago

Monthly temperature ranges and rainfall patterns to help you pack right

Jan
0°
-8°
9
Feb
2°
-6°
7
Best
Mar
9°
-1°
9
Apr
15°
5°
10
May
21°
10°
10
Jun
27°
16°
9
Jul
29°
19°
9
Aug
28°
18°
8
Best
Sep
24°
14°
7
Best
Oct
17°
7°
8
Nov
9°
1°
9
Dec
2°
-5°
9
Cool
Mild
Warm
Hot
Best months
Crowds & Prices

When to Save Money

Monthly crowd levels and price indices for Chicago

Avg Crowds
3.1
Avg Prices
3.4
Quietest
Jan
Cheapest
Jan
Jan
1
Very Low
Feb
1
Very Low
Mar
2
Low
Apr
3
Moderate
May
4
High
Jun
5
Very High
Jul
5
Very High
Aug
5
Very High
Sep
4
High
Oct
3
Moderate
Nov
2
Low
Dec
2
Low
1-2: Best value
3: Moderate
4-5: Peak season
Sweet spot month

Pro Tip

Months marked with a star offer the best balance of low crowds and affordable prices. In Chicago, consider visiting in January, February, November.

TripMemo Recommendation

The Sweet Spot

Perfect balance of comfortable weather, manageable crowds, and great value in Chicago

#1 Pick

September

#1 recommended

68/100
Temp
14°–24°C
Rain
7 days
Crowds
4
Prices
4
Great weather

February

#2 recommended

52/100
Temp
-6°–2°C
Rain
7 days
Crowds
1
Prices
2
Few crowdsLow prices

August

#3 recommended

41/100
Temp
18°–28°C
Rain
8 days
Crowds
5
Prices
5
Great weather

October

#4 recommended

36/100
Temp
7°–17°C
Rain
8 days
Crowds
3
Prices
3

Best months to visit Chicago:

September, February, August

Month by Month

What to Expect Each Month

Detailed month-by-month guide to help you plan the perfect trip to Chicago

Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during January.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during February.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during March.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during April.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during May.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
High CrowdsHigh Prices

Weather

Check local weather forecasts for Chicago during June.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
High CrowdsHigh Prices

Weather

Check local weather forecasts for Chicago during July.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
High CrowdsHigh Prices

Weather

Check local weather forecasts for Chicago during August.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
High CrowdsHigh Prices

Weather

Check local weather forecasts for Chicago during September.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during October.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during November.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Moderate CrowdsModerate Prices

Weather

Check local weather forecasts for Chicago during December.

Highlights

  • Research local attractions
  • Check for local events
  • Book accommodations in advance

Consider

  • Weather can vary
  • Popular periods may be crowded

Packing

  • Comfortable walking shoes
  • Weather-appropriate clothing
  • Essential documents
Events & Festivals

What's Happening in Chicago

Major events, festivals, and celebrations throughout the year

Jan

January

New Year Celebrations

Ring in the new year with local celebrations and events.

holiday
Apr

April

Spring Festivals

Various springtime cultural events and celebrations.

festival
Jul

July

Summer Events

Peak season events including outdoor concerts and festivals.

music
Oct

October

Autumn Celebrations

Fall harvest festivals and cultural events.

cultural
Dec

December

Holiday Season

End of year celebrations, markets, and festivities.

holiday
Explore More

Related Tools

More tools to help plan your perfect trip to Chicago

Seasonal Journaling

Capture the Season in Chicago

Thoughtful prompts to help you journal about how the season shaped your experience

Any Season

How did the "Windy City" reputation match your experience?

Famous wind

Winter

Describe surviving (or enjoying) a Chicago winter.

Harsh winters

Summer

What was summer in Chicago like—festivals, beaches, energy?

Summer festival season

Autumn

How did fall colors along the lakefront impress you?

Autumn foliage

Spring

Describe spring in Chicago after a long winter—how did the city celebrate?

Spring awakening

Any Season

What surprised you about Lake Michigan's influence on weather?

Lake effect

Photo Checklist

Perfect Photo Moments in Chicago

Know exactly when to capture the best shots based on season and timing

Crowd Timing

The Bean (Cloud Gate) reflections

Any season

Early morning for empty shots

Festival

Chicago River dyed green

St. Patrick's Day (March)

Morning dyeing ceremony

Golden Hour

Summer sunset from North Avenue Beach

June - August

Skyline silhouette

Nature

Fall colors in Millennium Park

October - Early November

Lurie Garden and Crown Fountain

Weather Shot

Winter ice and snow on lakefront

January - February

Frozen lake shelves and city backdrop

Activity

Architecture boat tour

April - October

Golden hour tours available

Festival

Lollapalooza crowds in Grant Park

Late July - Early August

Skyline and festival energy

Nature

Spring blooms at Lincoln Park

April - May

Conservatory and gardens

Golden Hour

Blue hour from 360 Chicago

Any season

Hancock Building observation deck

Weather Shot

Foggy morning over the river

Fall mornings

Bridges disappearing into mist

Festival

Christmas lights on Mag Mile

Late November - January

Magnificent Mile festivities

Festival

Summer fireworks at Navy Pier

Memorial Day - Labor Day

Wednesday and Saturday nights

Pro tip: Save this list to your TripMemo journal for quick reference while exploring

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