May 29 is generally a great time to visit Chicago. While there is a slight chance of rain (34%), showers are usually brief. Expect comfortable 21°C weather. As it's peak season for Chicago, we recommend booking your stay well in advance to secure the best rates.
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Essential Travel Info for Chicago
Currency
USD
$ United States dollar
Language
English
Driving
Right side
Connect
The first Internet café in the United St...
Safety
Moderate Safety
GPI: 2.44
Chicago Weather Forecast for May 29
"Mild & Comfortable. Expect average highs of 20.8°C. 34% chance of rain."
What to Wear in Chicago in May
Based on historical data for May 29, Chicago typically experiences temperatures between 13.6°C and 20.8°C. We recommend packing light jacket, long pants, umbrella to stay comfortable. With a 34% chance of rain, keeping a raincoat or umbrella handy is a smart move.
Complete Packing Guide
Weekly breakdown & essential items for Chicago
Smart Suitcase
- Light Jacket
- Long Pants
- Umbrella
Average High
20.8°C
Daytime Peak
Average Low
13.6°C
Nighttime Low
Feels Like
20.9°C
☀️ Feels accurate
Rain Chance
34%
Avg 2.5mm if it rains
Cloud Cover
59%
Overcast
Pressure
1014.2 hPa
Medium volatility
Chicago Weather Conditions & UV Index
Weather Confidence
30-year variance analysis
Based on 10 years of data
🎯 This date historically delivers consistent weather 82% of the time. Safe to plan outdoor activities with confidence.
Sun Exposure
UV Index & Safety Guide
Protection Needed
SPF 30 recommended
04:00 - 10:00
16:00 - 19:00
Type I-II
🔴 16 min to burn
Type III-IV
🟡 24 min to burn
Type V-VI
🟢 40 min to burn
UV estimate based on latitude, season & cloud cover. Actual UV may vary.
Outdoor Comfort
How pleasant is it outside?
Dew Point
16.2°C
Noticeable
Heat Stress
Low
No heat warning
🙂 Best outdoor time:
Any time during daylight hours
Travel & Logistics Insights
Local Calendar
Business Day
Standard hours in United States
Flight Traffic
High
99/100 pressure index
Health Advisory
Healthy
Routine only • View Details →
Landing Slots
~1,351
Daily arrival options (inc. codeshare)
Sunrise, Sunset & Wind in Chicago
Daylight & Sun
Solar Elevation Cycle
🌅 Sunrise
04:20
☀️ Noon
11:49
🌇 Sunset
19:17
⏱️ Daylight
14h 56m
Wind Speed
22.5 km/h
Moderate wind
Sunshine
10.5 hrs
Direct Sun (Cloud-free)
Humidity
75%
Humid / Damp
Travel Intelligence
Exclusive flight analytics & health data for Chicago
Smart Flight Estimator
Airport-to-Airport Logistics
unlock smart flight estimates
Add your home location in settings to see airport details.
Travel Health & Safety in Chicago
Travel Comfort Index
Real-time tourism conditions
Weather Quality
⛅ Good
Tourist Crowds
🟡 Busy
Price Level
💰💰💰 Expensive
Health & Wellbeing
Meteo-Health Forecast
Moderate fluctuations. Some sensitivity possible.
Weather unlikely to affect joint pain.
Moderate fish activity expected.
Air quality is acceptable. Sensitive individuals should limit prolonged outdoor exertion.
Regional Safety Profile
Seismic Activity
Zero seismic activity detected in 30 years.
"According to 30YearWeather's analysis of 30 years of NASA satellite data, Chicago on May 29 averages 20.8°C with a 34% precipitation probability. Wedding/Outdoor Event Score: 90/100."
— Source: 30YearWeather.com|Data: NASA POWER (1991-2021)|View Methodology
Chicago Weather History (2010–2024)
Temperature History
Hall of Fame
Records from last 10 years
Better Alternatives Nearby
Consider these dates within ±7 days
June 3
21.9°C • 22% rain
Score
98
June 2
21.8°C • 22% rain
Score
97
June 4
22.1°C • 24% rain
Score
97
💡 Moving your event by a few days could significantly improve weather conditions
Compare Other Cities
Same date (May 29) in other destinations
🌍 Explore the same date in different destinations around the world
📍 Is Chicago Worth Visiting on May 29?
Planning a trip to Chicago on May 29? Our historical weather analysis based on 30 years of NASA satellite data shows that this time of year is characterized by pleasant mild weather averaging 20.8°C with a 34% historical precipitation risk.
✈️ Travel Logistics: Approximately 1,351 landing slots available daily during this period, indicating peak tourist activity.
📊 Historical Extremes: The hottest May 29 recorded in the last 30 years saw temperatures hit 26.7°C in 2022, while the coldest dropped to 6.9°C in 2021.