Essential Packing List for Two Weeks in Chicago in Early May

Day 1: Chicago Packing Preparation

Chicago, USA on May 1, 2025

6:00AM

Check Weather Forecast

Review the latest weather updates for Chicago in early May, which typically includes mild to cool temperatures ranging from high 40s to mid-60s Fahrenheit, with possibility of rain.

Free, 0h30m

6:30AM

Clothing Essentials

Pack layers including light sweaters, long sleeve shirts, T-shirts, a medium-weight jacket, waterproof outerwear, and comfortable walking shoes to adapt to variable spring weather.

Free, 1h0m

7:30AM

Accessories and Miscellaneous

Include an umbrella, sunglasses, a hat for sun protection, and a reusable water bottle. Also pack chargers, personal hygiene products, and any necessary medications.

Free, 0h30m

8:00AM

Technology and Entertainment

Bring a smartphone, headphones, camera, and travel guides or a Chicago event app for planning your daily activities.

Free, 0h30m

View Hotel Availability

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