The wind picks up in April.
When the sun sets, the temperature drops and it can be quite windy and chilly.
Boots or galoshes
Umbrella or Rain jacket
Closed-toed shoes that are comfortable for logging several miles on foot.
Chicago weather can be unpredictable
Notorious for dramatically dropping or increasing in temperature by 20 degrees or more in 1 day.
Rolling wheel luggage is best.
Duffle or Bags with Straps
You will be walking with the duffle bag for several blocks and it can become quite heavy and uncomfortable to carry for long distances.
COATS & SCARVES
Lined spring coat
Protecting your face from the wind is necessary on some days in April.