Pack or skip
Flip-flops for Chicago in February
Verdict
Skip it
Highs around 36°F — too cool for open shoes.
Why
Chicago in February averages highs of 36°F, lows of 21°F, 10 rainy days.
That climate means flip-flops isn't pulling its weight. Highs around 36°F — too cool for open shoes.
What to bring instead
See our best-shoes picks for Chicago in February →