July is the cheapest month to fly this route, with average fares around $149 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $235 | $185 | Peak | |
| June 2026 | $190 | $113 | ||
| July 2026 | $149 | $56 | Best | |
| August 2026 | $151 | $105 |
Departing on Wednesday offers the lowest average fares at $131. Sunday departures are the most expensive at $207, a difference of $76.
The best time to fly is July. Set up an alert and we'll notify you when prices drop.
Get Started Free →The cheapest month to fly from Chicago to Miami is July, with average round-trip fares around $149. The lowest fare found in July is $56.
Wednesday departures are the cheapest, averaging $131 round trip. The most expensive day is Sunday at $207.
Based on current pricing trends, booking for July travel offers the best value. Avoid May if possible, as fares average $235 compared to $149 in the cheapest month. June is a solid middle-ground option at $190.
Flying in July instead of May can save you approximately $86 per round trip. The cheapest month averages $149 while the most expensive averages $235.
Airlines, flight times, price calendar, and more for Chicago to Miami
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