August is the cheapest month to fly this route, with average fares around $130 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $226 | $184 | Peak | |
| June 2026 | $195 | $113 | ||
| July 2026 | $155 | $56 | ||
| August 2026 | $130 | $56 | Best |
Departing on Wednesday offers the lowest average fares at $126. Saturday departures are the most expensive at $213, a difference of $87.
The best time to fly is August. Set up an alert and we'll notify you when prices drop.
Get Started Free →The cheapest month to fly from Miami to Chicago is August, with average round-trip fares around $130. The lowest fare found in August is $56.
Wednesday departures are the cheapest, averaging $126 round trip. The most expensive day is Saturday at $213.
Based on current pricing trends, booking for August travel offers the best value. Avoid May if possible, as fares average $226 compared to $130 in the cheapest month. June is a solid middle-ground option at $195.
Flying in August instead of May can save you approximately $96 per round trip. The cheapest month averages $130 while the most expensive averages $226.
Airlines, flight times, price calendar, and more for Miami to Chicago
View MIA → ORD Details