August is the cheapest month to fly this route, with average fares around $833 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $961 | $867 | Peak | |
| June 2026 | $945 | $881 | ||
| July 2026 | $893 | $785 | ||
| August 2026 | $833 | $795 | Best |
Departing on Wednesday offers the lowest average fares at $886. Thursday departures are the most expensive at $954, a difference of $68.
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 Chicago to Rome is August, with average round-trip fares around $833. The lowest fare found in August is $795.
Wednesday departures are the cheapest, averaging $886 round trip. The most expensive day is Thursday at $954.
Based on current pricing trends, booking for August travel offers the best value. Avoid May if possible, as fares average $961 compared to $833 in the cheapest month. June is a solid middle-ground option at $945.
Flying in August instead of May can save you approximately $128 per round trip. The cheapest month averages $833 while the most expensive averages $961.
Airlines, flight times, price calendar, and more for Chicago to Rome
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