August is the cheapest month to fly this route, with average fares around $195 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $226 | $194 | Peak | |
| June 2026 | $204 | $169 | ||
| July 2026 | $199 | $169 | ||
| August 2026 | $195 | $169 | Best |
Departing on Tuesday offers the lowest average fares at $177. Saturday departures are the most expensive at $225, a difference of $48.
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 Tampa to Chicago is August, with average round-trip fares around $195. The lowest fare found in August is $169.
Tuesday departures are the cheapest, averaging $177 round trip. The most expensive day is Saturday at $225.
Based on current pricing trends, booking for August travel offers the best value. Avoid May if possible, as fares average $226 compared to $195 in the cheapest month. June is a solid middle-ground option at $204.
Flying in August instead of May can save you approximately $31 per round trip. The cheapest month averages $195 while the most expensive averages $226.
Airlines, flight times, price calendar, and more for Tampa to Chicago
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