July is the cheapest month to fly this route, with average fares around $127 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $220 | $180 | Peak | |
| June 2026 | $150 | $98 | ||
| July 2026 | $127 | $56 | Best | |
| August 2026 | $139 | $96 |
Departing on Tuesday offers the lowest average fares at $122. Sunday departures are the most expensive at $183, a difference of $61.
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 Houston to Chicago is July, with average round-trip fares around $127. The lowest fare found in July is $56.
Tuesday departures are the cheapest, averaging $122 round trip. The most expensive day is Sunday at $183.
Based on current pricing trends, booking for July travel offers the best value. Avoid May if possible, as fares average $220 compared to $127 in the cheapest month. June is a solid middle-ground option at $150.
Flying in July instead of May can save you approximately $93 per round trip. The cheapest month averages $127 while the most expensive averages $220.
Airlines, flight times, price calendar, and more for Houston to Chicago
View IAH → ORD Details