June is the cheapest month to fly this route, with average fares around $152 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $162 | $120 | ||
| June 2026 | $152 | $112 | Best | |
| July 2026 | $165 | $112 | Peak | |
| August 2026 | $155 | $136 |
Departing on Monday offers the lowest average fares at $138. Sunday departures are the most expensive at $184, a difference of $46.
The best time to fly is June. Set up an alert and we'll notify you when prices drop.
Get Started Free →The cheapest month to fly from Denver to Chicago is June, with average round-trip fares around $152. The lowest fare found in June is $112.
Monday departures are the cheapest, averaging $138 round trip. The most expensive day is Sunday at $184.
Based on current pricing trends, booking for June travel offers the best value. Avoid July if possible, as fares average $165 compared to $152 in the cheapest month. May is a solid middle-ground option at $162.
Flying in June instead of July can save you approximately $13 per round trip. The cheapest month averages $152 while the most expensive averages $165.
Airlines, flight times, price calendar, and more for Denver to Chicago
View DEN → ORD Details