Cheap flights from Chicago Midway Airport to Denver from $93

The cheapest month to fly to Denver from Chicago Midway Airport is in November. Flight prices, which tend to average around $241, are often lower during this time because this is during the off-season. If you don’t want to visit Denver in November, then you should wait until January to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $256.

The cheapest day to depart on your flight to Denver is on a Friday when prices can be found for as low as $285. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Denver is Monday, with ticket prices averaging around $366.

The cheapest time of day to fly to Denver is in the evening when flights can be purchased for as low as $250. Flights in the afternoon are often more expensive with an average ticket price of $332.

Fly from Chicago Midway to Denver Intl for the best Chicago Midway - Denver Intl flight prices

You are more likely to see cheaper flights to Denver from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Denver for around $310 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Denver from Chicago Midway Airport for as low as $232 on momondo.

There is only 1 cabin class available to choose from on Chicago Midway Airport to Denver flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 22% of flights between Chicago and Denver have experienced a delay on any given week. The average delay length over the past 12 months has been 129 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 21% of their flights experiencing any sort of delay.

3 flights are operational daily from Chicago Midway Airport to Denver as of September 2026. The most popular departure time for this route is 2:00PM, with 53% of flights per day taking off in the afternoon.

As of September 2026, 21 flights take off from Chicago Midway Airport and land in Denver each week. The most common flight departure day for this route is Wed, with 57% of weekly flights taking off on this day.