Cheap flights from Dublin to Chicago from $299

The month of September is, on average, the cheapest month to fly to Chicago from Dublin, with most prices found around $272. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Dublin to Chicago during January average around $365.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $755. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Dublin to Chicago for around $885.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Dublin to Chicago during this time can be as low as $792. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $857.

Fly from Dublin to Chicago O'Hare Intl for the best Dublin - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Dublin when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $656 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Dublin for as low as $483 on momondo.

Historically, on average around 14% of flights between Dublin and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 138 minutes.

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

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

According to our data, Aer Lingus have had the least number of delays on this route over the last 12 months; with about 8% of their flights experiencing any sort of delay.

As of May 2026, there are 18 flights per day flying from Dublin to Chicago. The most common time of day flights depart is 11:00AM, with 77% of flights taking off at noon.

The number of flights available between Dublin and Chicago is 128 per week as of May 2026. The most frequent departure day is Fri, with 16% of weekly flights leaving on this day.