If you aren’t able to travel to Chicago during the month of November, then flying in September is also cheap. Prices for this month can be found on momondo for an average of 395€.
Most flyers found that booking tickets 60 days in advance of their planned departure date is the best time to get cheap flights to Chicago. During this timeframe, flight prices are around 463€. However, in the past 72 hours, people saw flights from Ireland for as low as 288€.
The cheapest day to depart from Ireland to Chicago is on a Thursday. Travellers who choose to depart for Chicago on a Thursday will often find tickets for as low as 460€. On the other hand, Sunday is the most expensive day to depart from Ireland because it is more convenient for both business and leisure travellers. As a result, prices tend to be around 585€.
Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Ireland to Chicago during this time can be as low as 456€. At midday is when there is more demand to fly to Chicago, so prices are often more expensive at around 576€ per ticket.
The best time to plan to fly to Chicago to go sightseeing would be when the temperature is not unbearable and the chance of rain is only moderate. Considering those guidelines, May or June seem like the best times of year to plan your visit.