Travelers have found it’s best to book a flight 30 days in advance to save up to 2% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 30 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway to Italy 1-2 weeks in advance for as low as $814, or $814 for flights within the next 24 hours.
Our data shows that March tends to be the cheapest month to fly to Italy from Chicago Midway. Users have commonly found prices around $830 for the month, but tickets can be as low as $502. Due to multiple factors, prepare for potentially higher prices in July.