Question : In the next four weeks, what day should you book your trip?
Answer : Since low prices are preferred, look at Feb 24th. As of Feb 20th, it's showing the cheapest ticket sales at $436. That is 54% below the average price for this route, so you can spend that extra money on a fun experience in Chicago.
Question : Is the price you found a good deal?
Answer : Flight prices are fluctuating a lot more for this route than most routes from Italy, as they're ranging anywhere from $431 to $2,278. The further out you book a route, the more likely you are to save.
Question : What is the cheapest round-trip ticket you can get to Chicago?
Answer : Prices are hitting as high as $2,278 over the next three months when flying to MDW from MXP. Check out KLM, as they have been booking customers at just $431.
Question : How many days should you spend in Chicago?
Answer : The average time spent in Chicago by passengers from Milan is about one week.
Question : Will you do what it takes to get the absolute lowest-cost flight?
Answer : For the month of March, Friday is your lowest-cost day to fly. Flexibility is paramount when booking travel plans in order to keep travel costs down.