Best time to go: what is the RIGHT price for a round-trip flight to Milan (from: Chicago)

The average price to go to Milan from Chicago airport is $ 925 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 525 (in february) and $ 1450 (in july), which is a saving of $ 401 or a surplus of $ 525 (compared to the average price) depending on the period you leave.

The analysis of all prices reveals that the most frequent price is between $544 to $599 and it is generally more economical to leave on a wednesday and return on a wednesday on a flight with 1 or more layovers.

Be careful, the cheapest months may correspond to unfavorable weather periods . Check out our page best time to go to Milan before booking your flight.

If you want to know when to book your flight at the best price, go straight to the second part of this page: When to buy your Chicago-Milan plane ticket.

How are these data calculated?

We have studied a sample of 60321 airfare prices from previous years for flights to Milan from Chicago and can thus establish precise and credible price variation trends based on different parameters. Of course, prices can vary from year to year, but the seasonal aspect of this data (recurrence of school holidays, events... from year to year) makes these statistics quite reliable.

Average price depending on the departure month

Data analysis:

By leaving in february, the price of the plane ticket will statistically be the cheapest ($ 525, saving $ 401 compared to the average price over the year which is $ 925). Conversely, july will be the most expensive ($ 1450).

Flight Chicago-Milan: when is the best time to go for the best price?

Month Good price* Average price Our opinion
January$ 498 $ 565 good price
February$ 461 $ 525 very good price
March$ 518 $ 608 good price
April$ 551 $ 764 good price
May$ 699 $ 1067 fair price
June$ 1047 $ 1410 high price
July$ 1137 $ 1450 very high price
August$ 921 $ 1273 high price
September$ 717 $ 1107 high price
October$ 664 $ 931 fair price
November$ 549 $ 617 good price
December$ 650 $ 786 good price

*great price to buy your plane ticket: if you see this price or cheaper during your flight search, go for it and buy it!

Price breakdown to travel from Chicago to Milan

Data analysis:

The prices for flights from Chicago to Milan range from $381 to $1904. 3% of tickets were purchased at the minimum price (from $381 to $436), 1% at the maximum price (from $1850 to $1904). The majority of plane tickets were purchased in the range of $544 to $599 (10% of tickets).

Cheapest airlines for the Chicago->Milan flight

There are 15 companies that serve Chicago from Milan airport: United, SAS, TAP, Lufthansa, Icelandair, Turkish Airlines, Aer Lingus, Spirit Airlines, British Airways, Frontier Airlines, LOT, Finnair, Air Canada, Austrian Airlines and Brussels Airlines.

Data analysis:

Of the 60321 flights analyzed in previous years, United was the airline that offered the best fare most often in the flight ticket search results (18% of the time) on the Chicago->Milan route.

Direct flight or flight with layover?

Data analysis:

To get the best price for the Chicago-Milan flight, you should take a flight with one or more layovers (you will save an average of $ 1061 compared to a direct flight).

Which day of the week to leave?

Data analysis:

Statistically, Chicago-Milan flights departing on a wednesday are cheaper than on other days of the week. By choosing a wednesday as your departure date, you can save an average of $84. On the other hand, departing on a sunday may cost you an additional $66.

Which day of the week to come back?

Data analysis:

Statistically, return flights from Milan to Chicago departing on a wednesday are cheaper than on other days of the week. By choosing a wednesday for your return date, you will save an average of $51. Conversely, departing from Milan on a saturday may cost you an additional $77.


Top prices Chicago-Milan

Round tripDatesPrice
Chicago → Milan01-11 to 08-11-2024$ 463 
Chicago → Milan03-11 to 10-11-2024$ 490 
Chicago → Milan04-11 to 11-11-2024$ 515 
Chicago → Milan07-11 to 11-11-2024$ 513 
Chicago → Milan08-11 to 17-11-2024$ 513 
Chicago → Milan10-11 to 17-11-2024$ 457 
Chicago → Milan13-11 to 20-11-2024$ 461 
Chicago → Milan15-11 to 22-11-2024$ 461 
Chicago → Milan01-12 to 10-12-2024$ 455 
Chicago → Milan21-02 to 28-02-2025$ 456 


When to book your flight Chicago - Milan to get the cheapest price?

Statistically, you will make the biggest savings by buying your plane ticket between 1 to 2 months in advance. However, you may end up paying a high price if you book between 7 to 8 months in advance.

Did you know: the price of plane tickets not only varies depending on how far in advance you book, but also on the day of the week you book! So, to maximize your chances of getting the best price for a Chicago-Milan flight, it is recommended to book your ticket on a tuesday.

How far in advance should I buy my flight?

Data analysis:

To get the cheapest flight ticket from Chicago to Milan, it is recommended to buy it 1 to 2 months before departure (it is then on average 839 $, which is a saving of 86 $ compared to the overall average price). On the other hand, if you buy your ticket 7 to 8 months in advance, you will pay the full price (119 $ more than the average price).

Depending on the departure month

The best time to buy your Chicago to Milan flight ticket may vary depending on your departure month. Therefore, we offer you statistics on when to book your flight month by month.

Departure on... How far in advance should I book?
January

Best time: 1 to 2 months before departure (average price: 528 $)

Other interesting period(s): 0 to 1 month ($ 564), 4 to 5 months ($ 541), 5 to 6 months ($ 559)

February

Best time: 1 to 2 months before departure (average price: 468 $)

Other interesting period(s): 2 to 3 months ($ 478), 3 to 4 months ($ 512), 5 to 6 months ($ 520)

March

Best time: 3 to 4 months before departure (average price: 506 $)

Other interesting period(s): 1 to 2 months ($ 600), 2 to 3 months ($ 543), 4 to 5 months ($ 584), 6 to 7 months ($ 580), 7 to 8 months ($ 599)

April

Best time: 7 to 8 months before departure (average price: 580 $)

Other interesting period(s): 2 to 3 months ($ 735), 4 to 5 months ($ 726), 5 to 6 months ($ 714), 6 to 7 months ($ 616), 8 to 9 months ($ 612), 9 to 10 months ($ 659)

May

Best time: 11 to 12 months before departure (average price: 813 $)

Other interesting period(s): 4 to 5 months ($ 1052), 5 to 6 months ($ 904), 6 to 7 months ($ 1027), 7 to 8 months ($ 1030), 8 to 9 months ($ 983), 9 to 10 months ($ 965)

June

Best time: 11 to 12 months before departure (average price: 978 $)

Other interesting period(s): 5 to 6 months ($ 1372), 6 to 7 months ($ 1218), 7 to 8 months ($ 1199), 8 to 9 months ($ 1169), 9 to 10 months ($ 1226), 10 to 11 months ($ 1226)

July

Best time: 11 to 12 months before departure (average price: 1047 $)

Other interesting period(s): 5 to 6 months ($ 1423), 6 to 7 months ($ 1366), 7 to 8 months ($ 1322), 8 to 9 months ($ 1257), 9 to 10 months ($ 1283), 10 to 11 months ($ 1306)

August

Best time: 10 to 11 months before departure (average price: 1124 $)

Other interesting period(s): 0 to 1 month ($ 1229), 1 to 2 months ($ 1229), 6 to 7 months ($ 1233), 7 to 8 months ($ 1246), 8 to 9 months ($ 1176), 9 to 10 months ($ 1141)

September

Best time: 11 to 12 months before departure (average price: 697 $)

Other interesting period(s): 0 to 1 month ($ 1093), 1 to 2 months ($ 1037), 7 to 8 months ($ 1087), 8 to 9 months ($ 1052), 9 to 10 months ($ 822), 10 to 11 months ($ 861)

October

Best time: 10 to 11 months before departure (average price: 810 $)

Other interesting period(s): 1 to 2 months ($ 823), 8 to 9 months ($ 879), 9 to 10 months ($ 896)

November

Best time: 2 to 3 months before departure (average price: 543 $)

Other interesting period(s): 1 to 2 months ($ 593), 3 to 4 months ($ 608), 8 to 9 months ($ 577), 9 to 10 months ($ 579), 10 to 11 months ($ 564)

December

Best time: 1 to 2 months before departure (average price: 703 $)

Other interesting period(s): 2 to 3 months ($ 745), 3 to 4 months ($ 720), 4 to 5 months ($ 750), 9 to 10 months ($ 740)

What day of the week should I book my flight ticket?

Data analysis:

Statistically, tuesday is the day when plane tickets for Chicago->Milan are the cheapest. So, by buying your plane ticket on a tuesday, you will save $13. Conversely, by buying it on a saturday, you may end up paying $18 more.



Chicago to Milan: flight price when booking today

Information: this data is not statistics but comes from real prices collected less than 7 days ago. Some months may not be available as we do not have enough data for them.

Month Current price
May 2024$ 1691
$825 to $3910
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June 2024$ 1117
$687 to $3942
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July 2024$ 1054
$681 to $1953
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August 2024$ 1067
$599 to $2746
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September 2024$ 777
$523 to $1654
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October 2024$ 866
$515 to $2678
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November 2024$ 598
$455 to $967
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December 2024$ 952
$455 to $1254
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January 2025$ 599
$488 to $760
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February 2025$ 651
$456 to $891
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March 2025$ 699
$455 to $1075
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April 2025$ 800
$699 to $1395
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Data analysis:

Compared to the average price, june, july, august, september, october and november are cheaper to travel to Milan. So it may be interesting to book now to leave during these months!



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