Statistics on Chicago-Milan flights:what is the right price and when to buy your plane ticket?
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 $ 996 (round trip). However,there are variations depending on the departure month. Thus,it is possible to pay for your plane ticket on average between $ 570 (in february) and $ 1512 (in june),which is a saving of $ 426 or a surplus of $ 516 (compared to the average price) depending on the period you leave.
The analysis of all prices reveals that the most frequent price is between $542 to $597 and it is generally more economical to leave on a wednesday and return on a tuesday on a flight with 1 or more layovers.
Be careful,the cheapest months may correspond to unfavorable weather periods . Check out our page best time to go to Milan before booking your flight.
If you want to know when to book your flight at the best price,go straight to the second part of this page:When to buy your Chicago-Milan plane ticket.
How are these data calculated?
We have studied a sample of 60000 airfare prices from previous years for flights to Milan from Chicago and can thus establish precise and credible price variation trends based on different parameters. Of course,prices can vary from year to year,but the seasonal aspect of this data (recurrence of school holidays,events... from year to year) makes these statistics quite reliable.
Average price depending on the departure month
Data analysis:
By leaving in february,the price of the plane ticket will statistically be the cheapest ($ 570,saving $ 426 compared to the average price over the year which is $ 996). Conversely,june will be the most expensive ($ 1512).
Flight Chicago-Milan:when is the best time to go for the best price?
| Month | Good price* | Average price | Our opinion |
|---|---|---|---|
| January | $ 534 | $ 603 | good price |
| February | $ 501 | $ 570 the cheapest | very good price |
| March | $ 575 | $ 669 | good price |
| April | $ 613 | $ 928 | good price |
| May | $ 864 | $ 1218 | high price |
| June | $ 1177 | $ 1512 the most expensive | very high price |
| July | $ 1136 | $ 1442 | high price |
| August | $ 932 | $ 1254 | high price |
| September | $ 805 | $ 1191 | high price |
| October | $ 716 | $ 1034 | fair price |
| November | $ 578 | $ 702 | good price |
| December | $ 649 | $ 823 | 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 $379 to $1897. 2% of tickets were purchased at the minimum price (from $380 to $434),1% at the maximum price (from $1843 to $1897). The majority of plane tickets were purchased in the range of $597 to $651 (9% of tickets).
Cheapest airlines for the Chicago->Milan flight
There are 13 companies that serve Chicago from Milan airport:United,SAS,TAP,Lufthansa,Icelandair,Turkish Airlines,Spirit Airlines,Aer Lingus,Frontier Airlines,British Airways,LOT,Air Canada and Swiss.
Data analysis:
Of the 60000 flights analyzed in previous years,United was the airline that offered the best fare most often in the flight ticket search results (26% 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 $ 1004 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 $64. On the other hand,departing on a saturday may cost you an additional $69.
Which day of the week to come back?
Data analysis:
Statistically,return flights from Milan to Chicago departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday for your return date,you will save an average of $49. Conversely,departing from Milan on a saturday may cost you an additional $94.
Top prices Chicago-Milan
| Round trip | Dates | Price | |
|---|---|---|---|
| Chicago →Milan | 16-03 to 27-03-2025 | $ 474 | layover flight with SAS |
| Chicago →Milan | 16-04 to 30-04-2025 | $ 535 | layover flight with Icelandair |
| Chicago →Milan | 05-10 to 12-10-2025 | $ 503 | layover flight with Icelandair |
| Chicago →Milan | 06-10 to 15-10-2025 | $ 536 | layover flight with SAS |
| Chicago →Milan | 19-10 to 26-10-2025 | $ 519 | layover flight with Icelandair |
| Chicago →Milan | 02-11 to 09-11-2025 | $ 448 | layover flight with SAS |
| Chicago →Milan | 04-11 to 12-11-2025 | $ 507 | layover flight with Icelandair |
| Chicago →Milan | 12-11 to 17-11-2025 | $ 535 | layover flight with British Airways |
| Chicago →Milan | 14-01 to 28-01-2026 | $ 532 | layover flight with TAP |
| Chicago →Milan | 03-02 to 11-02-2026 | $ 520 | layover flight with Icelandair |
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 11 to 12 months in advance. However,you may end up paying a high price if you book between 0 to 1 month 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 11 to 12 months before departure (it is then on average 868 $,which is a saving of 128 $ compared to the overall average price). On the other hand,if you buy your ticket 0 to 1 month in advance,you will pay the full price (156 $ 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:4 to 5 months before departure (average price:559 $) Other interesting period(s): 1 to 2 months ($ 601),2 to 3 months ($ 577),3 to 4 months ($ 602),5 to 6 months ($ 592),7 to 8 months ($ 602),9 to 10 months ($ 572) |
| February | Best time:3 to 4 months before departure (average price:513 $) Other interesting period(s): 1 to 2 months ($ 519),2 to 3 months ($ 523),5 to 6 months ($ 555) |
| March | Best time:4 to 5 months before departure (average price:619 $) Other interesting period(s): 1 to 2 months ($ 653),2 to 3 months ($ 625),3 to 4 months ($ 649),5 to 6 months ($ 657),6 to 7 months ($ 665),8 to 9 months ($ 666),9 to 10 months ($ 644),10 to 11 months ($ 666),11 to 12 months ($ 644) |
| April | Best time:1 to 2 months before departure (average price:805 $) Other interesting period(s): 2 to 3 months ($ 847),6 to 7 months ($ 888),8 to 9 months ($ 919),9 to 10 months ($ 841),10 to 11 months ($ 903) |
| May | Best time:11 to 12 months before departure (average price:809 $) Other interesting period(s): 1 to 2 months ($ 1176),2 to 3 months ($ 1039),3 to 4 months ($ 1167),6 to 7 months ($ 1184) |
| June | Best time:11 to 12 months before departure (average price:999 $) Other interesting period(s): 1 to 2 months ($ 1489),3 to 4 months ($ 1429),4 to 5 months ($ 1424),5 to 6 months ($ 1496),6 to 7 months ($ 1500),7 to 8 months ($ 1387),8 to 9 months ($ 1484) |
| July | Best time:11 to 12 months before departure (average price:1049 $) Other interesting period(s): 4 to 5 months ($ 1372),5 to 6 months ($ 1344),8 to 9 months ($ 1383),9 to 10 months ($ 1423) |
| August | Best time:11 to 12 months before departure (average price:779 $) Other interesting period(s): 1 to 2 months ($ 1096),5 to 6 months ($ 1199),6 to 7 months ($ 1148),9 to 10 months ($ 1112) |
| September | Best time:11 to 12 months before departure (average price:796 $) Other interesting period(s): 1 to 2 months ($ 1183),2 to 3 months ($ 1105),6 to 7 months ($ 1076),7 to 8 months ($ 1053),10 to 11 months ($ 1024) |
| October | Best time:8 to 9 months before departure (average price:908 $) Other interesting period(s): 2 to 3 months ($ 1028),3 to 4 months ($ 997),4 to 5 months ($ 1002),5 to 6 months ($ 923),6 to 7 months ($ 987),7 to 8 months ($ 945) |
| November | Best time:8 to 9 months before departure (average price:608 $) Other interesting period(s): 2 to 3 months ($ 673),3 to 4 months ($ 671),4 to 5 months ($ 653),5 to 6 months ($ 623),6 to 7 months ($ 638),7 to 8 months ($ 665),9 to 10 months ($ 700) |
| December | Best time:9 to 10 months before departure (average price:735 $) Other interesting period(s): 1 to 2 months ($ 785),2 to 3 months ($ 797),3 to 4 months ($ 761),4 to 5 months ($ 737),5 to 6 months ($ 790),6 to 7 months ($ 795) |
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 $24. Conversely,by buying it on a thursday,you may end up paying $15 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 | Our opinion | |
|---|---|---|---|
| March 2025 | $ 846 $474 to $1151 | very high price | Find a flight |
| April 2025 | $ 653 $519 to $880 | very good price | Find a flight |
| May 2025 | $ 776 $561 to $1512 | very good price | Find a flight |
| June 2025 | $ 1067 $669 to $1876 | very good price | Find a flight |
| July 2025 | $ 896 $700 to $1426 | very good price | Find a flight |
| August 2025 | $ 898 $518 to $1486 | very good price | Find a flight |
| September 2025 | $ 823 $536 to $1490 | very good price | Find a flight |
| October 2025 | $ 629 $500 to $1272 | very good price | Find a flight |
| November 2025 | $ 714 $445 to $955 | high price | Find a flight |
| December 2025 | $ 884 $622 to $1120 | high price | Find a flight |
| January 2026 | $ 650 $532 to $699 | high price | Find a flight |
| February 2026 | $ 578 $520 to $702 | high price | Find a flight |
Data analysis:
Compared to the average price,april,may,june,july,august,september and october are cheaper to travel to Milan. So it may be interesting to book now to leave during these months!