Flights from Milan to Chicago, United States

Did you mean flights from Chicago to Milan?

Milan to Chicago Last modified: Sep 19, 2023 11:31 -04:00

We've scanned 109,155,000 round trip itineraries and found the cheapest flights to Chicago. SAS & Tap Portugal frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Tue 10/10
1 stop
Mon 10/16
1 stop
Tap Portugal
Wed 11/22
1 stop
Sun 11/26
1 stop
Wed 11/1
1 stop
Thu 11/16
1 stop
Thu 11/2
1 stop
Thu 11/9
1 stop
Multiple Airlines
Thu 11/2
1 stop
Thu 11/9
1 stop
British Airways
Mon 1/15
1 stop
Mon 1/22
1 stop

How Much is a Flight from Milan to Chicago?

We have collected flight cost data from across the web for travel from Milan to Chicago, and have found the average flight price for this trip to be €535.

Where To Buy Cheap Flights from Milan to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Milan to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Milan to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from Milan to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days €703 €638
7-14 days €552 €550
14-21 days €530 €501
21-30 days €530 €433
30-60 days €1,893 €427
60-90 days €548 €427
90+ days €513 €416

Cheapest Day To Fly from Milan to Chicago

We've examined 215,181,508 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Milan to Chicago is Sunday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Milan to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Milan to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Milan Chicago Major Airlines 9/30/23 10/4/23 2 €638
October Milan Chicago SAS 10/30/23 11/13/23 1 €427
November Milan Chicago SAS 11/1/23 11/7/23 1 €427
December Milan Chicago SAS 12/1/23 12/5/23 1 €445
January Milan Chicago SAS 1/10/24 1/18/24 1 €433
February Milan Chicago SAS 2/3/24 2/22/24 1 €431
March Milan Chicago SAS 3/4/24 3/11/24 1 €433
April Milan Chicago SAS 4/23/24 4/29/24 1 €416

Cheap Last Minute Flights from Milan to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Milan to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

24 25 26 27 28 29 30
1 2 3 4 5 6 7
€638 €552
8 9 10 11 12 13 14
€552 €551
15 16 17 18 19 20 21
€551 €463
22 23 24 25 26 27 28
€463 €532
29 30 31 1 2 3 4

Connecting Flights vs Direct Flights from Milan to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Milan to Chicago is €505.

The average price for direct flights from Milan to Chicago is €690.

One Way Flights vs Round Trip Flights from Milan to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Milan to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Milan to Chicago is €342.

The average price for round trip flights from Milan to Chicago is €505.

Milan to Chicago Flight Questions

Airlines in Milan flying to Chicago Last modified: Sep 27, 2023 10:18 -04:00Number of routes searched: 0Number of itineraries searched: 0

Wondering which airlines fly out of Milan to Chicago? We've gathered the average price of Milan airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Milan to Chicago Airports

These are the major commercial airports we're currently monitoring in Milan and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from Milan to Chicago