Flights from Chicago to Milan, Italy

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Did you mean flights from Milan to Chicago?

Chicago to Milan Last modified: Sep 15, 2019 3:15 -04:00

We've scanned 48,195,047,545 round trip itineraries and found the cheapest flights to Milan. Turkish & Tap Portugal frequently offer the best deals to Milan flights, or select your preferred carrier below to see the cheapest days to fly.

Tue 11/26
1 stop
Tue 12/3
1 stop
Tap Portugal
Mon 1/13
1 stop
Fri 1/24
1 stop
Aer Lingus
Tue 10/15
1 stop
Tue 10/22
1 stop
Tue 12/10
2 stops
Tue 12/17
2 stops
Tue 11/19
2 stops
Tue 11/26
2 stops
Tue 10/22
1 stop
Tue 10/29
1 stop

How Much is a Flight from Chicago to Milan?

We have collected flight cost data from across the web for travel from Chicago to Milan, and have found the average flight price for this trip to be $588.

Where To Buy Cheap Flights from Chicago to Milan?

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 Chicago to Milan 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 Chicago to Milan?

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

Cheapest Day To Fly from Chicago to Milan

We've examined 57,595,778,181 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Milan 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 Chicago to Milan 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 Chicago to Milan flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Chicago Milan Aer Lingus 9/24/19 10/2/19 1 $673
October Chicago Milan Turkish 10/22/19 10/29/19 1 $575
November Chicago Milan Turkish 11/5/19 11/19/19 1 $570
December Chicago Milan Turkish 12/31/19 1/7/20 2 $560
January Chicago Milan Tap Portugal 1/13/20 1/24/20 1 $530
February Chicago Milan Tap Portugal 2/10/20 2/22/20 1 $475
March Chicago Milan Turkish 3/16/20 3/24/20 1 $575
April Chicago Milan LOT 4/28/20 5/5/20 2 $558

Cheap Last Minute Flights from Chicago to Milan

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

Next 30 Days

15 16 17 18 19 20 21
22 23 24 25 26 27 28
$955 $705
29 30 1 2 3 4 5
$705 $733
6 7 8 9 10 11 12
$733 $653
13 14 15 16 17 18 19
$653 $698
20 21 22 23 24 25 26

Connecting Flights vs Direct Flights from Chicago to Milan

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 Chicago to Milan is $669.

The average price for direct flights from Chicago to Milan is not available.

One Way Flights vs Round Trip Flights from Chicago to Milan

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 Chicago to Milan. 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 Chicago to Milan is $350.

The average price for round trip flights from Chicago to Milan is $669.

Chicago to Milan Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Chicago to Milan?
Answer: London, GB

Airlines in Chicago flying to Milan Last modified: Sep 15, 2019 3:15 -04:00Number of routes searched: 147Number of itineraries searched: 822,878

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

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to Milan
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American JFK
American MIA
Air Canada YYZ
Air France CDG
Air India DEL
Finnair HEL
Alitalia FCO
JetBlue JFK
British Airways DUB
British Airways LHR
British Airways BCN
Cathay HKG
Major Airlines ATL
Major Airlines JFK
Aer Lingus DUB
Emirates DXB
Ethiopian ADD
Etihad AUH
Icelandair KEF
Iberia MAD
Korean ICN
Lufthansa FRA
Lufthansa MUC
Swiss ZRH
All Nippon NRT
Austrian VIE
Brussels BRU
Turkish IST
Tap Portugal LIS
United EWR
American BOS / JFK
American BWI / JFK
American CLT / MIA
Air Canada YQB / YYZ
Air Canada YUL / YYZ
Air France CDG / LYS
Finnair CDG / HEL
Finnair DUB / HEL
Finnair LHR / HEL
Alitalia FCO / NAP
JetBlue BOS / JFK
JetBlue FLL / JFK
British Airways CDG / LGW
British Airways DUB / LGW
Major Airlines ATL / JFK
Major Airlines DTW / ATL
Major Airlines DTW / JFK
Iberia LHR / BCN
Iberia LHR / MAD
Iberia BCN / MAD
Iberia DUB / MAD
Lufthansa AMS / FRA
Lufthansa BRU / FRA
Lufthansa CDG / FRA
Austrian LHR / VIE
Brussels CDG / BRU
Brussels FCO / BRU
Brussels LHR / BRU
Tap Portugal LIS / OPO
United BNA / EWR
United BOS / EWR
United DCA / EWR
United DTW / EWR

Chicago to Milan Airports

These are the major commercial airports we're currently monitoring in Chicago and Milan. 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 Domestic Flights from Chicago - CHI Last modified: Sep 15, 2019 3:15 -04:00

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Cheap Flights from Chicago to Milan