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Cheap Flights from Milan to Chicago

  • Milan Chicago

    Mon, May 4 - Mon, May 11

    From US$376.65
  • Milan Chicago

    Wed, Apr 15 - Sat, Apr 18

    From US$392.45
  • Milan Chicago

    Mon, May 4 - Mon, May 11

    From US$395.42
  • Milan Chicago

    Wed, May 13 - Wed, May 20

    From US$407.69
  • Milan Chicago

    Fri, Apr 24 - Fri, May 1

    From US$412.34
  • Milan Chicago

    Fri, Apr 24 - Fri, May 1

    From US$412.34

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Milan to Chicago Flight Information

Below are some common questions asked about this flight route:

When can I book the cheapest flight from Milan to Chicago?

Airlines adjust prices for plane tickets based on the day and time that you book your flight. After analyzing data from all airlines, we have discovered that the best days to book flights from Milan to Chicago are Tuesdays, Wednesdays, and Saturdays.

What is the most popular airline for non-stop flights from Milan to Chicago?

provides 1000 of the non-stop flights between Milan and Chicago.

How many airports are there in Chicago?

Airports at destination:
Flight route:
Price starting from:

Milan to Chicago Flight Schedule

The schedule for flights from Milan to Chicago could not be found. To find all routes between Milan and Chicago, please use the search box above.

Milan to O'Hare International Airport (ORD)

06:00, May 13 - 17:55, May 20
LH | Lufthansa
12h 55m
MXP - ORD
2 stop
US$408
Round-trip from
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06:55, Apr 24 - 16:20, May 1
SN | Brussels Airlines
12h 10m
LIN - ORD
2 stop
US$412
Round-trip from
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07:05, Apr 24 - 16:20, May 1
OS | Austrian Airlines
13h 50m
MXP - ORD
2 stop
US$412
Round-trip from
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11:00, May 13 - 17:55, May 20
UA | United Airlines
14h 48m
MXP - ORD
2 stop
US$423
Round-trip from
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19:05, Apr 24 - 16:20, May 1
LX | Swiss
27h 25m
MXP - ORD
2 stop
US$450
Round-trip from
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Milan to Midway International Airport (MDW)

11:15, May 28 - 13:45, Jun 2
DL | Delta Air Lines
16h 10m
MXP - MDW
2 stop
US$891
Round-trip from
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Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Milan to Chicago

There is usually no major price difference between buying a roundtrip 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 roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Travel from Milan to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Milan to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Milan to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.