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Flights from Milan to Chicago
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Find Milan to Chicago flights starting at €1,264.

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest direct
        MXP15:05
        10h 5m
        Nonstop
        ORD18:10
        Sun, Nov 17|Milan - Chicago|United Airlines
        €1,264€1,412
        10% OFF
        10% OFF
        €1,412€1,264
      • MXP15:05
        10h 5m
        Nonstop
        ORD18:10
        Sat, Nov 30|Milan - Chicago|United Airlines
        €1,285€1,412
        9% OFF
        9% OFF
        €1,412€1,285
      • MXP10:15
        14h 20m
        1 stop
        ORD17:35
        Tue, Nov 5|Milan - Chicago|American Airlines
        €288€1,412
        80% OFF
        80% OFF
        €1,412€288
      • MXP10:15
        29h 48m
        1 stop
        ORD09:03
        Mon, Nov 11|Milan - Chicago|American Airlines
        €294
        €294
      • MXP10:15
        31h 45m
        1 stop
        ORD11:00
        Thu, Nov 14|Milan - Chicago|American Airlines
        €294
        €294
      • MXP10:15
        29h 45m
        1 stop
        ORD09:00
        Thu, Nov 7|Milan - Chicago|American Airlines
        €312
        €312
      • MXP10:15
        14h 27m
        1 stop
        ORD17:42
        Tue, Dec 17|Milan - Chicago|American Airlines
        €314
        €314
      • MXP10:15
        14h 20m
        1 stop
        ORD17:35
        Sat, Nov 16|Milan - Chicago|American Airlines
        €320
        €320
      • MXP10:15
        14h 22m
        1 stop
        ORD17:37
        Sun, Nov 10|Milan - Chicago|American Airlines
        €322
        €322
      • MXP08:20
        16h
        1 stop
        ORD17:20
        Tue, Dec 17|Milan - Chicago|easyJet
        €431
        €431
      • MIL13:00
        3h 5m
        Nonstop
        CHI14:00
        Tue, Nov 12|Milan - Chicago|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Milan to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Find Cheapest Airlines Flying from Milan to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Vueling Airlines
From €259
Azores Airlines
From €281
American Airlines
From €288
easyJet
From €383
Wizz Air Malta
From €388
ITA Airways
From €391
Aeroitalia Airlines
From €405
Air Serbia
From €441
Turkish Airlines
From €447
Royal Air Maroc
From €448
ANA airlines

Find more flights and airlines

Alternative Routes for Milan to Chicago Flights

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Milan to Chicago.

  • Cheapest
    Vueling Airlines
    MXP
    21:55
    41h 11m
    2 transfer
    ORD
    08:06
    Milan Malpensa Airport - O'Hare International Airport
    Wed, Dec 4Vueling Airlines
    €259
  • American Airlines
    MXP
    10:15
    38h 20m
    2 transfer
    MDW
    17:35
    Milan Malpensa Airport - Midway International Airport
    Mon, Nov 25American Airlines
    €327
  • American Airlines
    LIN
    07:55
    13h 35m
    1 transfer
    ORD
    14:30
    Linate Airport - O'Hare International Airport
    Thu, Nov 14American Airlines
    €344
  • American Airlines
    LIN
    07:55
    13h 35m
    1 transfer
    ORD
    14:30
    Linate Airport - O'Hare International Airport
    Thu, Nov 14American Airlines
    €344
    Find More Flights

FAQ

  • When are flight tickets from Milan (MIL) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Milan to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Milan (MIL) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around €1,017.

  • How long is the flight from Milan (MIL) to Chicago (CHI)?

    It takes about 9 hours 47 minutes to fly from Milan (MIL) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What are the most popular airlines that fly from Milan (MIL) to Chicago (CHI)?

    Airlines with flights from Milan (MIL) to Chicago (CHI): United Airlines, Austrian Airlines, Swiss Airlines and Air Canada.

  • What's the most popular airline for direct flights from Milan (MIL) to Chicago (CHI)?

    United Airlines operates 1 direct flights from Milan (MIL) to Chicago (CHI).

  • How many airports in Chicago (CHI)?

How to find a cheap flight from Milan to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Milan to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information for Milan to Chicago Flights

Cheapest direct flight price€288
Cheapest return ticket price€570
Off-season travel monthDecember
Peak season for travelFebruary
Flight distance7,290.86km
Average flight time9 hours 47 minutes
Popular airlineBritish Airways

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