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Cheap flight deals from Milan to Chicago

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
  • One way
  • Round-trip

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
  • Jul

    306
  • 713
  • 1420
  • 2127
  • Aug

    283
  • 410
  • 1117
  • 1824
  • 2531
  • Sep

    17
  • 814
  • 1521
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Milan to Chicago

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

ITA Airways
From SAR 1,453
Vueling Airlines
From SAR 1,467
Azores Airlines
From SAR 1,504
Icelandair
From SAR 1,607
Air Serbia
From SAR 1,621
Ryanair
From SAR 1,672
Wizz Air Malta
From SAR 1,684
Eurowings
From SAR 1,695
Swiss Airlines
From SAR 1,735
TAP Air Portugal
From SAR 1,770

Alternative Cheap Routes from Milan to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Milan to Chicago.
  • LINORD
    Fri, Aug 22
    One way2 transfer
    From SAR 1,453
  • MXPMDW
    Fri, Sep 19
    One way2 transfer
    From SAR 1,467
  • MXPORD
    Tue, Sep 9
    One way2 transfer
    From SAR 1,515
  • BGYORD
    Tue, Jul 1
    One way2 transfer
    From SAR 1,672
  • LINMDW
    Mon, Aug 4
    One way2 transfer
    From SAR 2,031

Frequently Asked Questions

  • 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 lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Milan (MIL) to Chicago (CHI) cost?
    According to Trip.com's data, the lowest price is around SAR 3,875.
  • How long does it take to fly from Milan (MIL) to Chicago (CHI)?
    It takes about 9 hours 50 minutes to fly from Milan (MIL) to Chicago (CHI).
  • 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, Lufthansa and Air Canada.
  • How many airports are there in Chicago (CHI)?

Flight Info | to

Cheapest direct flight priceSAR 2,186
Cheapest return ticket priceSAR 2,241
Off-season for travelMay
Peak season for travelMarch
Flight distance7,290.86 km
Average flight time9 hours 50 minutes