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Flights from Chicago to Milan

Flights from Chicago to Milan Starting at NZD 418

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

  • Round-trip
  • One way

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

Find the best time to fly from Chicago to Milan

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  • 16 23
  • 23 30

  • Apr

    30 6
  • 6 13
  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Chicago to Milan

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
TAP Air Portugal logo TAP Air Portugal Turkish Airlines logo Turkish Airlines

FAQ

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

    Airlines adjust prices for flights from Chicago to Milan based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

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

    According to Trip.com's data, the lowest price is around NZD 1,964.

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

    • The distance from Milan Malpensa Airport to downtown is about 40 km. It takes about 1 hour by taxi.
    • The distance from Milan Linate Airport to downtown is about 7 km. It takes about 20 minutes by taxi.
    • The distance from Orio al Serio International Airport to downtown is about 46 km. It takes about 1 hour by taxi.

How to find a cheap flight from Chicago to Milan

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 Chicago to Milan. 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 from Chicago to Milan

Cheapest one-way flight price NZD 418
Cheapest round-trip ticket price NZD 1,211
Off-season for travel April
Peak season for travel June
Flight distance 7,290.86 km
Popular airline Aer Lingus

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