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Flights from Chicago to Milan
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Flights from Chicago to Milan Starting at Rs 67,514

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

  • One way
  • Round-trip
      • ORD22:00
        18h 25m
        1 stop
        MXP23:25
        Mon, Jan 13|Chicago - Milan|American Airlines
        Rs 67,514Rs 87,945
        23% OFF
        23% OFF
        Rs 87,945Rs 67,514

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Mon, Jan 13, arriving at Milan Malpensa Airport. One-way Prices start from Rs 67,514 including taxes and charges.

      • ORD18:35
        16h 20m
        1 stop
        MXP17:55
        Wed, Jan 15|Chicago - Milan|American Airlines
        Rs 67,705Rs 87,945
        23% OFF
        23% OFF
        Rs 87,945Rs 67,705

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Wed, Jan 15, arriving at Milan Malpensa Airport. One-way Prices start from Rs 67,705 including taxes and charges.

      • ORD18:45
        35h 45m
        1 stop
        MXP13:30
        Sat, Jan 18|Chicago - Milan|American Airlines
        Rs 73,391Rs 87,945
        17% OFF
        17% OFF
        Rs 87,945Rs 73,391

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Sat, Jan 18, arriving at Milan Malpensa Airport. One-way Prices start from Rs 73,391 including taxes and charges.

      • ORD22:00
        18h 25m
        1 stop
        MXP23:25
        Mon, Jan 20|Chicago - Milan|American Airlines
        Rs 74,613
        Rs 74,613

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Mon, Jan 20, arriving at Milan Malpensa Airport. One-way Prices start from Rs 74,613 including taxes and charges.

      • ORD18:35
        21h 50m
        1 stop
        MXP23:25
        Tue, Jan 28|Chicago - Milan|American Airlines
        Rs 76,368
        Rs 76,368

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Tue, Jan 28, arriving at Milan Malpensa Airport. One-way Prices start from Rs 76,368 including taxes and charges.

      • ORD20:20
        34h 10m
        1 stop
        MXP13:30
        Sat, Jan 25|Chicago - Milan|American Airlines
        Rs 76,445
        Rs 76,445

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Sat, Jan 25, arriving at Milan Malpensa Airport. One-way Prices start from Rs 76,445 including taxes and charges.

      • ORD22:00
        18h 30m
        1 stop
        MXP23:30
        Sun, Jan 12|Chicago - Milan|American Airlines
        Rs 76,521
        Rs 76,521

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Sun, Jan 12, arriving at Milan Malpensa Airport. One-way Prices start from Rs 76,521 including taxes and charges.

      • ORD18:35
        21h 55m
        1 stop
        MXP23:30
        Wed, Feb 5|Chicago - Milan|American Airlines
        Rs 77,437
        Rs 77,437

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Wed, Feb 5, arriving at Milan Malpensa Airport. One-way Prices start from Rs 77,437 including taxes and charges.

      • ORD11:40
        13h 30m
        1 stop
        MXP08:10
        Sun, Feb 2|Chicago - Milan|American Airlines
        Rs 78,582
        Rs 78,582

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Sun, Feb 2, arriving at Milan Malpensa Airport. One-way Prices start from Rs 78,582 including taxes and charges.

      • ORD22:00
        18h 25m
        1 stop
        MXP23:25
        Fri, Jan 24|Chicago - Milan|American Airlines
        Rs 80,032
        Rs 80,032

        Choose American Airlines flights from Chicago to Milan. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Jan 24, arriving at Milan Malpensa Airport. One-way Prices start from Rs 80,032 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        MIL02:00 pm
        Tue, Dec 31|Chicago - Milan|American Airlines
        Find More Flights
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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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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.

Icelandair
From Rs 66,903
American Airlines
From Rs 67,514
Jetblue Airways
From Rs 79,269
United Airlines
From Rs 83,123
Frontier Airlines
From Rs 84,574
Lufthansa
From Rs 92,779
TAP Air Portugal
From Rs 95,832
Southwest Airlines
From Rs 99,992
Air Serbia
From Rs 102,397
Swiss
From Rs 102,778

Find more flights and airlines

Alternative Routes from Chicago to Milan

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

  • Cheapest
    Icelandair
    ORD
    18:30
    22h 0m
    2 transfer
    MXP
    23:30
    O'Hare International Airport - Milan Malpensa Airport
    Sun, Jan 12Icelandair
    Rs 66,903
  • Icelandair
    ORD
    18:30
    35h 55m
    2 transfer
    LIN
    13:25
    O'Hare International Airport - Linate Airport
    Mon, Jan 13Icelandair
    Rs 71,063
  • Icelandair
    ORD
    18:30
    34h 0m
    2 transfer
    BGY
    11:30
    O'Hare International Airport - Orio al Serio International Airport
    Mon, Jan 6Icelandair
    Rs 75,948
  • Icelandair
    ORD
    18:30
    34h 0m
    2 transfer
    BGY
    11:30
    O'Hare International Airport - Orio al Serio International Airport
    Mon, Jan 6Icelandair
    Rs 75,948
    Find More Flights

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 Rs 290,893.

  • 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 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 nonstop flight priceRs 67,513
Off-season for travelOctober
Peak season for travelSeptember
Flight distance7,290.86 km
Popular airlineFinnair

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