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Cheap flight deals from Milan to Chicago Starting at NZD 621

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

  • One way
  • Round-trip
      • Cheapest nonstop
        MXP03:20 pm
        9h 40m
        Nonstop
        ORD06:00 pm
        Tue, Apr 8|Milan - Chicago|United Airlines
        NZD 2,380NZD 3,253
        27% OFF
        27% OFF
        NZD 3,253NZD 2,380

        Choose United Airlines flights from Milan to Chicago. The one-way direct flight with United Airlines departs from Milan Malpensa Airport on Tue, Apr 8, arriving at O'Hare International Airport. One-way Prices start from NZD 2,380 including taxes and charges.

      • MXP03:20 pm
        9h 40m
        Nonstop
        ORD06:00 pm
        Mon, Apr 21|Milan - Chicago|United Airlines
        NZD 2,407NZD 3,253
        26% OFF
        26% OFF
        NZD 3,253NZD 2,407

        Choose United Airlines flights from Milan to Chicago. The one-way direct flight with United Airlines departs from Milan Malpensa Airport on Mon, Apr 21, arriving at O'Hare International Airport. One-way Prices start from NZD 2,407 including taxes and charges.

      • MXP03:00 pm
        23h 35m
        1 stop
        ORD08:35 am
        Wed, Mar 19|Milan - Chicago|Emirates
        NZD 621NZD 3,253
        81% OFF
        81% OFF
        NZD 3,253NZD 621

        Choose Emirates flights from Milan to Chicago. The one-way connecting flight with Emirates departs from Milan Malpensa Airport on Wed, Mar 19, arriving at O'Hare International Airport. One-way Prices start from NZD 621 including taxes and charges.

      • MXP03:00 pm
        25h 59m
        1 stop
        ORD10:59 am
        Mon, Mar 10|Milan - Chicago|Emirates
        NZD 639
        NZD 639

        Choose Emirates flights from Milan to Chicago. The one-way connecting flight with Emirates departs from Milan Malpensa Airport on Mon, Mar 10, arriving at O'Hare International Airport. One-way Prices start from NZD 639 including taxes and charges.

      • MXP09:25 am
        36h
        1 stop
        ORD02:25 pm
        Tue, Apr 8|Milan - Chicago|Air Serbia
        NZD 649
        NZD 649

        Choose Air Serbia flights from Milan to Chicago. The one-way connecting flight with Air Serbia departs from Milan Malpensa Airport on Tue, Apr 8, arriving at O'Hare International Airport. One-way Prices start from NZD 649 including taxes and charges.

      • MXP02:20 pm
        32h 24m
        1 stop
        ORD03:44 pm
        Fri, Apr 4|Milan - Chicago|Azores Airlines
        NZD 710
        NZD 710

        Choose Azores Airlines flights from Milan to Chicago. The one-way connecting flight with Azores Airlines departs from Milan Malpensa Airport on Fri, Apr 4, arriving at O'Hare International Airport. One-way Prices start from NZD 710 including taxes and charges.

      • MXP02:25 pm
        32h 5m
        1 stop
        ORD04:30 pm
        Mon, Mar 17|Milan - Chicago|Azores Airlines
        NZD 713
        NZD 713

        Choose Azores Airlines flights from Milan to Chicago. The one-way connecting flight with Azores Airlines departs from Milan Malpensa Airport on Mon, Mar 17, arriving at O'Hare International Airport. One-way Prices start from NZD 713 including taxes and charges.

      • MXP09:25 am
        18h 35m
        1 stop
        ORD09:00 pm
        Sat, Apr 19|Milan - Chicago|Air Serbia
        NZD 816
        NZD 816

        Choose Air Serbia flights from Milan to Chicago. The one-way connecting flight with Air Serbia departs from Milan Malpensa Airport on Sat, Apr 19, arriving at O'Hare International Airport. One-way Prices start from NZD 816 including taxes and charges.

      • MXP08:15 pm
        26h 55m
        1 stop
        ORD04:10 pm
        Sat, Apr 19|Milan - Chicago|TAP Air Portugal
        NZD 864
        NZD 864

        Choose TAP Air Portugal flights from Milan to Chicago. The one-way connecting flight with TAP Air Portugal departs from Milan Malpensa Airport on Sat, Apr 19, arriving at O'Hare International Airport. One-way Prices start from NZD 864 including taxes and charges.

      • MXP08:15 pm
        26h 55m
        1 stop
        ORD04:10 pm
        Tue, Apr 8|Milan - Chicago|TAP Air Portugal
        NZD 872
        NZD 872

        Choose TAP Air Portugal flights from Milan to Chicago. The one-way connecting flight with TAP Air Portugal departs from Milan Malpensa Airport on Tue, Apr 8, arriving at O'Hare International Airport. One-way Prices start from NZD 872 including taxes and charges.

      • MIL01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Fri, Feb 28|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.

Milan to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. TK1896

    Turkish Airlines

    02:35 pm

    MXP

    2.9h

    07:30 pm

    IST

    SMTWTFS
    Search

  2. TK185

    Turkish Airlines

    07:35 am

    IST

    11.6h

    10:10 am

    ORD

    S-TW-FS

  3. U27154

    easyJet

    03:50 pm

    MXP

    1.6h

    05:25 pm

    BCN

    SMTWTFS
    Search

  4. TP1039

    TAP Air Portugal

    09:10 pm

    BCN

    2.0h

    10:10 pm

    LIS

    SMTWTFS

  5. TP243

    TAP Air Portugal

    12:00 pm

    LIS

    9.5h

    03:30 pm

    ORD

    --T-T-S

  6. EK205

    Emirates

    04:10 pm

    MXP

    8.8h

    06:55 pm

    JFK

    SMTWTFS
    Search

  7. B61105

    Jetblue Airways

    03:14 pm

    JFK

    2.8h

    05:04 pm

    ORD

    SMTWTFS

  8. VY6333

    Vueling Airlines

    05:00 pm

    MXP

    1.7h

    06:40 pm

    BCN

    SMTWTFS
    Search

  9. TP1041

    TAP Air Portugal

    06:00 am

    BCN

    2.0h

    07:00 am

    LIS

    SMTWTFS

  10. TP243

    TAP Air Portugal

    12:00 pm

    LIS

    9.5h

    03:30 pm

    ORD

    --T-T-S

  11. TP829

    TAP Air Portugal

    06:20 am

    MXP

    2.9h

    08:15 am

    LIS

    SMTWTFS
    Search

  12. TP201

    TAP Air Portugal

    12:15 pm

    LIS

    8.1h

    03:20 pm

    EWR

    SMTW-F-

  13. UA1308

    United Airlines

    09:55 pm

    EWR

    2.8h

    11:45 pm

    ORD

    SMTWTFS

  14. TP829

    TAP Air Portugal

    06:20 am

    MXP

    2.9h

    08:15 am

    LIS

    SMTWTFS
    Search

  15. TP243

    TAP Air Portugal

    12:00 pm

    LIS

    9.5h

    03:30 pm

    ORD

    --T-T-S

  16. TK1876

    Turkish Airlines

    06:35 pm

    MXP

    3.0h

    11:35 pm

    IST

    SMTWTFS
    Search

  17. TK185

    Turkish Airlines

    07:35 am

    IST

    11.6h

    10:10 am

    ORD

    S-TW-FS

  18. TK1878

    Turkish Airlines

    07:00 am

    MXP

    3.0h

    12:00 pm

    IST

    SMTWTFS
    Search

  19. TK005

    Turkish Airlines

    03:40 pm

    IST

    11.9h

    06:35 pm

    ORD

    SMTWTFS

  20. TP827

    TAP Air Portugal

    08:15 pm

    MXP

    2.9h

    10:10 pm

    LIS

    SMTWTFS
    Search

  21. TP243

    TAP Air Portugal

    12:00 pm

    LIS

    9.5h

    03:30 pm

    ORD

    --T-T-S

  22. TK1874

    Turkish Airlines

    10:45 am

    MXP

    2.9h

    03:40 pm

    IST

    SMTWTFS
    Search

  23. TK185

    Turkish Airlines

    07:35 am

    IST

    11.6h

    10:10 am

    ORD

    S-TW-FS
Find more flights and airlines

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.

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 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 Milan (MIL) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around NZD 1,885.

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

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

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 Info | Milan to Chicago

Cheapest nonstop flight priceNZD 621
Cheapest round-trip ticket priceNZD 995
Off-season for travelFebruary
Peak season for travelNovember
Flight distance7,290.86 km
Popular airlineBritish Airways

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