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Cheap flight deals from Milan to Chicago Starting at AED 1,308

Discover our range of affordable one-way and round-trip flights from Milan to Chicago and kick-start your next adventure today!

  • One way
  • Round-trip
      • Cheapest nonstop
        MXP15:20
        9h 40m
        Nonstop
        ORD18:00
        Tue, Apr 8|Milan - Chicago|United Airlines
        AED 5,012AED 6,669
        25% OFF
        25% OFF
        AED 6,669AED 5,012

        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 AED 5,012 including taxes and charges.

      • MXP15:20
        9h 40m
        Nonstop
        ORD18:00
        Mon, Apr 21|Milan - Chicago|United Airlines
        AED 5,069AED 6,669
        24% OFF
        24% OFF
        AED 6,669AED 5,069

        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 AED 5,069 including taxes and charges.

      • MXP15:00
        23h 35m
        1 stop
        ORD08:35
        Wed, Mar 19|Milan - Chicago|Emirates
        AED 1,308AED 6,669
        80% OFF
        80% OFF
        AED 6,669AED 1,308

        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 AED 1,308 including taxes and charges.

      • MXP15:40
        27h 57m
        1 stop
        ORD12:37
        Thu, Feb 27|Milan - Chicago|Emirates
        AED 1,322
        AED 1,322

        Choose Emirates flights from Milan to Chicago. The one-way connecting flight with Emirates departs from Milan Malpensa Airport on Thu, Feb 27, arriving at O'Hare International Airport. One-way Prices start from AED 1,322 including taxes and charges.

      • MXP15:00
        25h 59m
        1 stop
        ORD10:59
        Mon, Mar 10|Milan - Chicago|Emirates
        AED 1,345
        AED 1,345

        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 AED 1,345 including taxes and charges.

      • MXP09:25
        36h
        1 stop
        ORD14:25
        Tue, Apr 8|Milan - Chicago|Air Serbia
        AED 1,366
        AED 1,366

        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 AED 1,366 including taxes and charges.

      • MXP14:20
        32h 24m
        1 stop
        ORD15:44
        Fri, Apr 4|Milan - Chicago|Azores Airlines
        AED 1,494
        AED 1,494

        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 AED 1,494 including taxes and charges.

      • MXP14:25
        32h 5m
        1 stop
        ORD16:30
        Mon, Mar 17|Milan - Chicago|Azores Airlines
        AED 1,501
        AED 1,501

        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 AED 1,501 including taxes and charges.

      • MXP09:25
        18h 35m
        1 stop
        ORD21:00
        Sat, Apr 19|Milan - Chicago|Air Serbia
        AED 1,718
        AED 1,718

        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 AED 1,718 including taxes and charges.

      • MXP06:20
        16h 10m
        1 stop
        ORD15:30
        Wed, Feb 19|Milan - Chicago|TAP Air Portugal
        AED 1,784
        AED 1,784

        Choose TAP Air Portugal flights from Milan to Chicago. The one-way connecting flight with TAP Air Portugal departs from Milan Malpensa Airport on Wed, Feb 19, arriving at O'Hare International Airport. One-way Prices start from AED 1,784 including taxes and charges.

      • MIL01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Wed, Feb 26|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 schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. TP829

    TAP Air Portugal

    06:20

    MXP

    3.0h

    08:20

    LIS

    SMTWTFS
    Search

  2. TP243

    TAP Air Portugal

    12:55

    LIS

    9.3h

    16:10

    ORD

    --T-T-S

  3. TK1878

    Turkish Airlines

    07:00

    MXP

    3.0h

    12:00

    IST

    SMTWTFS
    Search

  4. TK005

    Turkish Airlines

    15:40

    IST

    11.9h

    18:35

    ORD

    SMTWTFS

  5. W64352

    Wizz Air

    08:25

    BGY

    2.0h

    11:25

    SOF

    SMTWTFS
    Search

  6. JU113

    Air Serbia

    16:05

    SOF

    1.3h

    16:20

    BEG

    SMTWTFS

  7. JU506

    Air Serbia

    17:20

    BEG

    10.7h

    21:00

    ORD

    ----TF-

  8. VY6339

    Vueling Airlines

    15:00

    MXP

    1.6h

    16:35

    BCN

    SMTWTFS
    Search

  9. VY9797

    Vueling Airlines

    18:40

    BCN

    9.0h

    21:40

    JFK

    SMTWTFS

  10. DL2917

    Delta Air Lines

    07:30

    LGA

    2.7h

    09:11

    ORD

    SMTWTF-

  11. U23973

    easyJet

    15:00

    MXP

    2.8h

    17:45

    OSL

    S--WT-S
    Search

  12. FI319

    Icelandair

    13:50

    OSL

    2.9h

    14:45

    KEF

    SMTWTFS

  13. FI853

    Icelandair

    16:25

    KEF

    6.8h

    18:15

    ORD

    SMTWTFS

  14. VY6333

    Vueling Airlines

    16:55

    MXP

    1.7h

    18:35

    BCN

    SMTWTFS
    Search

  15. TP1041

    TAP Air Portugal

    06:00

    BCN

    1.9h

    06:55

    LIS

    SMTWTFS

  16. TP243

    TAP Air Portugal

    12:55

    LIS

    9.3h

    16:10

    ORD

    --T-T-S

  17. TP827

    TAP Air Portugal

    17:45

    MXP

    3.0h

    19:45

    LIS

    SMTWTFS
    Search

  18. TP243

    TAP Air Portugal

    12:55

    LIS

    9.3h

    16:10

    ORD

    --T-T-S

  19. TK1876

    Turkish Airlines

    18:35

    MXP

    3.0h

    23:35

    IST

    SMTWTFS
    Search

  20. TK185

    Turkish Airlines

    06:30

    IST

    11.2h

    09:40

    ORD

    S-TW-FS

  21. U27154

    easyJet

    20:40

    MXP

    1.6h

    22:15

    BCN

    SMTWTFS
    Search

  22. TP1039

    TAP Air Portugal

    21:10

    BCN

    2.0h

    22:10

    LIS

    SMTWTFS

  23. TP243

    TAP Air Portugal

    12:55

    LIS

    9.3h

    16:10

    ORD

    --T-T-S

  24. U27156

    easyJet

    21:05

    MXP

    1.7h

    22:45

    BCN

    SMTWTF-
    Search

  25. TP1041

    TAP Air Portugal

    06:00

    BCN

    1.9h

    06:55

    LIS

    SMTWTFS

  26. TP243

    TAP Air Portugal

    12:55

    LIS

    9.3h

    16:10

    ORD

    --T-T-S
Find more flights and airlines

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

Explore the best time to buy affordable tickets to Chicago with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

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 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 AED 3,970.

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

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

    United Airlines operates 1 non-stop flights from Milan (MIL) to Chicago (CHI).

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from Milan to Chicago

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
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 direct flight priceAED 1,307
Cheapest return ticket priceAED 2,095
Off-season for travelFebruary
Peak season for travelNovember
Flight distance7,290.86 km
Popular airlineBritish Airways

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