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Malpensa

$270+ Cheap flights from Midway (MDW) to Malpensa (MXP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MXP
Oct 30 — Nov 61
Thu 10/30
Thu 11/6
1 adult, Economy
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Cheap flight deals from Midway to Malpensa

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Malpensa (MXP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$850
(Air France)

One-way from

$270
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$778
Provider with most accurate pricing for Chicago Midway-Milan Malpensa flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Milan Malpensa flights.
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From Chicago Midway to Milan Malpensa
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One-way flight from Chicago Midway to Milan Malpensa
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Highest demand for flights based on searches. 6% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Malpensa

Cheapest flights from Midway to Malpensa
Explore the most affordable flight options available from Midway to Malpensa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 30, 2025.

This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:47 amMDW - MXP
1 stop15h 18mDelta
Tue 12/211:05 amMXP - MDW
1 stop19h 44mDelta
Deal found 9/28$850
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/310:49 amMDW - MXP
1 stop15h 16mDelta
Wed 12/1711:35 amMXP - MDW
2 stops19h 14mDelta
Deal found 9/27$860
This Air France deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/3010:47 amMDW - MXP
1 stop15h 18mAir France
Sat 12/1311:05 amMXP - MDW
1 stop19h 44mAir France
Deal found 9/30$893
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/3012:47 pmMDW - MXP
1 stop13h 18mDelta
Sat 12/1312:00 pmMXP - MDW
2 stops18h 49mDelta
Deal found 9/30$904
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/291:15 pmMDW - MXP
2 stops15h 25mDelta
Fri 12/126:55 amMXP - MDW
2 stops18h 23mDelta
Deal found 9/30$914
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:50 pmMDW - MXP
2 stops13h 55mDelta
Tue 12/1611:05 amMXP - MDW
1 stop19h 44mDelta
Deal found 9/28$1,054
This Air France deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:43 pmMDW - MXP
1 stop13h 22mAir France
Mon 1/1211:05 amMXP - MDW
1 stop17h 41mAir France
Deal found 9/27$1,055
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2710:35 amMDW - MXP
1 stop15h 30mDelta
Tue 11/1111:05 amMXP - MDW
1 stop19h 35mDelta
Deal found 9/29$1,100
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:47 pmMDW - MXP
2 stops14h 48mDelta
Thu 11/2011:05 amMXP - MDW
1 stop19h 35mDelta
Deal found 9/29$1,154
This Air France deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/265:04 pmMDW - MXP
2 stops15h 51mAir France
Sun 11/212:35 pmMXP - MDW
2 stops16h 39mAir France
Deal found 9/28$1,164

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Malpensa that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Milan Malpensa Airport that are best for you.

Fly from

Midway

Fly to

Malpensa

Route

Depart

Return

Price

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 11/17

10:47 am-9:45 am

2 stops15h 58m

Milan Malpensa

Tue 12/2

12:00 pm-11:49 pm

2 stops18h 49m

$854

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 1/30

1:00 pm-9:45 am

2 stops13h 45m

Milan Malpensa

Sun 2/8

11:05 am-9:46 pm

1 stop17h 41m

$954

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 2/27

1:05 pm-9:05 am

1 stop13h 00m

Milan Malpensa

Sun 3/8

6:55 am-5:34 pm

2 stops17h 39m

$960

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 3/25

9:30 am-8:05 am

2 stops16h 35m

Milan Malpensa

Wed 4/1

11:40 am-9:46 pm

1 stop17h 06m

$999

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Tue 2/10

5:59 pm-5:25 pm

2 stops16h 26m

Milan Malpensa

Sun 2/15

11:05 am-9:46 pm

1 stop17h 41m

$1,054

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 12/12

12:50 pm-9:45 am

2 stops13h 55m

Milan Malpensa

Tue 12/16

12:00 pm-11:49 pm

2 stops18h 49m

$1,054

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 2/27

1:05 pm-9:05 am

1 stop13h 00m

Milan Malpensa

Sun 3/8

11:05 am-9:46 pm

1 stop16h 41m

$1,075

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 10/27

10:35 am-8:05 am

1 stop15h 30m

Milan Malpensa

Tue 11/11

11:05 am-11:40 pm

1 stop19h 35m

$1,100

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 11/12

12:47 pm-9:05 am

1 stop13h 18m

Milan Malpensa

Wed 11/19

12:00 pm-11:40 pm

2 stops18h 40m

$1,104

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 12/11

5:56 pm-3:30 pm

3 stops38h 34m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Showing 1-10 of 17 results
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Compare providers for flights from Midway to Malpensa

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Malpensa in September.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Milan Malpensa Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Milan Malpensa Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Milan Malpensa Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Milan Malpensa Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Milan Malpensa Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Malpensa

Have a flexible travel schedule? Discover the best time to fly to Malpensa from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Malpensa. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Milan Malpensa Airport?

    Airlines like Delta fly from Chicago Midway Airport to Milan Malpensa Airport in about 15h 58m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 4510 mi.

  • Can I find deals for flights from Midway to Malpensa that include hotel bookings?

    Yes. In addition to deals on Midway to Malpensa flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Malpensa?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Malpensa.

  • Can I find deals for business class flights from Midway to Malpensa?

    Yes. Cheapflights offers flight deals from Midway to Malpensa by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Milan Malpensa Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Milan Malpensa Airport (average of $594). Flying from Chicago Midway Airport to Milan Malpensa Airport in June is currently the most expensive (average of $970). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milan Malpensa Airport?

Book flights to Milan Malpensa Airport if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Lecco
Assago
Brescia
Bellagio
Stresa

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