HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Malpensa

$345+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MXP
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Malpensa with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:44 amMDW - MXP
1 stop16h 16mMultiple Airlines
Mon 12/811:55 amMXP - MDW
2 stops32h 06mMultiple Airlines
Deal found 11/11$813
This Delta deal was found by Cheapflights users on 11/11. 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.
Tue 12/91:50 pmMDW - MXP
2 stops14h 50mDelta
Tue 12/1611:05 amMXP - MDW
1 stop19h 42mDelta
Deal found 11/11$1,083
This Delta deal was found by Cheapflights users on 11/11. 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 12/1012:50 pmMDW - MXP
2 stops13h 55mDelta
Wed 12/1712:00 pmMXP - MDW
2 stops18h 47mDelta
Deal found 11/11$1,084
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:44 amMDW - MXP
2 stops27h 01mMultiple Airlines
Tue 1/63:40 pmMXP - MDW
1 stop15h 21mMultiple Airlines
Deal found 11/12$1,182
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:20 amMDW - MXP
1 stop17h 40mMultiple Airlines
Sun 11/307:55 amMXP - MDW
2 stops33h 10mMultiple Airlines
Deal found 11/12$1,185
This Delta deal was found by Cheapflights users on 11/11. 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 12/319:50 amMDW - MXP
1 stop16h 15mDelta
Thu 1/811:05 amMXP - MDW
1 stop18h 04mDelta
Deal found 11/11$1,229
This KLM deal was found by Cheapflights users on 11/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:45 pmMDW - MXP
1 stop13h 20mKLM
Mon 1/1211:05 amMXP - MDW
1 stop18h 04mKLM
Deal found 11/12$1,284
This Delta deal was found by Cheapflights users on 11/12. 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 12/296:08 pmMDW - MXP
2 stops13h 47mDelta
Mon 1/1211:05 amMXP - MDW
1 stop18h 04mDelta
Deal found 11/12$1,288
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:44 amMDW - MXP
2 stops21h 06mMultiple Airlines
Tue 1/63:40 pmMXP - MDW
1 stop15h 21mMultiple Airlines
Deal found 11/12$1,304
This Air France deal was found by Cheapflights users on 11/11. 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 12/110:47 amMDW - MXP
1 stop15h 18mAir France
Tue 12/1611:05 amMXP - MDW
1 stop19h 42mAir France
Deal found 11/11$1,321

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$813
(Kiwi.com)

One-way from

$345
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$674
Provider with most accurate pricing for Chicago Midway-Milan Malpensa flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Milan Malpensa flights.
Search Deals
From Chicago Midway to Milan Malpensa
Search Deals
One-way flight from Chicago Midway to Milan Malpensa
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 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

Wed 1/14

6:45 am-9:05 am

1 stop19h 20m

Milan Malpensa

Wed 1/21

11:35 am-10:26 pm

2 stops17h 51m

$839

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sat 1/31

6:00 am-9:05 am

1 stop20h 05m

Milan Malpensa

Sun 2/8

11:05 am-10:26 pm

1 stop18h 21m

$1,054

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 12/10

12:50 pm-9:45 am

2 stops13h 55m

Milan Malpensa

Wed 12/17

12:00 pm-11:47 pm

2 stops18h 47m

$1,084

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 1/9

1:28 pm-10:35 am

2 stops14h 07m

Milan Malpensa

Thu 4/23

6:45 am-6:31 pm

2 stops18h 46m

$1,193

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 12/31

9:50 am-9:05 am

1 stop16h 15m

Milan Malpensa

Thu 1/8

11:05 am-10:09 pm

1 stop18h 04m

$1,229

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 12/29

12:45 pm-9:05 am

1 stop13h 20m

Milan Malpensa

Mon 1/12

11:05 am-10:09 pm

1 stop18h 04m

$1,284

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 12/29

6:08 pm-2:55 pm

2 stops13h 47m

Milan Malpensa

Mon 1/12

11:05 am-10:09 pm

1 stop18h 04m

$1,288

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 12/7

7:44 am-11:50 am

2 stops21h 06m

Milan Malpensa

Tue 1/6

3:40 pm-12:01 am

1 stop15h 21m

$1,304

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sat 1/31

9:34 am-9:45 am

2 stops17h 11m

Milan Malpensa

Sun 2/8

6:55 am-6:36 pm

2 stops18h 41m

$1,344

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 12/14

2:59 pm-11:35 pm

2 stops25h 36m

$408

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 16 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Milan Malpensa Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 and KLM fly from Chicago Midway Airport to Milan Malpensa Airport in about 19h 20m. The time it takes to get you to your destination can typically vary by up to 45m. Airlines will cover a distance of 4510 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

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
Assago
Bellagio
Stresa
Domodossola

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Malpensa

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Malpensa flights
O'Hare Intl to Linate flights
O'Hare Intl to Bergamo flights
Midway to Linate flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.