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$420+ Cheap flights from Midway (MDW) to Milan (MIL)

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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIL
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheap flight deals from Midway to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Milan (MIL). 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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$736
(Trip.com)

One-way from

$420
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$664
Provider with most accurate pricing for Chicago Midway-Milan (MIL) flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Milan (MIL) flights.
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From Chicago Midway to Milan (MIL)
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One-way flight from Chicago Midway to Milan (MIL)
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Highest demand for flights based on searches. 1% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Midway to Milan

Cheapest flights from Midway to Milan
Explore the most affordable flight options available from Midway to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/512:48 pmMDW - MXP
2 stops27h 12mMultiple Airlines
Mon 5/127:30 amMXP - MDW
2 stops17h 13mMultiple Airlines
Deal found 3/30$736
This Delta deal was found by Cheapflights users on 3/30. 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.
Mon 12/2910:08 amMDW - MXP
2 stops16h 37mDelta
Fri 1/3011:05 amMXP - MDW
1 stop17h 41mDelta
Deal found 3/30$874
This KLM deal was found by Cheapflights users on 3/30. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2210:35 amMDW - MXP
1 stop15h 50mKLM
Sat 11/110:05 amMXP - MDW
1 stop17h 42mKLM
Deal found 3/30$919
This Aeromexico deal was found by Cheapflights users on 3/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:10 pmMDW - MXP
2 stops22h 30mAir France
Mon 1/1212:35 pmMXP - MDW
2 stops36h 33mAir France
Deal found 3/30$975
This Aeromexico deal was found by Cheapflights users on 3/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:10 pmMDW - LIN
2 stops18h 50mAir France
Mon 1/128:35 pmLIN - MDW
2 stops28h 33mAir France
Deal found 3/30$1,020
This Delta deal was found by Cheapflights users on 3/30. 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.
Fri 12/266:25 pmMDW - LIN
2 stops12h 35mDelta
Wed 1/216:30 amLIN - MDW
2 stops16h 55mDelta
Deal found 3/30$1,080

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Milan 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 March 31, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Milan that are best for you.

Fly from

Midway

Fly to

Milan

Route

Depart

Return

Price

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 5/5

12:48 pm-11:00 pm

2 stops27h 12m

Milan Malpensa

Mon 5/12

7:30 am-5:43 pm

2 stops17h 13m

$736

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Tue 9/23

1:05 pm-9:25 am

1 stop13h 20m

Milan Malpensa

Tue 10/7

11:40 am-9:47 pm

1 stop17h 07m

$1,166

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 8/10

10:35 am-9:25 am

1 stop15h 50m

Milan Malpensa

Wed 9/10

11:40 am-9:44 pm

1 stop17h 04m

$1,169

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Tue 9/23

1:00 pm-11:20 am

2 stops15h 20m

Milan Linate

Tue 10/7

6:40 am-5:58 pm

2 stops18h 18m

$1,205

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 9/17

1:00 pm-10:25 am

2 stops14h 25m

Milan Malpensa

Tue 9/30

6:50 am-5:58 pm

2 stops18h 08m

$1,263

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Tue 7/15

3:40 pm-1:55 pm

2 stops15h 15m

Milan Linate

Fri 7/25

9:45 am-9:47 pm

2 stops19h 02m

$1,463

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 5/25

9:40 am-10:30 pm

3 stops29h 50m

$420

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Thu 7/10

9:40 am-5:35 pm

2 stops24h 55m

$432

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 9/21

10:35 am-9:25 am

1 stop15h 50m

$793

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Tue 7/29

1:00 pm-11:20 am

2 stops15h 20m

$810

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 13 results
1
2

Compare providers for flights from Midway to Milan

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 Milan in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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 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 flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Milan flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Milan 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 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 Milan

Have a flexible travel schedule? Discover the best time to fly to Milan 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Milan

What is the cheapest time of day to fly from MDW to MIL?

Find hourly flight availability from Midway to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Milan as you normally would.

Rainfall in Milan by month

Plan your trip to Milan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milan ranges from 2.2 - 5.2 inches per month. May is typically the wettest month, when rainfall can reach 5.2 in. December is typically the driest time to visit Milan when rainfall is around 2.2 in.

Temperature in Milan by month

Plan your trip to Milan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milan. Reviews last updated March 31, 2025.
Peruse reviews from past customers who have flown with Delta, KLM and Air France from Chicago to Milan to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
KLM
7.8
Good
1,321 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air France
7.4
Good
1,425 reviews
Delta
8.0
Very good
7,899 reviews

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

  • What are the cheapest airlines to fly from Chicago Midway Airport to Milan one-way?

    $950 is the cheapest one-way deal found within the past few days, from Air France. You may also be able to find cheap deals on KLM and Delta, with prices starting from $966 and $968, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Milan 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?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Milan (average of $594). Flying from Chicago Midway Airport to Milan in June is currently the most expensive (average of $1,063). 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 Chicago Midway Airport?

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

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Alternative routes for Midway to Milan

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