HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milan

$270+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIL
Nov 19 — Nov 261
1 adult
Tue 11/19
Tue 11/26
We work with more than 300 partners to bring you better travel deals

...and more

Find cheap flights from Midway to Milan 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.

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 November 14, 2024.

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 November 14, 2024.

This KLM deal was found by Cheapflights users on 11/14. 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 12/212:43 pmMDW - MXP
1 stop13h 22mKLM
Wed 12/1111:05 amMXP - MDW
1 stop18h 01mKLM
Deal found 11/14$1,336
This Delta deal was found by Cheapflights users on 11/14. 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 12/11:30 pmMDW - MXP
2 stops13h 15mDelta
Tue 12/1011:05 amMXP - MDW
1 stop18h 01mDelta
Deal found 11/14$1,341
This Aeromexico deal was found by Cheapflights users on 11/14. 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.
Fri 11/293:19 pmMDW - MXP
2 stops13h 41mAir France
Sun 12/156:55 amMXP - MDW
2 stops17h 06mAir France
Deal found 11/14$1,703
This Mytrip deal was found by Cheapflights users on 11/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2011:15 amMDW - MXP
2 stops16h 05mMultiple Airlines
Sun 11/2412:20 pmMXP - MDW
3 stops32h 15mMultiple Airlines
Deal found 11/14$1,772
This Delta deal was found by Cheapflights users on 11/14. 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 12/810:38 amMDW - LIN
2 stops15h 07mDelta
Tue 12/246:30 amLIN - MDW
2 stops16h 40mDelta
Deal found 11/14$1,863
This Aeromexico deal was found by Cheapflights users on 11/14. 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.
Wed 11/273:19 pmMDW - LIN
2 stops15h 41mAir France
Sun 12/13:00 pmLIN - MDW
2 stops33h 02mAir France
Deal found 11/14$1,890
This Mytrip deal was found by Cheapflights users on 11/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2011:15 amMDW - LIN
3 stops17h 55mMultiple Airlines
Sun 11/2410:35 amLIN - MDW
3 stops29h 53mMultiple Airlines
Deal found 11/14$2,034
This KLM deal was found by Cheapflights users on 11/14. 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 11/185:42 pmMDW - LIN
2 stops12h 48mKLM
Wed 12/46:30 amLIN - MDW
2 stops16h 45mKLM
Deal found 11/14$2,166

Find flights from Midway to Milan within your budget

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 2,752,363 searches. Data last updated November 14, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Wed 2/12

1:26 pm-10:55 am

2 stops14h 29m

Milan Linate

Wed 2/19

9:00 am-9:49 pm

2 stops19h 49m

$872

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sat 3/1

9:30 am-9:45 am

2 stops17h 15m

Milan Malpensa

Fri 3/14

8:25 am-9:49 pm

2 stops19h 24m

$901

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 1/19

5:05 pm-3:15 pm

2 stops15h 10m

Milan Malpensa

Sun 1/26

11:35 am-10:20 pm

2 stops17h 45m

$936

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Fri 2/28

5:59 pm-2:00 pm

2 stops13h 01m

Milan Linate

Sat 3/8

6:50 am-5:10 pm

2 stops17h 20m

$1,039

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Tue 12/3

6:00 am-9:05 am

1 stop20h 05m

Milan Malpensa

Tue 12/10

11:05 am-10:06 pm

1 stop18h 01m

$1,337

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 12/29

11:15 am-7:40 pm

3 stops25h 25m

Milan Malpensa

Sun 1/5

6:55 am-8:10 am

3 stops32h 15m

$2,402

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 1/13

11:33 am-10:50 am

2 stops40h 17m

$270

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Fri 2/7

6:45 am-5:10 pm

3 stops51h 25m

$361

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 4/3

1:00 pm-12:05 pm

2 stops16h 05m

$932

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Fri 3/21

5:59 pm-1:30 pm

2 stops13h 31m

$954

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

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 November.
ProviderPrice AccuracyTrust Score*
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice 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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago Midway Airport-Milan flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

Travel insights for flights from Midway to Milan

Get recent, data-driven insights about flights from Midway to Milan including ideal travel times, pricing trends, and more.

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 November 14, 2024.

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 November 14, 2024.
Peruse reviews from past customers who have flown with Air France, KLM and Delta 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
8,788 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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

Delta
8.0
Very good
8,788 reviews
Delta
8.0
Very good
8,788 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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

KLM
7.8
Good
1,346 reviews
Delta
8.0
Very good
8,788 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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

Air France
7.4
Good
1,538 reviews
Delta
8.0
Very good
8,788 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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?

    $932 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on KLM and Air France, with prices starting from $1,132 and $1,250, 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, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Milan (average of $528). Flying from Chicago Midway Airport to Milan in June is currently the most expensive (average of $1,071). 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

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 Milan

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
Midway to Malpensa flights
O'Hare Intl to Bergamo flights
Midway to Linate flights
O'Hare Intl to Verona 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.
View all available airlines