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$397+ Cheap flights from Milan (MIL) to Midway (MDW)

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — MDW
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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Cheap flight deals from Milan to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Milan (MIL) to Midway (MDW). 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 January 17, 2025.

Round-trip from

$554
(Delta)

One-way from

$397
(Kiwi.com)
From Milan (MIL) to Chicago Midway
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One-way flight from Milan (MIL) to Chicago Midway
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Find flight deals from Milan to Midway

Cheapest flights from Milan to Midway
Explore the most affordable flight options available from Milan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.

This Delta deal was found by Cheapflights users on 1/15. 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 2/136:30 amLIN - MDW
2 stops16h 50mDelta
Wed 2/261:26 pmMDW - LIN
2 stops14h 29mDelta
Deal found 1/15$554
This Delta deal was found by Cheapflights users on 1/15. 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 2/511:25 amMXP - MDW
2 stops17h 55mDelta
Mon 2/172:08 pmMDW - MXP
2 stops14h 32mDelta
Deal found 1/15$557
This Expedia deal was found by Cheapflights users on 1/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/176:40 amLIN - MDW
2 stops14h 42mMultiple Airlines
Sat 4/265:59 pmMDW - LIN
2 stops34h 21mMultiple Airlines
Deal found 1/15$565
This Air France deal was found by Cheapflights users on 1/16. 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 8/2511:40 amMXP - MDW
1 stop17h 07mAir France
Mon 9/155:59 pmMDW - MXP
2 stops13h 01mAir France
Deal found 1/16$593
This Air France deal was found by Cheapflights users on 1/16. 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 8/2511:40 amMXP - MDW
1 stop17h 07mMultiple Airlines
Mon 9/156:00 amMDW - MXP
1 stop20h 25mMultiple Airlines
Deal found 1/16$597
This KLM deal was found by Cheapflights users on 1/16. 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.
Sat 8/236:40 amLIN - MDW
2 stops18h 23mKLM
Sun 9/145:59 pmMDW - LIN
2 stops14h 11mKLM
Deal found 1/16$608
This KLM deal was found by Cheapflights users on 1/15. 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 3/1010:05 amMXP - MDW
1 stop18h 22mKLM
Tue 3/2512:51 pmMDW - MXP
1 stop13h 14mKLM
Deal found 1/15$704
This Aeromexico deal was found by Cheapflights users on 1/16. 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 5/1612:20 pmLIN - MDW
2 stops16h 26mAir France
Fri 5/303:45 pmMDW - LIN
2 stops15h 10mAir France
Deal found 1/16$1,840

Find flights from Milan to Midway within your budget

Customize your flight search to find flights from Milan to Midway 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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilanChicago

LIN - MDW

LINMDW

Milan Linate

Thu 2/13

6:30 am-4:20 pm

2 stops16h 50m

Chicago Midway

Wed 2/26

1:26 pm-10:55 am

2 stops14h 29m

$554

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Wed 2/5

11:25 am-10:20 pm

2 stops17h 55m

Chicago Midway

Mon 2/17

2:08 pm-11:40 am

2 stops14h 32m

$557

MilanChicago

LIN - MDW

LINMDW

Milan Linate

Thu 4/17

6:40 am-2:22 pm

2 stops14h 42m

Chicago Midway

Sat 4/26

5:59 pm-11:20 am

2 stops34h 21m

$565

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Mon 3/10

10:05 am-10:27 pm

1 stop18h 22m

Chicago Midway

Tue 3/25

12:51 pm-8:05 am

1 stop13h 14m

$704

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Tue 4/8

11:40 am-10:24 pm

1 stop17h 44m

Chicago Midway

Wed 5/7

10:10 am-9:25 am

1 stop16h 15m

$977

MilanChicago

LIN - MDW

LINMDW

Milan Linate

Fri 5/16

12:20 pm-9:46 pm

2 stops16h 26m

Chicago Midway

Fri 5/30

3:45 pm-1:55 pm

2 stops15h 10m

$1,840

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Sat 2/15

11:35 am-10:20 pm

2 stops17h 45m

Chicago Midway

Sun 2/16

10:57 am-9:45 am

2 stops15h 48m

$5,307

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Mon 2/10

8:45 pm-3:13 pm

2 stops49h 28m

$397

MilanChicago

LIN - MDW

LINMDW

Milan Linate

Thu 2/6

8:20 am-2:19 pm

2 stops36h 59m

$439

MilanChicago

LIN - MDW

LINMDW

Milan Linate

Fri 5/23

6:50 am-5:03 pm

2 stops17h 13m

$677

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 14 results
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Best time to book a flight from Milan to Midway

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

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 17, 2025.
Peruse reviews from past customers who have flown with Delta and Air France from Milan to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,511 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,511 reviews
Delta
8.0
Very good
8,511 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

KLM
7.8
Good
1,339 reviews
Delta
8.0
Very good
8,511 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air France
7.4
Good
1,487 reviews
Delta
8.0
Very good
8,511 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Milan to Midway. 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 Milan to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $677 on Delta. Other airlines that offer cheap prices include KLM from $781 and Air France from $1,312 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milan to Midway 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 Milan to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Milan to Chicago Midway Airport (average of $160). Flying from Milan to Chicago Midway Airport in November is currently the most expensive (average of $249). 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?

Book flights to Milan if you plan to visit one of these locations
Merrillville
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Hammond
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Porter
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Valparaiso
Chesterton

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Alternative routes for Milan to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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