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Cheap flights from Milan (MIL) to Midway (MDW) from $256

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MIL — MDW
May 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
1 adult, Economy
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How far in advance should I book a flight from Milan to Chicago Midway Airport?

Users have found that booking a flight from Milan to Chicago Midway Airport at least 59 days early can save you up to 6% on average compared to booking a flight this week. If booking 59 days before your flight isn’t an option for you, users have found flights from Milan to Chicago Midway Airport for as little as $479 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $636 for flights departing within the next 3 days.

What is the cheapest month to fly from Milan to Chicago Midway Airport?

February can be a great time to fly to Chicago Midway Airport from Milan with a flight ticket averaging about $618. Cheapflights users have found deals in the month of February for as cheap as $351. The most expensive prices can be found in the month of July.

When is the cheapest time to fly from Milan to Chicago Midway Airport (MIL - MDW)?

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

Cheap Delta flights from Milan to Midway

Explore cheap flight options specifically provided by Delta for the route between Milan and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Take a look at some of the lowest-priced Delta flights heading from Milan to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Sat 9/147:15 amMXP - MDW
2 stops17h 50mDelta
Wed 10/162:00 pmMDW - MXP
2 stops14h 40mDelta
Deal found 5/16$577
Sat 6/17:15 amMXP - MDW
2 stops15h 58mDelta
Sun 7/712:45 pmMDW - MXP
1 stop14h 10mDelta
Deal found 5/16$580
Sat 9/147:15 amMXP - MDW
2 stops17h 50mDelta
Thu 9/195:59 pmMDW - MXP
2 stops15h 51mDelta
Deal found 5/16$673
Mon 9/167:15 amMXP - MDW
2 stops16h 48mDelta
Fri 10/181:05 pmMDW - MXP
1 stop13h 50mDelta
Deal found 5/16$675
Mon 9/166:50 amLIN - MDW
2 stops17h 13mDelta
Fri 10/186:45 pmMDW - LIN
2 stops13h 35mDelta
Deal found 5/16$679
Thu 7/257:15 amMXP - MDW
2 stops16h 49mDelta
Wed 8/71:10 pmMDW - MXP
2 stops15h 30mDelta
Deal found 5/16$701
Thu 7/256:50 amLIN - MDW
2 stops17h 14mDelta
Wed 8/71:10 pmMDW - LIN
2 stops12h 40mDelta
Deal found 5/16$702
Thu 7/256:50 amLIN - MDW
2 stops17h 14mDelta
Sat 8/39:24 amMDW - LIN
2 stops17h 41mDelta
Deal found 5/16$706
Sun 6/166:40 amLIN - MDW
2 stops17h 24mDelta
Tue 7/161:24 pmMDW - LIN
2 stops12h 26mDelta
Deal found 5/16$721

Cheap KLM flights from Milan to Midway

Explore cheap flight options specifically provided by KLM for the route between Milan and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
To aid your search, here are some of the cheapest KLM flights we've found from Milan to Chicago. Deals are refreshing constantly so come back soon for more options.
Mon 9/1611:30 amMXP - MDW
1 stop17h 14mKLM
Fri 10/181:05 pmMDW - MXP
1 stop13h 50mKLM
Deal found 5/16$795
Wed 8/2811:30 amMXP - MDW
1 stop17h 17mKLM
Wed 9/42:05 pmMDW - MXP
1 stop12h 50mKLM
Deal found 5/16$832
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mKLM
Wed 9/42:05 pmMDW - MXP
1 stop12h 50mKLM
Deal found 5/15$833
Sat 6/111:30 amMXP - MDW
1 stop17h 31mKLM
Sun 7/712:45 pmMDW - MXP
1 stop14h 10mKLM
Deal found 5/16$855
Mon 7/111:30 amMXP - MDW
1 stop17h 16mKLM
Sat 7/1312:35 pmMDW - MXP
1 stop14h 20mKLM
Deal found 5/15$940
Sun 9/1511:30 amMXP - MDW
1 stop17h 14mKLM
Wed 10/161:05 pmMDW - MXP
1 stop13h 50mKLM
Deal found 5/16$955
Mon 7/111:30 amMXP - MDW
1 stop17h 16mKLM
Sun 7/712:45 pmMDW - MXP
1 stop14h 10mKLM
Deal found 5/16$972
Thu 7/2511:30 amMXP - MDW
1 stop17h 11mKLM
Thu 8/81:05 pmMDW - MXP
1 stop13h 50mKLM
Deal found 5/16$983
Sun 6/1611:30 amMXP - MDW
1 stop17h 16mKLM
Tue 7/1612:35 pmMDW - MXP
1 stop14h 20mKLM
Deal found 5/16$1,006

Cheap Milan to Midway flights in May & June 2024

Find cheap flight options from Milan to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
Scroll through some of the best deals on flights from Milan to Chicago in 2024. Check back in a little while for more flight options.
Fri 5/2411:30 amMXP - MDW
1 stop17h 31mDelta
Thu 6/69:32 amMDW - MXP
2 stops16h 58mDelta
Deal found 5/16$857
Fri 5/247:15 amMXP - MDW
2 stops17h 52mDelta
Thu 6/69:32 amMDW - MXP
2 stops16h 58mDelta
Deal found 5/16$862
Mon 6/176:40 amLIN - MDW
2 stops17h 24mDelta
Sat 6/299:28 amMDW - LIN
2 stops16h 22mDelta
Deal found 5/15$866
Mon 6/177:15 amMXP - MDW
2 stops16h 49mDelta
Sat 6/299:28 amMDW - MXP
2 stops17h 02mDelta
Deal found 5/15$874
Fri 5/2411:30 amMXP - MDW
1 stop17h 31mDelta
Thu 6/61:21 pmMDW - MXP
2 stops13h 09mDelta
Deal found 5/15$908
Fri 5/247:15 amMXP - MDW
2 stops17h 52mDelta
Thu 6/61:21 pmMDW - MXP
2 stops13h 09mDelta
Deal found 5/15$913
Fri 6/712:10 pmMXP - MDW
2 stops16h 36mDelta
Sat 12/211:00 pmMDW - MXP
2 stops14h 35mDelta
Deal found 5/15$1,265
Thu 5/1612:10 pmMXP - MDW
2 stops16h 51mDelta
Sun 6/28:45 amMDW - MXP
1 stop18h 10mDelta
Deal found 5/15$1,277
Mon 6/1711:30 amMXP - MDW
1 stop17h 16mKLM
Sat 6/2912:45 pmMDW - MXP
1 stop14h 10mKLM
Deal found 5/15$1,364

Milan to Midway 2024 flight deals

Discover exclusive flight deals for travel between Milan and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Scroll through some of the best deals on flights from Milan to Chicago in 2024. Check back in a little while for more flight options.
Thu 10/107:00 amLIN - MDW
2 stops17h 03mDelta
Thu 10/315:50 pmMDW - LIN
2 stops14h 15mDelta
Deal found 5/15$738
Thu 8/226:50 amLIN - MDW
2 stops17h 13mDelta
Thu 8/295:59 pmMDW - LIN
2 stops14h 11mDelta
Deal found 5/15$743
Thu 8/226:50 amLIN - MDW
2 stops17h 13mDelta
Thu 8/295:59 pmMDW - LIN
2 stops14h 11mDelta
Deal found 5/16$746
Thu 10/107:15 amMXP - MDW
2 stops17h 50mDelta
Thu 10/315:50 pmMDW - MXP
2 stops14h 25mDelta
Deal found 5/15$780
Thu 8/2211:30 amMXP - MDW
1 stop17h 17mDelta
Thu 8/291:10 pmMDW - MXP
2 stops15h 50mDelta
Deal found 5/15$781
Thu 8/2211:00 amMXP - MDW
2 stops17h 47mDelta
Thu 8/291:10 pmMDW - MXP
2 stops15h 50mDelta
Deal found 5/15$785
Sat 10/126:50 amLIN - MDW
2 stops17h 26mDelta
Mon 10/213:45 pmMDW - LIN
2 stops14h 40mDelta
Deal found 5/15$789
Tue 7/166:50 amLIN - MDW
2 stops17h 14mDelta
Thu 9/125:59 pmMDW - LIN
2 stops14h 11mDelta
Deal found 5/15$797
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Wed 9/45:59 pmMDW - MXP
2 stops15h 51mDelta
Deal found 5/15$797

Milan to Midway flights leaving soon

Find last-minute flight options from Milan to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Consider one of these great deals we found on last-minute flights from Milan to Chicago. Users should examine the flight details to ensure there are no surprises.
Fri 5/2411:30 amMXP - MDW
1 stop17h 31mDelta
Thu 6/69:32 amMDW - MXP
2 stops16h 58mDelta
Deal found 5/16$857
Fri 5/247:15 amMXP - MDW
2 stops17h 52mDelta
Thu 6/69:32 amMDW - MXP
2 stops16h 58mDelta
Deal found 5/16$862
Fri 5/2411:30 amMXP - MDW
1 stop17h 31mDelta
Thu 6/61:21 pmMDW - MXP
2 stops13h 09mDelta
Deal found 5/15$908
Fri 5/247:15 amMXP - MDW
2 stops17h 52mDelta
Thu 6/61:21 pmMDW - MXP
2 stops13h 09mDelta
Deal found 5/15$913
Fri 5/2411:30 amMXP - MDW
1 stop17h 31mKLM
Thu 6/612:42 pmMDW - MXP
1 stop14h 13mKLM
Deal found 5/15$1,707
Fri 5/2411:30 amMXP - MDW
1 stop17h 31mKLM
Thu 6/612:42 pmMDW - MXP
1 stop14h 13mKLM
Deal found 5/16$1,714
Fri 5/247:00 amLIN - MDW
2 stops17h 06mDelta
Thu 6/61:21 pmMDW - LIN
2 stops13h 44mDelta
Deal found 5/15$5,604

One-way flights to Midway from Milan

Search for one-way flight options from Milan to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Some of the best available deals we've found on one-way flights from Milan to Chicago. Users needing a return flight from Milan to Chicago should utilize the search form above.
Wed 5/299:00 pmMXP - MDW
2 stops52h 27mMultiple Airlines
Deal found 5/15$256
Wed 5/299:00 pmMXP - MDW
3 stops47h 27mMultiple Airlines
Deal found 5/15$351
Wed 5/299:05 amMXP - MDW
2 stops18h 10mMultiple Airlines
Deal found 5/16$367
Sun 6/210:15 pmMXP - MDW
3 stops27h 12mMultiple Airlines
Deal found 5/15$393
Mon 6/248:05 pmMXP - MDW
2 stops34h 01mMultiple Airlines
Deal found 5/15$397
Thu 5/309:45 amMXP - MDW
2 stops39h 42mMultiple Airlines
Deal found 5/16$404
Sun 6/210:15 pmMXP - MDW
3 stops27h 12mMultiple Airlines
Deal found 5/15$413
Mon 6/248:10 pmMXP - MDW
3 stops42h 21mMultiple Airlines
Deal found 5/15$417
Mon 6/248:55 pmLIN - MDW
3 stops41h 36mMultiple Airlines
Deal found 5/15$422

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 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$577 - $937

Route

Depart

Return

Price

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Sat 9/14

2 stops17h 50m

Chicago Midway

Wed 10/16

2 stops14h 40m

$577

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Sat 6/1

2 stops15h 58m

Chicago Midway

Sun 7/7

1 stop14h 10m

$580

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Sat 9/14

2 stops17h 50m

Chicago Midway

Thu 9/19

2 stops15h 51m

$673

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Mon 9/16

2 stops16h 48m

Chicago Midway

Fri 10/18

1 stop13h 50m

$675

Milan LinateChicago Midway

LIN - MDW

LINMDW

Milan Linate

Mon 9/16

2 stops17h 13m

Chicago Midway

Fri 10/18

2 stops13h 35m

$679

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Mon 9/16

1 stop17h 14m

Chicago Midway

Fri 10/18

1 stop13h 50m

$795

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Wed 8/28

1 stop17h 17m

Chicago Midway

Wed 9/4

1 stop12h 50m

$832

Milan MalpensaChicago Midway

MXP - MDW

MXPMDW

Milan Malpensa

Wed 8/21

1 stop17h 17m

Chicago Midway

Wed 9/4

1 stop12h 50m

$833

Milan LinateChicago Midway

LIN - MDW

LINMDW

Milan Linate

Fri 7/5

2 stops35h 36m

Chicago Midway

Tue 8/13

2 stops12h 40m

$937

Flights are sorted by cheapest first

Deals found on 5/16

No data available for this route at this time. Please check back soon.

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 May 16, 2024.
Peruse reviews from past customers who have flown with Delta, KLM 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
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,673 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

KLM
7.9
Good
1,568 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Air France
7.6
Good
1,764 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

  • Can I find flights from Milan to Chicago Midway Airport for under $600 on Cheapflights?

    Yes, there are multiple flights from Milan to Chicago Midway Airport for under $600. The cheapest flight booked recently is on Delta for just $577, but on average you can expect to pay $712.

  • Are there last-minute flights available from Milan to Chicago Midway Airport for under $900?

    There are currently 7+ open flights from Milan to Chicago Midway Airport within the next 7 days for less than $900.

  • What does MXP to MDW mean?

    MXP stands for Milan Malpensa Airport, while MDW stands for Chicago Midway Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Bergamo Orio Al Serio Airport (BGY), Milan Linate Airport (LIN), Parma Airport (PMF) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Milan to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Milan to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Milan to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Milan to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Milan to Midway that allow pets onboard?

    Many airlines flying from Milan to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Milan to Midway?

    Yes, you can often find last-minute deals on Milan to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Milan to Chicago Midway Airport flight deals updated?

    The Milan to Chicago Midway Airport flight deals you see on this page were last updated on 5/16.

See more FAQs

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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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Search flights from Milan to Midway by cabin class

Find flights from Milan to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Milan to Midway?

Cheapflights makes it easy to find Milan to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Milan to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from Milan to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Milan to Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Milan to Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Milan to Midway become cheaper?

Not ready to book yet? You can track prices for flights from Milan to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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