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Cheap flights from Midway (MDW) to Milan (MIL) from $286

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 9/16. 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.
MDW — MIL
May 8 — May 151
From?
To?
Wed 5/8
Wed 5/15
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Milan?

Users have found that booking a flight from Chicago Midway Airport to Milan at least 55 days early can save you up to 52% on average compared to booking a flight this week. If booking 55 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Milan for as little as $669 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 $764 for flights departing within the next 3 days.

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

The best pricing can be found in the month of February. Prices to Milan from Chicago Midway Airport average $822. You can even find prices in February for less than $822, as users have found deals to Milan from as low as $365. The month of June appears to be one of the more expensive times to travel to Milan from Chicago Midway Airport. Flying in the targeted month can save you up to 83%.

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

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.

Cheap Air France flights from Midway to Milan

Explore cheap flight options specifically provided by Air France for the route between Midway and Milan. 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 2,864,334 searches. Data last updated May 3, 2024.
Peruse some of the lowest-priced Air France flights we've found from Chicago to Milan. Be sure to come back soon if the deals available don't appeal to you at this time.
Mon 7/1510:11 amMDW - MXP
1 stop16h 44mAir France
Thu 7/256:55 pmMXP - MDW
2 stops29h 10mAir France
Deal found 5/2$946
Wed 9/113:45 pmMDW - LIN
2 stops21h 00mAir France
Wed 9/186:50 amLIN - MDW
2 stops18h 15mAir France
Deal found 5/2$953
Mon 7/156:49 pmMDW - MXP
2 stops16h 16mAir France
Thu 7/256:55 pmMXP - MDW
2 stops29h 10mAir France
Deal found 5/2$963
Fri 8/305:59 pmMDW - LIN
2 stops21h 26mAir France
Sat 9/76:50 amLIN - MDW
2 stops18h 16mAir France
Deal found 5/2$1,053
Fri 5/172:15 pmMDW - MXP
2 stops26h 10mAir France
Tue 5/287:15 amMXP - MDW
2 stops17h 52mAir France
Deal found 5/2$1,088
Fri 8/305:59 pmMDW - LIN
2 stops18h 46mAir France
Sun 9/86:50 amLIN - MDW
2 stops18h 09mAir France
Deal found 5/2$1,095
Wed 6/51:21 pmMDW - LIN
2 stops12h 29mAir France
Wed 6/126:50 amLIN - MDW
2 stops18h 46mAir France
Deal found 5/2$1,097
Fri 5/172:15 pmMDW - MXP
2 stops26h 10mAir France
Mon 5/276:55 pmMXP - MDW
2 stops29h 11mAir France
Deal found 5/2$1,099
Tue 7/29:29 amMDW - MXP
2 stops19h 11mAir France
Tue 7/166:55 pmMXP - MDW
2 stops29h 10mAir France
Deal found 5/2$1,107

Cheap KLM flights from Midway to Milan

Explore cheap flight options specifically provided by KLM for the route between Midway and Milan. 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 2,864,334 searches. Data last updated May 3, 2024.
Some of the lowest-priced KLM flights we've found at this time heading from Chicago to Milan. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Tue 8/131:05 pmMDW - MXP
1 stop13h 50mKLM
Fri 8/3011:30 amMXP - MDW
1 stop17h 17mKLM
Deal found 5/2$720
Wed 8/211:05 pmMDW - MXP
1 stop13h 50mKLM
Fri 9/611:30 amMXP - MDW
1 stop17h 17mKLM
Deal found 5/2$1,013
Thu 8/151:05 pmMDW - MXP
1 stop13h 50mKLM
Thu 8/2911:30 amMXP - MDW
1 stop17h 17mKLM
Deal found 5/2$1,063
Mon 7/151:05 pmMDW - MXP
1 stop13h 50mKLM
Fri 7/2611:30 amMXP - MDW
1 stop17h 11mKLM
Deal found 5/1$1,233
Wed 9/111:05 pmMDW - MXP
1 stop13h 50mKLM
Wed 9/1811:30 amMXP - MDW
1 stop17h 14mKLM
Deal found 5/2$1,258
Sun 10/201:05 pmMDW - MXP
1 stop13h 50mKLM
Wed 10/3010:20 amMXP - MDW
1 stop17h 24mKLM
Deal found 5/2$1,306
Sat 9/72:05 pmMDW - MXP
1 stop12h 50mKLM
Wed 9/1811:30 amMXP - MDW
1 stop17h 14mKLM
Deal found 5/2$1,308
Sat 7/271:05 pmMDW - MXP
1 stop13h 50mKLM
Sat 8/1011:30 amMXP - MDW
1 stop17h 17mKLM
Deal found 5/2$1,333

Cheap Midway to Milan flights in May & June 2024

Find cheap flight options from Midway to Milan specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on May 3, 2024.
Scroll through some of the best deals on flights from Chicago to Milan in 2024. Check back in a little while for more flight options.
Sun 5/197:49 amMDW - MXP
2 stops28h 06mMultiple Airlines
Tue 6/49:40 amMXP - MDW
3 stops30h 26mMultiple Airlines
Deal found 5/3$749
Tue 5/212:15 pmMDW - MXP
2 stops14h 45mDelta
Fri 5/318:40 amMXP - MDW
2 stops20h 21mDelta
Deal found 5/3$983
Tue 6/1811:05 amMDW - MXP
3 stops28h 55mMultiple Airlines
Sun 6/2310:15 pmMXP - MDW
3 stops30h 22mMultiple Airlines
Deal found 5/3$997
Sun 5/192:15 pmMDW - MXP
2 stops14h 45mDelta
Tue 6/47:15 amMXP - MDW
2 stops17h 52mDelta
Deal found 5/3$1,002
Tue 6/111:24 pmMDW - MXP
2 stops13h 06mDelta
Thu 6/208:40 amMXP - MDW
2 stops16h 19mDelta
Deal found 5/3$1,014
Mon 6/1010:41 amMDW - MXP
1 stop16h 14mDelta
Wed 6/197:15 amMXP - MDW
2 stops16h 49mDelta
Deal found 5/3$1,033
Sat 5/185:47 pmMDW - LIN
2 stops32h 03mAir France
Fri 5/248:35 pmLIN - MDW
2 stops32h 26mAir France
Deal found 5/3$1,139
Thu 5/238:00 amMDW - MXP
1 stop15h 20mMultiple Airlines
Tue 6/410:50 amMXP - MDW
2 stops27h 41mMultiple Airlines
Deal found 5/3$1,148
Sun 6/95:45 pmMDW - LIN
2 stops14h 25mDelta
Mon 6/176:40 amLIN - MDW
2 stops17h 24mDelta
Deal found 5/3$1,158

Midway to Milan 2024 flight deals

Discover exclusive flight deals for travel between Midway and Milan in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 3, 2024.
Scroll through some of the best deals on flights from Chicago to Milan in 2024. Check back in a little while for more flight options.
Wed 8/211:10 pmMDW - MXP
2 stops15h 30mDelta
Fri 9/611:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 5/2$737
Sun 5/197:49 amMDW - MXP
2 stops28h 06mMultiple Airlines
Tue 6/49:40 amMXP - MDW
3 stops30h 26mMultiple Airlines
Deal found 5/3$749
Mon 11/410:11 amMDW - MXP
1 stop15h 54mKLM
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mKLM
Deal found 5/3$751
Wed 8/211:10 pmMDW - MXP
2 stops15h 30mDelta
Fri 9/67:15 amMXP - MDW
2 stops17h 51mDelta
Deal found 5/2$760
Wed 8/211:10 pmMDW - LIN
2 stops14h 40mDelta
Fri 9/66:50 amLIN - MDW
2 stops17h 13mDelta
Deal found 5/2$761
Mon 11/46:15 pmMDW - MXP
2 stops15h 50mDelta
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mDelta
Deal found 5/3$767
Tue 5/212:15 pmMDW - MXP
2 stops14h 45mDelta
Fri 5/318:40 amMXP - MDW
2 stops20h 21mDelta
Deal found 5/3$983
Tue 6/1811:05 amMDW - MXP
3 stops28h 55mMultiple Airlines
Sun 6/2310:15 pmMXP - MDW
3 stops30h 22mMultiple Airlines
Deal found 5/3$997
Sun 5/192:15 pmMDW - MXP
2 stops14h 45mDelta
Tue 6/47:15 amMXP - MDW
2 stops17h 52mDelta
Deal found 5/3$1,002

Midway to Milan flights leaving soon

Find last-minute flight options from Midway to Milan 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 2,864,334 searches. Data last updated May 3, 2024.
Book one of these great deals on flights from Chicago to Milan. To prevent any unwanted surprises, users should verify their flight info before booking.
Thu 5/92:15 pmMDW - MXP
2 stops14h 45mDelta
Sun 5/197:15 amMXP - MDW
2 stops17h 52mDelta
Deal found 5/2$2,879
Sat 5/1111:01 amMDW - MXP
1 stop15h 54mDelta
Wed 5/1511:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 5/3$3,036
Sat 5/116:00 amMDW - MXP
2 stops17h 30mDelta
Wed 5/1511:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 5/3$3,041
Thu 5/92:15 pmMDW - MXP
2 stops14h 45mDelta
Sun 5/1911:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 5/2$3,746
Thu 5/98:45 amMDW - MXP
1 stop18h 10mDelta
Sun 5/1911:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 5/2$4,936

One-way flights to Milan from Midway

Search for one-way flight options from Midway to Milan. 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 2,864,334 searches. Data last updated May 3, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Milan. Those needing a return flight from Chicago to Milan can use the search form above.
Mon 9/1611:38 amMDW - MXP
2 stops26h 42mMultiple Airlines
Deal found 5/2$286
Thu 6/202:36 pmMDW - MXP
2 stops38h 14mMultiple Airlines
Deal found 5/2$288
Mon 9/168:13 pmMDW - LIN
2 stops33h 17mMultiple Airlines
Deal found 5/2$293
Wed 6/198:27 amMDW - LIN
2 stops21h 03mMultiple Airlines
Deal found 5/2$298
Tue 7/238:13 pmMDW - MXP
2 stops44h 07mMultiple Airlines
Deal found 5/2$318
Tue 6/257:36 pmMDW - MXP
2 stops33h 14mMultiple Airlines
Deal found 5/1$323
Fri 9/139:44 pmMDW - MXP
3 stops40h 36mMultiple Airlines
Deal found 5/2$326
Tue 9/176:00 amMDW - MXP
3 stops26h 50mMultiple Airlines
Deal found 5/2$328
Wed 6/198:27 amMDW - MXP
2 stops20h 58mMultiple Airlines
Deal found 5/2$345

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 2,864,334 searches. Data last updated May 3, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$720 - $953

Route

Depart

Return

Price

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 8/13

1 stop13h 50m

Milan Malpensa

Fri 8/30

1 stop17h 17m

$720

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 8/13

2 stops13h 45m

Milan Malpensa

Wed 8/28

2 stops20h 07m

$725

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/14

2 stops14h 00m

Milan Malpensa

Wed 8/21

1 stop17h 17m

$737

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Sun 5/19

2 stops28h 06m

Milan Malpensa

Tue 6/4

3 stops30h 26m

$749

Chicago MidwayMilan Linate

MDW - LIN

MDWLIN

Chicago Midway

Wed 8/14

2 stops14h 40m

Milan Linate

Wed 8/21

2 stops17h 33m

$753

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/21

2 stops15h 30m

Milan Malpensa

Fri 9/6

2 stops17h 51m

$760

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Thu 5/30

1 stop15h 20m

Milan Malpensa

Thu 6/6

2 stops27h 36m

$934

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 7/15

1 stop16h 44m

Milan Malpensa

Thu 7/25

2 stops29h 10m

$946

Chicago MidwayMilan Linate

MDW - LIN

MDWLIN

Chicago Midway

Wed 9/11

2 stops21h 00m

Milan Linate

Wed 9/18

2 stops18h 15m

$953

Flights are sorted by cheapest first

Deals found on 5/2

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

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 May 3, 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
8.1
Very good
10,848 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,848 reviews
Delta
8.1
Very good
10,848 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

KLM
7.9
Good
1,604 reviews
Delta
8.1
Very good
10,848 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Air France
7.6
Good
1,790 reviews
Delta
8.1
Very good
10,848 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

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.

  • Can I find flights from Chicago Midway Airport to Milan for under $800 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Milan for under $800. The cheapest flight booked recently is on KLM for just $720, but on average you can expect to pay $863.

  • Are there last-minute flights available from Chicago Midway Airport to Milan for under $2,900?

    There are currently 5+ open flights from Chicago Midway Airport to Milan within the next 7 days for less than $2,900.

  • What does MDW to MXP mean?

    MDW stands for Chicago Midway Airport, while MXP stands for Milan Malpensa 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 Midway to Milan that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Milan 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 Midway to Milan with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Milan 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 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.

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

    Many airlines flying from Midway to Milan 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 Midway to Milan?

    Yes, you can often find last-minute deals on Midway to Milan 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 Chicago Midway Airport to Milan flight deals updated?

    The Chicago Midway Airport to Milan flight deals you see on this page were last updated on 5/3.

See more FAQs

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Alternative routes for Midway to Milan
See prices for flight routes from nearby airports that may be better suited for you.

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Search flights from Midway to Milan by cabin class

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

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

Cheapflights simply makes it quick and affordable to book flights from Midway to Milan by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Yes! Cheapflights helps users easily find flights from Midway to Milan with no change fees.

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

Yes, Cheapflights offers price alerts on Midway to Milan flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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