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Cheap flights from Midway (MDW) to Milan (MIL) from $284

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
Apr 30 — May 71
From?
To?
Tue 4/30
Tue 5/7
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 3,073,952 searches. Data last updated April 25, 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.
Wed 8/145:59 pmMDW - MXP
2 stops17h 06mAir France
Wed 8/217:15 amMXP - MDW
2 stops17h 51mAir France
Deal found 4/24$912
Wed 8/141:10 pmMDW - LIN
2 stops12h 40mAir France
Wed 8/216:50 amLIN - MDW
2 stops18h 16mAir France
Deal found 4/24$913
Mon 7/151:24 pmMDW - LIN
2 stops12h 26mAir France
Thu 7/258:35 pmLIN - MDW
2 stops28h 51mAir France
Deal found 4/24$1,094
Fri 5/175:47 pmMDW - MXP
2 stops17h 18mAir France
Mon 5/276:55 pmMXP - MDW
2 stops30h 12mAir France
Deal found 4/24$1,243
Mon 7/112:45 pmMDW - MXP
2 stops21h 05mAir France
Mon 7/156:55 pmMXP - MDW
2 stops29h 10mAir France
Deal found 4/24$1,263
Sun 6/21:21 pmMDW - MXP
2 stops20h 29mAir France
Sun 6/236:55 pmMXP - MDW
2 stops29h 09mAir France
Deal found 4/24$1,313
Tue 7/910:11 amMDW - MXP
1 stop16h 44mAir France
Wed 7/1711:30 amMXP - MDW
1 stop17h 11mAir France
Deal found 4/24$1,531
Mon 7/110:41 amMDW - MXP
1 stop16h 14mAir France
Mon 7/156:55 pmMXP - MDW
2 stops29h 10mAir France
Deal found 4/24$1,537

Cheap Delta flights from Midway to Milan

Explore cheap flight options specifically provided by Delta 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 3,073,952 searches. Data last updated April 25, 2024.
Some of the lowest-priced Delta 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.
Wed 8/1410:11 amMDW - MXP
1 stop16h 44mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/24$826
Wed 8/1410:11 amMDW - MXP
2 stops16h 19mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/24$831
Sat 7/206:00 amMDW - MXP
2 stops17h 30mDelta
Thu 8/2211:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/23$881
Mon 7/159:33 amMDW - MXP
2 stops16h 57mDelta
Thu 7/2511:30 amMXP - MDW
1 stop17h 11mDelta
Deal found 4/24$1,001
Wed 9/111:10 pmMDW - MXP
2 stops15h 30mDelta
Wed 9/1811:30 amMXP - MDW
1 stop17h 14mDelta
Deal found 4/24$1,013
Mon 7/151:24 pmMDW - MXP
2 stops13h 06mDelta
Thu 7/257:15 amMXP - MDW
2 stops16h 50mDelta
Deal found 4/24$1,024
Wed 9/45:59 pmMDW - LIN
2 stops14h 11mDelta
Tue 9/176:40 amLIN - MDW
2 stops17h 23mDelta
Deal found 4/24$1,052
Mon 8/51:10 pmMDW - MXP
2 stops13h 20mDelta
Thu 10/318:30 amMXP - MDW
2 stops19h 14mDelta
Deal found 4/24$1,071
Sun 7/149:33 amMDW - LIN
2 stops16h 17mDelta
Mon 7/226:50 amLIN - MDW
2 stops17h 15mDelta
Deal found 4/24$1,087

Cheap Midway to Milan flights in April & May 2024

Find cheap flight options from Midway to Milan specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Prices were last updated on April 25, 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.
Mon 5/138:45 amMDW - MXP
1 stop18h 10mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$1,096
Mon 5/136:00 amMDW - MXP
2 stops17h 30mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$1,101
Wed 5/152:15 pmMDW - MXP
2 stops14h 25mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$1,113
Tue 5/211:21 pmMDW - MXP
2 stops15h 19mDelta
Fri 5/318:40 amMXP - MDW
2 stops20h 21mDelta
Deal found 4/24$1,117
Mon 5/206:00 amMDW - MXP
2 stops17h 30mDelta
Thu 5/307:15 amMXP - MDW
2 stops17h 52mDelta
Deal found 4/24$1,124
Wed 5/152:15 pmMDW - MXP
2 stops14h 25mDelta
Tue 5/287:15 amMXP - MDW
2 stops16h 51mDelta
Deal found 4/24$1,136
Wed 5/152:15 pmMDW - LIN
2 stops15h 45mDelta
Tue 5/286:50 amLIN - MDW
2 stops17h 16mDelta
Deal found 4/24$1,137
Mon 5/205:47 pmMDW - LIN
2 stops14h 23mDelta
Thu 5/306:50 amLIN - MDW
2 stops17h 16mDelta
Deal found 4/24$1,150
Sun 5/195:47 pmMDW - MXP
2 stops16h 03mDelta
Sun 5/2611:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$1,163

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 3,073,952 searches. Data last updated April 25, 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.
Mon 11/410:11 amMDW - MXP
1 stop15h 54mKLM
Mon 11/1111:20 amMXP - MDW
1 stop17h 24mKLM
Deal found 4/24$746
Mon 11/410:11 amMDW - MXP
1 stop15h 54mDelta
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mDelta
Deal found 4/24$751
Mon 11/41:10 pmMDW - MXP
2 stops15h 20mDelta
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mDelta
Deal found 4/24$767
Wed 8/1410:11 amMDW - MXP
1 stop16h 44mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/24$826
Wed 8/1410:11 amMDW - MXP
2 stops16h 19mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/24$831
Sat 7/201:05 pmMDW - MXP
1 stop13h 50mKLM
Thu 8/2211:30 amMXP - MDW
1 stop17h 17mKLM
Deal found 4/23$876
Sat 7/206:00 amMDW - MXP
2 stops17h 30mDelta
Thu 8/2211:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/23$881
Wed 8/145:59 pmMDW - MXP
2 stops17h 06mAir France
Wed 8/217:15 amMXP - MDW
2 stops17h 51mAir France
Deal found 4/24$912
Wed 8/141:10 pmMDW - LIN
2 stops12h 40mAir France
Wed 8/216:50 amLIN - MDW
2 stops18h 16mAir France
Deal found 4/24$913

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 3,073,952 searches. Data last updated April 25, 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 5/212:45 pmMDW - MXP
1 stop14h 10mKLM
Wed 5/811:30 amMXP - MDW
1 stop17h 31mKLM
Deal found 4/24$2,026
Thu 5/211:20 amMDW - MXP
2 stops15h 10mDelta
Wed 5/811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$2,031
Fri 5/312:45 pmMDW - MXP
1 stop14h 10mKLM
Sat 5/1111:30 amMXP - MDW
1 stop17h 31mKLM
Deal found 4/24$2,076
Fri 5/36:00 amMDW - MXP
2 stops17h 30mDelta
Sat 5/1112:10 pmMXP - MDW
2 stops16h 51mDelta
Deal found 4/24$2,081
Thu 4/2512:45 pmMDW - MXP
1 stop14h 10mKLM
Wed 5/111:30 amMXP - MDW
1 stop17h 44mKLM
Deal found 4/24$2,306
Thu 4/259:30 amMDW - MXP
2 stops17h 25mDelta
Wed 5/112:10 pmMXP - MDW
2 stops17h 04mDelta
Deal found 4/24$2,311
Thu 5/25:05 pmMDW - LIN
2 stops15h 05mDelta
Wed 5/86:40 amLIN - MDW
2 stops17h 26mDelta
Deal found 4/24$2,332
Sun 5/512:45 pmMDW - MXP
1 stop14h 10mDelta
Fri 5/1011:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$2,740
Sun 5/56:00 amMDW - MXP
2 stops17h 30mDelta
Fri 5/1011:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/24$2,745

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 3,073,952 searches. Data last updated April 25, 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 9/168:13 pmMDW - MXP
2 stops42h 12mMultiple Airlines
Deal found 4/24$284
Mon 9/168:13 pmMDW - LIN
2 stops33h 17mMultiple Airlines
Deal found 4/24$303
Wed 9/188:13 pmMDW - MXP
2 stops40h 37mMultiple Airlines
Deal found 4/24$330
Sat 7/138:13 pmMDW - MXP
3 stops44h 27mMultiple Airlines
Deal found 4/24$336
Mon 9/1611:38 amMDW - LIN
3 stops37h 17mMultiple Airlines
Deal found 4/24$350
Wed 9/188:13 pmMDW - LIN
2 stops33h 17mMultiple Airlines
Deal found 4/24$354
Wed 9/1810:59 amMDW - MXP
3 stops29h 21mMultiple Airlines
Deal found 4/24$378
Wed 7/103:28 pmMDW - MXP
3 stops24h 57mMultiple Airlines
Deal found 4/24$401
Sat 7/133:28 pmMDW - LIN
3 stops44h 27mMultiple Airlines
Deal found 4/24$405

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 3,073,952 searches. Data last updated April 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$826 - $1,017

Route

Depart

Return

Price

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/14

1 stop16h 44m

Milan Malpensa

Wed 8/21

1 stop17h 17m

$826

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/14

2 stops16h 19m

Milan Malpensa

Wed 8/21

1 stop17h 17m

$831

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Sat 7/20

1 stop13h 50m

Milan Malpensa

Thu 8/22

1 stop17h 17m

$876

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Sat 7/20

2 stops17h 30m

Milan Malpensa

Thu 8/22

1 stop17h 17m

$881

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/14

2 stops17h 06m

Milan Malpensa

Wed 8/21

2 stops17h 51m

$912

Chicago MidwayMilan Linate

MDW - LIN

MDWLIN

Chicago Midway

Wed 8/14

2 stops12h 40m

Milan Linate

Wed 8/21

2 stops18h 16m

$913

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 7/15

1 stop16h 44m

Milan Malpensa

Thu 7/25

1 stop17h 11m

$996

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 6/11

3 stops21h 45m

Milan Malpensa

Wed 6/26

3 stops22h 37m

$999

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 6/10

3 stops25h 45m

Milan Malpensa

Wed 6/12

3 stops22h 37m

$1,017

Flights are sorted by cheapest first

Deals found on 4/24

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 April 25, 2024.
Peruse reviews from past customers who have flown with Air France, Delta and KLM 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
10,975 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Boarding

8.2

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,975 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Boarding

8.2

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

KLM
7.9
Good
1,628 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Boarding

8.2

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Air France
7.6
Good
1,810 reviews
Delta
8.1
Very good
10,975 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Boarding

8.2

Entertainment

8.0

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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 $900 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Milan for under $900. The cheapest flight booked recently is on Delta for just $826, but on average you can expect to pay $993.

  • Are there last-minute flights available from Chicago Midway Airport to Milan for under $2,100?

    There are currently 9+ open flights from Chicago Midway Airport to Milan within the next 7 days for less than $2,100.

  • 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 4/24.

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

Cheapflights helps you search for flights from Midway to Milan via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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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