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Cheap flights from Midway (MDW) to Milan (MIL) from $273

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 3 — May 101
From?
To?
Fri 5/3
Fri 5/10
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 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 2,944,896 searches. Data last updated April 28, 2024.
Peruse some of the lowest-priced Delta 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 8/1410:11 amMDW - MXP
1 stop16h 44mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/28$720
Wed 8/1410:11 amMDW - MXP
2 stops16h 19mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/28$725
Wed 8/1410:11 amMDW - MXP
2 stops16h 19mDelta
Wed 8/217:15 amMXP - MDW
2 stops17h 51mDelta
Deal found 4/28$748
Wed 8/141:10 pmMDW - LIN
2 stops14h 40mDelta
Wed 8/216:30 amLIN - MDW
2 stops17h 33mDelta
Deal found 4/27$753
Thu 8/151:10 pmMDW - LIN
2 stops14h 40mDelta
Wed 9/187:00 amLIN - MDW
2 stops17h 03mDelta
Deal found 4/27$804
Mon 8/121:10 pmMDW - LIN
2 stops12h 40mDelta
Mon 8/266:50 amLIN - MDW
2 stops18h 16mDelta
Deal found 4/27$805
Thu 8/151:10 pmMDW - MXP
2 stops15h 30mDelta
Mon 8/2611:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/28$822
Thu 8/151:10 pmMDW - MXP
2 stops15h 30mDelta
Mon 8/267:15 amMXP - MDW
2 stops17h 51mDelta
Deal found 4/28$845
Thu 8/11:24 pmMDW - LIN
2 stops12h 26mDelta
Mon 8/266:50 amLIN - MDW
2 stops18h 16mDelta
Deal found 4/26$847

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 2,944,896 searches. Data last updated April 28, 2024.
Some of the lowest-priced Air France 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 9/111:10 pmMDW - MXP
2 stops15h 30mAir France
Wed 9/187:15 amMXP - MDW
2 stops17h 50mAir France
Deal found 4/28$951
Wed 9/113:45 pmMDW - LIN
2 stops14h 15mAir France
Wed 9/189:45 amLIN - MDW
2 stops18h 59mAir France
Deal found 4/27$953
Mon 7/151:05 pmMDW - MXP
2 stops15h 35mAir France
Thu 7/2512:25 pmMXP - MDW
2 stops35h 40mAir France
Deal found 4/28$963
Mon 7/151:05 pmMDW - LIN
2 stops16h 55mAir France
Thu 7/258:35 pmLIN - MDW
2 stops28h 51mAir France
Deal found 4/27$964
Thu 8/293:45 pmMDW - LIN
2 stops23h 40mAir France
Thu 9/56:50 amLIN - MDW
2 stops18h 16mAir France
Deal found 4/28$995
Tue 5/141:21 pmMDW - MXP
2 stops27h 04mAir France
Thu 5/307:15 amMXP - MDW
2 stops21h 46mAir France
Deal found 4/28$1,038
Fri 5/171:21 pmMDW - LIN
2 stops23h 24mAir France
Tue 5/286:50 amLIN - MDW
2 stops18h 17mAir France
Deal found 4/28$1,080
Fri 5/171:21 pmMDW - LIN
2 stops23h 24mAir France
Mon 5/278:35 pmLIN - MDW
2 stops28h 32mAir France
Deal found 4/28$1,091
Mon 7/112:45 pmMDW - MXP
2 stops15h 55mAir France
Mon 7/156:55 pmMXP - MDW
2 stops29h 10mAir France
Deal found 4/28$1,107

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 2,944,896 searches. Prices were last updated on April 28, 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 5/1312:42 pmMDW - MXP
1 stop14h 13mKLM
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mKLM
Deal found 4/27$942
Sun 5/126:00 amMDW - MXP
1 stop20h 55mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/28$950
Mon 5/136:00 amMDW - MXP
2 stops17h 30mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/27$955
Wed 5/152:15 pmMDW - MXP
2 stops14h 25mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/27$967
Tue 5/212:15 pmMDW - MXP
2 stops14h 25mDelta
Fri 5/318:40 amMXP - MDW
2 stops20h 21mDelta
Deal found 4/28$971
Tue 5/148:45 amMDW - MXP
1 stop18h 10mDelta
Tue 5/287:15 amMXP - MDW
2 stops16h 51mDelta
Deal found 4/26$974
Wed 5/152:15 pmMDW - MXP
2 stops14h 25mDelta
Tue 5/287:15 amMXP - MDW
2 stops16h 51mDelta
Deal found 4/27$990
Fri 5/172:15 pmMDW - MXP
2 stops13h 05mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/28$1,009
Tue 5/282:15 pmMDW - MXP
2 stops14h 25mDelta
Tue 6/411:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/28$1,026

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 2,944,896 searches. Data last updated April 28, 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 11/42:05 pmMDW - MXP
1 stop12h 00mDelta
Wed 11/1311:20 amMXP - MDW
1 stop17h 24mDelta
Deal found 4/28$696
Tue 11/1910:11 amMDW - MXP
2 stops16h 34mDelta
Tue 12/311:20 amMXP - MDW
1 stop17h 24mDelta
Deal found 4/27$701
Tue 7/301:05 pmMDW - MXP
1 stop13h 50mDelta
Thu 8/2911:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/26$720
Wed 8/1410:11 amMDW - MXP
2 stops16h 19mDelta
Wed 8/2111:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/28$725
Mon 8/192:00 pmMDW - MXP
2 stops14h 40mDelta
Tue 8/2711:30 amMXP - MDW
1 stop17h 17mDelta
Deal found 4/27$737
Thu 11/1410:11 amMDW - MXP
1 stop15h 54mKLM
Fri 11/2911:20 amMXP - MDW
1 stop17h 24mKLM
Deal found 4/27$746
Wed 8/1410:11 amMDW - MXP
2 stops16h 19mDelta
Wed 8/217:15 amMXP - MDW
2 stops17h 51mDelta
Deal found 4/28$748
Thu 11/1410:11 amMDW - MXP
2 stops16h 34mDelta
Thu 11/289:30 amMXP - MDW
2 stops19h 14mDelta
Deal found 4/27$751
Wed 8/141:10 pmMDW - LIN
2 stops14h 40mDelta
Wed 8/216:30 amLIN - MDW
2 stops17h 33mDelta
Deal found 4/28$753

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 2,944,896 searches. Data last updated April 28, 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.
Sun 5/126:00 amMDW - MXP
1 stop20h 55mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/27$950
Sun 5/129:46 amMDW - MXP
2 stops16h 44mDelta
Tue 5/2811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/28$1,305
Mon 5/612:45 pmMDW - MXP
1 stop14h 10mDelta
Tue 5/217:15 amMXP - MDW
2 stops21h 46mDelta
Deal found 4/27$1,957
Mon 5/612:45 pmMDW - MXP
1 stop14h 10mKLM
Tue 5/1411:30 amMXP - MDW
1 stop17h 31mKLM
Deal found 4/27$1,976
Mon 5/61:25 pmMDW - MXP
2 stops15h 15mDelta
Sat 5/1811:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/27$1,993
Mon 5/66:00 amMDW - MXP
2 stops17h 30mDelta
Sat 5/187:15 amMXP - MDW
2 stops16h 40mDelta
Deal found 4/27$2,011
Mon 5/612:45 pmMDW - MXP
1 stop14h 10mKLM
Sat 5/1811:30 amMXP - MDW
1 stop17h 31mKLM
Deal found 4/27$2,026
Sat 5/412:00 pmMDW - MXP
2 stops17h 00mDelta
Sat 5/187:15 amMXP - MDW
2 stops16h 40mDelta
Deal found 4/27$2,079
Thu 5/96:00 amMDW - MXP
2 stops17h 30mDelta
Sun 5/1911:30 amMXP - MDW
1 stop17h 31mDelta
Deal found 4/28$2,081

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 2,944,896 searches. Data last updated April 28, 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 stops43h 57mMultiple Airlines
Deal found 4/28$273
Wed 9/188:13 pmMDW - LIN
2 stops33h 17mMultiple Airlines
Deal found 4/28$275
Sat 7/133:28 pmMDW - MXP
2 stops49h 12mMultiple Airlines
Deal found 4/28$281
Mon 9/168:13 pmMDW - LIN
2 stops33h 17mMultiple Airlines
Deal found 4/28$292
Wed 7/108:13 pmMDW - MXP
2 stops43h 57mMultiple Airlines
Deal found 4/28$304
Mon 9/168:13 pmMDW - LIN
2 stops33h 17mMultiple Airlines
Deal found 4/27$305
Tue 6/117:37 pmMDW - MXP
2 stops33h 13mMultiple Airlines
Deal found 4/28$315
Tue 9/109:44 pmMDW - LIN
3 stops55h 46mMultiple Airlines
Deal found 4/26$339
Tue 6/117:37 pmMDW - MXP
3 stops40h 43mMultiple Airlines
Deal found 4/28$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 2,944,896 searches. Data last updated April 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$720 - $1,288

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

$720

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/14

2 stops16h 19m

Milan Malpensa

Wed 8/21

1 stop17h 17m

$725

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Wed 8/14

2 stops16h 19m

Milan Malpensa

Wed 8/21

2 stops17h 51m

$748

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 9/11

2 stops15h 30m

Milan Malpensa

Wed 9/18

2 stops17h 50m

$951

Chicago MidwayMilan Linate

MDW - LIN

MDWLIN

Chicago Midway

Wed 9/11

2 stops14h 15m

Milan Linate

Wed 9/18

2 stops18h 59m

$953

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 7/15

2 stops15h 35m

Milan Malpensa

Thu 7/25

2 stops35h 40m

$963

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 9/24

1 stop13h 50m

Milan Malpensa

Tue 10/29

1 stop17h 24m

$1,056

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Fri 6/14

3 stops30h 30m

Milan Malpensa

Sat 6/22

2 stops20h 07m

$1,288

Flights are sorted by cheapest first

Deals found on 4/28

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 28, 2024.
Peruse reviews from past customers who have flown with Delta, Air France 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
10,932 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

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

Delta
8.1
Very good
10,932 reviews
Delta
8.1
Very good
10,932 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

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

KLM
7.9
Good
1,623 reviews
Delta
8.1
Very good
10,932 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

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

Air France
7.6
Good
1,806 reviews
Delta
8.1
Very good
10,932 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.1

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 $800 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Milan for under $800. The cheapest flight booked recently is on Delta for just $720, but on average you can expect to pay $860.

  • Are there last-minute flights available from Chicago Midway Airport to Milan for under $1,000?

    There are currently 13+ open flights from Chicago Midway Airport to Milan within the next 7 days for less than $1,000.

  • 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 4/28.

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

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 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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