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Cheap flights from Midway (MDW) to Milan (MIL) from $268

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 7/10. 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
Jun 3 — Jun 101
From?
To?
Mon 6/3
Mon 6/10
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 8 days early can save you up to 24% on average compared to booking a flight this week. If booking 8 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Milan for as little as $540 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 $838. You can even find prices in February for less than $838, as users have found deals to Milan from as low as $422. 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 48%.

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 2,696,634 searches. Data last updated May 29, 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.
Tue 11/129:35 amMDW - MXP
2 stops16h 30mDelta
Wed 11/2011:20 amMXP - MDW
1 stop17h 24mDelta
Deal found 5/27$661
Tue 11/511:59 amMDW - MXP
2 stops15h 36mDelta
Thu 11/219:30 amMXP - MDW
2 stops19h 14mDelta
Deal found 5/28$678
Mon 11/46:15 pmMDW - MXP
2 stops15h 50mDelta
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mDelta
Deal found 5/28$753
Tue 6/1112:45 pmMDW - MXP
1 stop14h 10mDelta
Wed 6/197:15 amMXP - MDW
2 stops16h 49mDelta
Deal found 5/28$1,191
Wed 7/39:34 amMDW - LIN
2 stops16h 16mDelta
Tue 7/166:50 amLIN - MDW
2 stops17h 14mDelta
Deal found 5/28$1,209
Thu 6/271:24 pmMDW - MXP
2 stops13h 46mDelta
Thu 7/411:30 amMXP - MDW
1 stop17h 16mDelta
Deal found 5/28$1,234
Thu 6/271:24 pmMDW - MXP
2 stops15h 16mDelta
Thu 7/48:40 amMXP - MDW
2 stops20h 06mDelta
Deal found 5/28$1,238
Mon 7/19:29 amMDW - LIN
2 stops16h 21mDelta
Mon 7/156:50 amLIN - MDW
2 stops17h 14mDelta
Deal found 5/28$1,259
Mon 7/1510:28 amMDW - MXP
1 stop16h 27mDelta
Wed 7/247:15 amMXP - MDW
2 stops16h 49mDelta
Deal found 5/28$1,286

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 2,696,634 searches. Data last updated May 29, 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.
Mon 11/111:05 pmMDW - MXP
1 stop13h 00mKLM
Tue 11/1911:20 amMXP - MDW
1 stop17h 24mKLM
Deal found 5/27$657
Mon 11/410:11 amMDW - MXP
1 stop15h 54mKLM
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mKLM
Deal found 5/28$711
Tue 6/1812:45 pmMDW - MXP
1 stop14h 10mKLM
Tue 6/2511:30 amMXP - MDW
1 stop17h 16mKLM
Deal found 5/28$1,217
Tue 7/1612:35 pmMDW - MXP
1 stop14h 20mKLM
Wed 7/2411:30 amMXP - MDW
1 stop17h 11mKLM
Deal found 5/28$1,305
Mon 7/1510:28 amMDW - MXP
1 stop16h 27mKLM
Wed 7/2411:30 amMXP - MDW
1 stop17h 11mKLM
Deal found 5/28$1,312
Mon 6/1012:45 pmMDW - MXP
1 stop14h 10mKLM
Mon 6/1711:30 amMXP - MDW
1 stop17h 16mKLM
Deal found 5/28$1,317
Sat 7/2712:35 pmMDW - MXP
1 stop14h 20mKLM
Sat 8/1712:10 pmMXP - MDW
1 stop16h 37mKLM
Deal found 5/28$1,337
Thu 10/101:05 pmMDW - MXP
1 stop13h 50mKLM
Thu 10/2411:30 amMXP - MDW
1 stop17h 14mKLM
Deal found 5/28$1,357
Sat 8/1712:35 pmMDW - MXP
1 stop14h 20mKLM
Sat 8/2412:10 pmMXP - MDW
1 stop16h 37mKLM
Deal found 5/27$1,432

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 2,696,634 searches. Prices were last updated on May 29, 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.
Fri 6/148:00 amMDW - MXP
3 stops23h 30mMultiple Airlines
Tue 6/257:10 amMXP - MDW
3 stops21h 27mMultiple Airlines
Deal found 5/27$1,113
Tue 6/1811:05 amMDW - MXP
3 stops19h 10mMultiple Airlines
Tue 6/257:10 amMXP - MDW
3 stops21h 27mMultiple Airlines
Deal found 5/28$1,131
Tue 6/1112:45 pmMDW - MXP
1 stop14h 10mKLM
Tue 6/1811:30 amMXP - MDW
1 stop17h 16mKLM
Deal found 5/26$1,167
Tue 6/116:00 amMDW - MXP
2 stops17h 30mDelta
Tue 6/1811:30 amMXP - MDW
1 stop17h 16mDelta
Deal found 5/26$1,171
Tue 6/1112:45 pmMDW - MXP
1 stop14h 10mDelta
Wed 6/197:15 amMXP - MDW
2 stops16h 49mDelta
Deal found 5/28$1,191
Mon 6/1012:45 pmMDW - MXP
1 stop14h 10mKLM
Mon 6/1711:30 amMXP - MDW
1 stop17h 16mKLM
Deal found 5/27$1,217
Mon 6/249:34 amMDW - MXP
2 stops16h 56mDelta
Mon 7/112:10 pmMXP - MDW
2 stops16h 36mDelta
Deal found 5/27$1,221
Wed 6/261:24 pmMDW - MXP
2 stops27h 01mAir France
Wed 7/177:15 amMXP - MDW
2 stops18h 24mAir France
Deal found 5/27$1,253
Wed 6/269:34 amMDW - LIN
2 stops16h 16mAir France
Wed 7/176:50 amLIN - MDW
2 stops21h 56mAir France
Deal found 5/28$1,255

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 2,696,634 searches. Data last updated May 29, 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 11/111:05 pmMDW - MXP
1 stop13h 00mKLM
Tue 11/1911:20 amMXP - MDW
1 stop17h 24mKLM
Deal found 5/27$657
Tue 11/129:35 amMDW - MXP
2 stops16h 30mDelta
Wed 11/2011:20 amMXP - MDW
1 stop17h 24mDelta
Deal found 5/27$661
Tue 11/511:59 amMDW - MXP
2 stops15h 36mDelta
Thu 11/219:30 amMXP - MDW
2 stops19h 14mDelta
Deal found 5/28$678
Mon 11/410:11 amMDW - MXP
1 stop15h 54mKLM
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mKLM
Deal found 5/28$711
Mon 11/49:35 amMDW - MXP
2 stops16h 30mDelta
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mDelta
Deal found 5/27$736
Mon 11/46:15 pmMDW - MXP
2 stops15h 50mDelta
Mon 11/1112:00 pmMXP - MDW
2 stops16h 44mDelta
Deal found 5/28$753
Fri 11/1510:11 amMDW - MXP
2 stops16h 34mDelta
Thu 11/219:30 amMXP - MDW
2 stops19h 14mDelta
Deal found 5/27$781
Fri 6/148:00 amMDW - MXP
3 stops23h 30mMultiple Airlines
Tue 6/257:10 amMXP - MDW
3 stops21h 27mMultiple Airlines
Deal found 5/27$1,113
Tue 9/311:05 amMDW - MXP
3 stops19h 10mMultiple Airlines
Wed 9/185:55 amMXP - MDW
3 stops35h 12mMultiple Airlines
Deal found 5/28$1,120

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 2,696,634 searches. Data last updated May 29, 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.
Fri 6/76:00 amMDW - MXP
2 stops17h 30mDelta
Fri 6/1412:10 pmMXP - MDW
2 stops16h 36mDelta
Deal found 5/28$1,321
Wed 6/51:21 pmMDW - MXP
2 stops15h 19mDelta
Tue 8/2712:10 pmMXP - MDW
1 stop16h 36mDelta
Deal found 5/28$1,764
Tue 6/41:21 pmMDW - MXP
2 stops13h 09mDelta
Mon 8/2612:10 pmMXP - MDW
1 stop16h 36mDelta
Deal found 5/28$1,801
Wed 6/51:21 pmMDW - MXP
2 stops15h 19mDelta
Mon 8/2612:10 pmMXP - MDW
1 stop16h 36mDelta
Deal found 5/28$1,814
Wed 6/51:21 pmMDW - MXP
2 stops15h 19mDelta
Mon 8/2611:30 amMXP - MDW
2 stops17h 16mDelta
Deal found 5/28$1,818
Tue 6/412:42 pmMDW - MXP
1 stop14h 13mKLM
Tue 8/2712:10 pmMXP - MDW
1 stop16h 37mKLM
Deal found 5/28$2,131
Tue 6/111:24 pmMDW - LIN
2 stops13h 41mDelta
Wed 6/196:40 amLIN - MDW
2 stops17h 24mDelta
Deal found 5/28$2,144
Mon 6/38:45 amMDW - MXP
1 stop18h 10mDelta
Sat 6/1511:30 amMXP - MDW
1 stop17h 16mDelta
Deal found 5/28$2,147
Mon 6/38:45 amMDW - MXP
1 stop18h 10mDelta
Sat 6/1512:10 pmMXP - MDW
2 stops16h 36mDelta
Deal found 5/28$2,151

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 2,696,634 searches. Data last updated May 29, 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.
Wed 7/109:31 amMDW - MXP
2 stops30h 54mMultiple Airlines
Deal found 5/27$268
Tue 7/97:37 pmMDW - MXP
2 stops44h 48mMultiple Airlines
Deal found 5/28$269
Mon 9/98:13 pmMDW - MXP
2 stops36h 37mMultiple Airlines
Deal found 5/27$273
Sun 7/72:30 pmMDW - MXP
2 stops49h 40mMultiple Airlines
Deal found 5/26$281
Sun 7/72:30 pmMDW - LIN
2 stops39h 00mMultiple Airlines
Deal found 5/27$286
Mon 9/3011:38 amMDW - MXP
2 stops22h 07mMultiple Airlines
Deal found 5/27$290
Sun 7/72:30 pmMDW - MXP
3 stops47h 20mMultiple Airlines
Deal found 5/26$306
Mon 7/89:31 amMDW - MXP
2 stops19h 19mMultiple Airlines
Deal found 5/27$324
Sun 7/149:04 pmMDW - MXP
2 stops55h 46mMultiple Airlines
Deal found 5/27$336

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 2,696,634 searches. Data last updated May 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$657 - $1,248

Route

Depart

Return

Price

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 11/11

1 stop13h 00m

Milan Malpensa

Tue 11/19

1 stop17h 24m

$657

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 11/12

2 stops16h 30m

Milan Malpensa

Wed 11/20

1 stop17h 24m

$661

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 11/5

2 stops15h 36m

Milan Malpensa

Thu 11/21

2 stops19h 14m

$678

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 11/4

1 stop15h 54m

Milan Malpensa

Mon 11/11

2 stops16h 44m

$711

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 11/4

2 stops15h 50m

Milan Malpensa

Mon 11/11

2 stops16h 44m

$753

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Fri 6/14

3 stops23h 30m

Milan Malpensa

Tue 6/25

3 stops21h 27m

$1,113

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 9/3

3 stops19h 10m

Milan Malpensa

Wed 9/18

3 stops35h 12m

$1,120

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Tue 6/18

3 stops19h 10m

Milan Malpensa

Tue 6/25

3 stops21h 27m

$1,131

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 7/1

1 stop16h 14m

Milan Malpensa

Mon 7/15

2 stops29h 09m

$1,248

Flights are sorted by cheapest first

Deals found on 5/27

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

Best time to book a flight from Midway to Milan

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

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 29, 2024.
Peruse reviews from past customers who have flown with Delta, KLM and Air France 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
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Boarding

8.2

Entertainment

8.0

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
8.0
Very good
10,476 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Boarding

8.2

Entertainment

8.0

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
1,521 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Boarding

8.2

Entertainment

8.0

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
7.5
Good
1,734 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Comfort

7.9

Crew

8.6

Food

7.4

Boarding

8.2

Entertainment

8.0

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 $700 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Milan for under $700. The cheapest flight booked recently is on KLM for just $657, but on average you can expect to pay $1,083.

  • Are there last-minute flights available from Chicago Midway Airport to Milan for under $1,400?

    There are currently 20+ open flights from Chicago Midway Airport to Milan within the next 7 days for less than $1,400.

  • 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 5/28.

  • When is the best time to book a flight from Chicago Midway Airport to Milan?

    Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Milan (average of $546). Flying from Chicago Midway Airport to Milan in June is currently the most expensive (average of $1,101). 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

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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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