What is the cheapest month 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 $560). Flying from Chicago Midway Airport to Milan in June is currently the most expensive (average of $1,063). 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.

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 48 days early can save you up to 65% on average compared to booking a flight this week. If booking 48 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Milan for as little as $724 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 $724 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 $832. You can even find prices in February for less than $832, as users have found deals to Milan from as low as $437. The month of December 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 44%.

Most accurate provider : When it comes to deals on Chicago Midway Airport-Milan flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Milan flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Milan flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago Midway Airport-Milan flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Milan flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$290+ Flights from Chicago Midway Airport to Milan

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1. Tell us where you want to go

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We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheap flight deals from Midway to Milan

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$550 (Ticket)
One-way from	$290 (Kiwi.com)

Provider with most accurate pricing for Chicago Midway-Milan (MIL) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago Midway-Milan (MIL) flights.

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From Chicago Midway to Milan (MIL)

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One-way flight from Chicago Midway to Milan (MIL)

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Find flight deals from Midway to Milan

Cheapest flights from Midway to Milan
Explore the most affordable flight options available from Midway to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

Wed 12/189:38 amMDW - MXP

2 stops17h 07mDelta

Fri 12/2711:05 amMXP - MDW

1 stop18h 01mDelta

Deal found 12/17

$1,364

Tue 12/1712:44 pmMDW - MXP

1 stop13h 21mKLM

Tue 12/2411:05 amMXP - MDW

1 stop18h 01mKLM

Deal found 12/16

$2,161

Thu 12/2612:10 pmMDW - MXP

1 stop13h 55mAir France

Fri 1/1011:35 amMXP - MDW

2 stops17h 45mAir France

Deal found 12/17

$2,213

Thu 12/2611:48 amMDW - LIN

2 stops15h 42mDelta

Sat 1/46:30 amLIN - MDW

2 stops16h 54mDelta

Deal found 12/17

$2,525

Best flights from Midway to Milan
Discover carefully curated flight deals from Midway to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2024.

Thu 1/302:08 pmMDW - MXP

2 stops14h 32mAir France

Thu 2/612:35 pmMXP - MDW

2 stops16h 45mAir France

Deal found 12/16

$550

Sun 2/29:34 amMDW - MXP

2 stops17h 11mDelta

Sun 2/1612:00 pmMXP - MDW

2 stops17h 20mDelta

Deal found 12/16

$562

Wed 4/910:10 amMDW - MXP

1 stop16h 15mKLM

Wed 4/3011:40 amMXP - MDW

1 stop17h 06mKLM

Deal found 12/17

$616

Sun 2/95:05 pmMDW - LIN

2 stops13h 55mDelta

Wed 2/199:05 amLIN - MDW

2 stops16h 06mDelta

Deal found 12/17

$563

Sat 3/85:05 pmMDW - LIN

2 stops13h 55mAir France

Sat 3/156:50 amLIN - MDW

2 stops21h 37mAir France

Deal found 12/17

$657

Fri 1/311:05 pmMDW - MXP

3 stops16h 30mMultiple Airlines

Fri 2/710:40 amMXP - MDW

3 stops32h 30mMultiple Airlines

Deal found 12/16

$1,560

Last-minute flights from Midway to Milan
Discover last-minute flight deals from Midway to Milan. Data last updated December 18, 2024 and is based on user searches.

Tue 12/1712:44 pmMDW - MXP

1 stop13h 21mKLM

Tue 12/2411:05 amMXP - MDW

1 stop18h 01mKLM

Deal found 12/16

$2,161

Mon 12/2310:08 amMDW - MXP

1 stop15h 57mKLM

Fri 1/311:05 amMXP - MDW

1 stop18h 01mKLM

Deal found 12/16

$7,786

Thu 12/2612:10 pmMDW - MXP

1 stop13h 55mAir France

Fri 1/1011:35 amMXP - MDW

2 stops17h 45mAir France

Deal found 12/17

$2,213

Thu 12/2611:48 amMDW - LIN

2 stops15h 42mDelta

Sat 1/46:30 amLIN - MDW

2 stops16h 54mDelta

Deal found 12/17

$2,525

Fri 12/2710:08 amMDW - MXP

2 stops17h 27mDelta

Sun 1/1211:35 amMXP - MDW

2 stops17h 45mDelta

Deal found 12/17

$1,931

Thu 1/302:08 pmMDW - MXP

2 stops14h 32mAir France

Thu 2/612:35 pmMXP - MDW

2 stops16h 45mAir France

Deal found 12/16

$550

Thu 1/302:08 pmMDW - LIN

2 stops16h 52mAir France

Thu 2/66:50 amLIN - MDW

2 stops17h 53mAir France

Deal found 12/16

$552

Fri 1/3110:57 amMDW - MXP

2 stops15h 48mDelta

Fri 2/712:00 pmMXP - MDW

2 stops27h 51mDelta

Deal found 12/16

$570

Fri 1/311:26 pmMDW - LIN

2 stops14h 29mDelta

Fri 2/79:00 amLIN - MDW

2 stops20h 20mDelta

Deal found 12/17

$582

Fri 1/311:05 pmMDW - MXP

3 stops16h 30mMultiple Airlines

Fri 2/710:40 amMXP - MDW

3 stops32h 30mMultiple Airlines

Deal found 12/16

$1,560

One-way flights from Midway to Milan
Search for one-way flight options from Midway to Milan. Find affordable one-way fares based on user searches. Data last updated December 18, 2024.

Wed 1/228:15 amMDW - MXP

3 stops24h 50mMultiple Airlines

Deal found 12/16

$290

Wed 1/228:15 amMDW - LIN

3 stops22h 50mMultiple Airlines

Deal found 12/16

$500

Mon 3/311:05 pmMDW - MXP

1 stop13h 20mKLM

Deal found 12/17

$882

Mon 3/312:55 pmMDW - LIN

2 stops15h 05mDelta

Deal found 12/16

$899

Tue 12/249:30 amMDW - MXP

2 stops16h 35mDelta

Deal found 12/16

$3,214

Find flights from Midway to Milan within your budget

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 1/30

2:08 pm-11:40 am

2 stops14h 32m

Milan Malpensa

Thu 2/6

12:35 pm-10:20 pm

2 stops16h 45m

$550

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Thu 1/30

2:08 pm-2:00 pm

2 stops16h 52m

Milan Linate

Thu 2/6

6:50 am-5:43 pm

2 stops17h 53m

$552

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Sun 2/2

9:34 am-9:45 am

2 stops17h 11m

Milan Malpensa

Sun 2/16

12:00 pm-10:20 pm

2 stops17h 20m

$562

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 2/9

5:05 pm-2:00 pm

2 stops13h 55m

Milan Linate

Mon 2/24

9:05 am-6:11 pm

2 stops16h 06m

$574

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 4/9

10:10 am-9:25 am

1 stop16h 15m

Milan Malpensa

Wed 4/30

11:40 am-9:46 pm

1 stop17h 06m

$616

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 1/31

1:05 pm-12:35 pm

3 stops16h 30m

Milan Malpensa

Fri 2/7

10:40 am-12:10 pm

3 stops32h 30m

$1,560

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 1/22

8:15 am-4:05 pm

3 stops24h 50m

$290

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Wed 1/22

8:15 am-2:05 pm

3 stops22h 50m

$500

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 3/31

9:30 am-9:25 am

2 stops16h 55m

$882

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 3/31

2:55 pm-1:00 pm

2 stops15h 05m

$899

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 11 results

Compare providers for flights from Midway to Milan

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Milan in December.

Provider	Price Accuracy	Trust Score*
AranGrant	Price Accuracy3 stars	Trust Score*2 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago Midway Airport-Milan flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Milan flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Milan flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago Midway Airport-Milan flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Milan flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Midway to Milan

Get recent, data-driven insights about flights from Midway to Milan including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MDW to 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.

Rainfall in Milan by month

In terms of precipitation, rainfall in Milan ranges from 2.2 - 5.2 inches per month. May is typically the wettest month, when rainfall can reach 5.2 in. December is typically the driest time to visit Milan when rainfall is around 2.2 in.

Temperature in Milan by month

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Milan

Peruse reviews from past customers who have flown with KLM, Delta 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

8,604 reviews

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta

8.0

Very good

8,604 reviews

Delta

8.0

Very good

8,604 reviews

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM

7.8

Good

1,349 reviews

Delta

8.0

Very good

8,604 reviews

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air France

7.4

Good

1,504 reviews

Delta

8.0

Very good

8,604 reviews

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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.
What is the cheapest month 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 $560). Flying from Chicago Midway Airport to Milan in June is currently the most expensive (average of $1,063). 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.

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$290+ Cheap flights from Midway (MDW) to Milan (MIL)

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Milan with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Milan

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Find flight deals from Midway to Milan

Cheapest flights from Midway to MilanExplore the most affordable flight options available from Midway to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

Explore the most affordable flight options available from Midway to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

Find flights from Midway to Milan within your budget

Compare providers for flights from Midway to Milan

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Milan in December.

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.

Travel insights for flights from Midway to Milan

Get recent, data-driven insights about flights from Midway to Milan including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MDW to MIL?

Find hourly flight availability from Midway to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

Rainfall in Milan by month

Plan your trip to Milan by taking into account the average rainfall totals by month.

Temperature in Milan by month

Plan your trip to Milan by taking into account the average temperature totals by month.

Reviews of airlines servicing Milan

Peruse reviews from past customers who have flown with KLM, Delta 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.

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 deals for flights from Midway to Milan that include hotel bookings?

How can I find direct flights from Midway to Milan?

Can I find deals for business class flights from Midway to Milan?

What is the cheapest month to book a flight from Chicago Midway Airport to Milan?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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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Travel Smart

Cheapest flights from Midway to Milan
Explore the most affordable flight options available from Midway to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.