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$262+ Cheap flights from Midway (MDW) to Italy

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FCO
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Midway to Italy

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Italy (IT0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Midway to Italy

Cheapest flights from Midway to Italy
Explore the most affordable flight options available from Midway to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Delta deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/810:38 amMDW - FCO
1 stop16h 52mDelta
Tue 12/2412:45 pmFCO - MDW
1 stop16h 21mDelta
Deal found 11/20$529
This Air France deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/23:19 pmMDW - FCO
1 stop12h 11mAir France
Fri 12/1312:45 pmFCO - MDW
1 stop16h 21mAir France
Deal found 11/20$561
This KLM deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/612:44 pmMDW - FCO
1 stop14h 46mKLM
Tue 12/1012:45 pmFCO - MDW
1 stop16h 21mKLM
Deal found 11/20$579
This Delta deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/35:42 pmMDW - VCE
2 stops14h 18mDelta
Wed 12/116:30 amVCE - MDW
2 stops19h 02mDelta
Deal found 11/20$590
This Air France deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/95:50 pmMDW - VCE
2 stops14h 10mAir France
Wed 12/256:20 amVCE - MDW
2 stops16h 50mAir France
Deal found 11/19$638
This Air France deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/35:42 pmMDW - NAP
2 stops15h 08mAir France
Thu 12/126:05 amNAP - MDW
2 stops17h 56mAir France
Deal found 11/19$810
This Billigflug deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/412:43 pmMDW - NAP
2 stops18h 42mKLM
Sun 12/86:35 amNAP - MDW
2 stops22h 31mKLM
Deal found 11/19$825
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/412:43 pmMDW - NAP
2 stops18h 42mDelta
Tue 12/106:05 amNAP - MDW
2 stops23h 01mDelta
Deal found 11/19$892
This Flighttix deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:43 pmMDW - PMO
2 stops16h 12mKLM
Tue 12/1710:05 amPMO - MDW
2 stops19h 01mKLM
Deal found 11/19$921
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/310:41 amMDW - PMO
2 stops20h 49mDelta
Tue 12/176:10 amPMO - MDW
2 stops22h 56mDelta
Deal found 11/19$976
This Delta deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/512:43 pmMDW - BRI
2 stops18h 52mDelta
Mon 12/166:20 amBRI - MDW
2 stops22h 46mDelta
Deal found 11/18$1,019
This Mytrip deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/612:05 pmMDW - FCO
2 stops14h 55mMultiple Airlines
Sun 12/151:40 pmFCO - MDW
3 stops35h 52mMultiple Airlines
Deal found 11/19$1,036

Find flights from Midway to Italy within your budget

Customize your flight search to find flights from Midway to Italy 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 2,629,791 searches. Data last updated November 20, 2024.

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Depart

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Price

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 12/8

10:38 am-10:30 am

1 stop16h 52m

Rome Fiumicino

Tue 12/24

12:45 pm-10:06 pm

1 stop16h 21m

$529

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 1/21

12:44 pm-10:30 am

1 stop14h 46m

Rome Fiumicino

Fri 1/31

12:45 pm-10:20 pm

1 stop16h 35m

$549

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 12/2

3:19 pm-10:30 am

1 stop12h 11m

Rome Fiumicino

Fri 12/13

12:45 pm-10:06 pm

1 stop16h 21m

$561

ChicagoVenice

MDW - VCE

MDWVCE

Chicago Midway

Tue 12/3

5:42 pm-3:00 pm

2 stops14h 18m

Venice Marco Polo

Wed 12/11

6:30 am-6:32 pm

2 stops19h 02m

$590

ChicagoBologna

MDW - BLQ

MDWBLQ

Chicago Midway

Mon 1/13

2:08 pm-12:20 pm

2 stops15h 12m

Bologna Guglielmo Marconi

Wed 1/29

6:30 am-4:21 pm

2 stops16h 51m

$632

ChicagoVenice

MDW - VCE

MDWVCE

Chicago Midway

Mon 12/9

5:50 pm-3:00 pm

2 stops14h 10m

Venice Marco Polo

Wed 12/25

6:20 am-4:10 pm

2 stops16h 50m

$638

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 1/12

2:08 pm-12:25 pm

2 stops15h 17m

Naples

Tue 1/28

6:05 am-5:47 pm

2 stops18h 42m

$643

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 1/13

9:34 am-3:50 pm

2 stops23h 16m

Naples

Wed 1/29

6:05 am-10:20 pm

2 stops23h 15m

$644

ChicagoBologna

MDW - BLQ

MDWBLQ

Chicago Midway

Sun 1/12

2:08 pm-12:20 pm

2 stops15h 12m

Bologna Guglielmo Marconi

Sun 1/26

6:05 am-4:21 pm

2 stops17h 16m

$687

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 1/12

2:08 pm-3:50 pm

2 stops18h 42m

Naples

Tue 1/28

6:05 am-6:14 pm

2 stops19h 09m

$689

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 53 results
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Best time to book a flight from Midway to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy 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 Italy

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

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

Find hourly flight availability from Midway to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

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 Italy as you normally would.

Rainfall in Italy by month

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

In terms of precipitation, rainfall in Italy ranges from 0.6 - 4.4 inches per month. November is typically the wettest month, when rainfall can reach 4.4 in. June is typically the driest time to visit Italy when rainfall is around 0.6 in.

Temperature in Italy by month

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

If weather is an important factor for your trip to Italy, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 75.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 46.4 F).

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. 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 Italy. Reviews last updated November 20, 2024.
Peruse reviews from past customers who have flown with Delta, Air France and KLM from Chicago to Italy to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

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
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

KLM
7.8
Good
1,350 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

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
1,523 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

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

Find useful and relevant information for your journey from Midway to Italy. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Italy one-way?

    One-way options have recently been found by users for as low as $342 on KLM. Other airlines that offer cheap prices include Air France from $357 and Delta from $358 one-way.

  • What are the most popular routes from Chicago Midway Airport to Italy?

    The most popular route from Chicago Midway Airport to Italy is Chicago Midway - Rome Fiumicino. You may also consider Chicago Midway - Milan Malpensa or Chicago Midway - Venice Marco Polo.

  • Can I find deals for flights from Midway to Italy that include hotel bookings?

    Yes. In addition to deals on Midway to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Italy?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Italy.

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

    Yes. Cheapflights offers flight deals from Midway to Italy 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 Italy?

    Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Italy (average of $613). Flying from Chicago Midway Airport to Italy in June is currently the most expensive (average of $1,267). 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 Italy

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

Top airline flying from Midway to Italy

Discover the top airline that operate flights from Midway to Italy. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$578Average$1,178FlexibilityNo cancel feeOn-timeN/A
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