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$412+ Cheap flights from Italy to Midway (MDW)

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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — MDW
mar. 8 — mar. 151
sáb. 3/8
sáb. 3/15
1 adult, Economy
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Cheap flight deals from Italy to Midway

Keep the following information in mind while searching for Italy to Midway flight deals. Data was last updated marzo 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$619
(Delta)

One-way from

$412
(Kiwi.com)

Popular in

August

Cheapest in

April

Average price

$690
Provider with most accurate pricing for Rome (ROM)-Chicago (CHI) flight deals.
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From Italy to Chicago Midway
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One-way flight from Italy to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Italy to Midway

Cheapest flights from Italy to Midway
Explore the most affordable flight options available from Italy to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 3, 2025.

This Delta deal was found by Cheapflights users on 3/3. 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.
mié. 4/96:20 amBLQ - MDW
2 stops18h 42mDelta
dom. 4/203:02 pmMDW - BLQ
2 stops15h 48mDelta
Deal found 3/3$619
This Delta deal was found by Cheapflights users on 3/3. 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.
jue. 4/311:20 amVCE - MDW
1 stop18h 01mDelta
mié. 4/161:16 pmMDW - VCE
2 stops15h 29mDelta
Deal found 3/3$622
This Delta deal was found by Cheapflights users on 3/3. 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.
jue. 4/36:10 amNAP - MDW
2 stops18h 52mDelta
mar. 4/89:23 amMDW - NAP
2 stops19h 12mDelta
Deal found 3/3$623
This Expedia deal was found by Cheapflights users on 3/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/39:05 amNAP - MDW
2 stops15h 57mMultiple Airlines
mar. 4/82:57 pmMDW - NAP
2 stops13h 38mMultiple Airlines
Deal found 3/3$624
This Delta deal was found by Cheapflights users on 3/2. 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.
jue. 4/37:00 amFLR - MDW
2 stops18h 02mDelta
lun. 4/72:57 pmMDW - FLR
2 stops14h 03mDelta
Deal found 3/2$625
This Delta deal was found by Cheapflights users on 3/2. 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.
mar. 4/1512:20 pmLIN - MDW
2 stops17h 02mDelta
mar. 4/225:59 pmMDW - LIN
2 stops12h 56mDelta
Deal found 3/2$628
This Delta deal was found by Cheapflights users on 3/2. 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.
mié. 5/711:40 amMXP - MDW
1 stop16h 48mDelta
mar. 5/271:08 pmMDW - MXP
2 stops15h 57mDelta
Deal found 3/2$633
This Delta deal was found by Cheapflights users on 3/2. 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.
jue. 4/36:30 amFCO - MDW
2 stops18h 32mDelta
lun. 4/72:57 pmMDW - FCO
2 stops13h 33mDelta
Deal found 3/2$636
This KLM deal was found by Cheapflights users on 3/2. 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.
mar. 4/19:45 amFCO - MDW
1 stop19h 38mKLM
mar. 4/812:48 pmMDW - FCO
1 stop15h 17mKLM
Deal found 3/2$645
This Trip.com deal was found by Cheapflights users on 3/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/37:15 amFCO - MDW
2 stops24h 06mMultiple Airlines
sáb. 4/197:39 amMDW - FCO
2 stops28h 31mMultiple Airlines
Deal found 3/2$649
This KLM deal was found by Cheapflights users on 3/2. 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.
jue. 4/39:05 amNAP - MDW
2 stops15h 57mKLM
sáb. 4/121:12 pmMDW - NAP
2 stops13h 33mKLM
Deal found 3/2$660
This KLM deal was found by Cheapflights users on 3/3. 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.
jue. 4/311:20 amVCE - MDW
1 stop18h 01mKLM
mié. 4/169:52 amMDW - VCE
1 stop19h 03mKLM
Deal found 3/3$714

Find flights from Italy to Midway within your budget

Customize your flight search to find flights from Italy to Midway 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 2,558,603 searches. Data last updated marzo 3, 2025.

Fly from

Italy

Fly to

Midway

Route

Depart

Return

Price

BolognaChicago

BLQ - MDW

BLQMDW

Bologna Guglielmo Marconi

mié. 4/9

6:20 am-6:02 pm

2 stops18h 42m

Chicago Midway

dom. 4/20

3:02 pm-1:50 pm

2 stops15h 48m

$619

VeniceChicago

VCE - MDW

VCEMDW

Venice Marco Polo

jue. 4/3

11:20 am-10:21 pm

1 stop18h 01m

Chicago Midway

mié. 4/16

1:16 pm-11:45 am

2 stops15h 29m

$622

NaplesChicago

NAP - MDW

NAPMDW

Naples

jue. 4/3

6:10 am-6:02 pm

2 stops18h 52m

Chicago Midway

mar. 4/8

9:23 am-11:35 am

2 stops19h 12m

$623

NaplesChicago

NAP - MDW

NAPMDW

Naples

jue. 4/3

9:05 am-6:02 pm

2 stops15h 57m

Chicago Midway

mar. 4/8

2:57 pm-11:35 am

2 stops13h 38m

$624

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

jue. 4/3

7:00 am-6:02 pm

2 stops18h 02m

Chicago Midway

lun. 4/7

2:57 pm-12:00 pm

2 stops14h 03m

$625

MilanChicago

LIN - MDW

LINMDW

Milan Linate

mar. 4/15

12:20 pm-10:22 pm

2 stops17h 02m

Chicago Midway

mar. 4/22

5:59 pm-1:55 pm

2 stops12h 56m

$628

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

mié. 5/7

11:40 am-9:28 pm

1 stop16h 48m

Chicago Midway

mar. 5/27

1:08 pm-12:05 pm

2 stops15h 57m

$633

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

jue. 4/3

6:30 am-6:02 pm

2 stops18h 32m

Chicago Midway

lun. 4/7

2:57 pm-11:30 am

2 stops13h 33m

$636

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

mar. 4/1

9:45 am-10:23 pm

1 stop19h 38m

Chicago Midway

mar. 4/8

12:48 pm-11:05 am

1 stop15h 17m

$645

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

jue. 4/3

7:15 am-12:21 am

2 stops24h 06m

Chicago Midway

sáb. 4/19

7:39 am-7:10 pm

2 stops28h 31m

$649

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 45 results
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Best time to book a flight from Italy to Midway

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

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated marzo 3, 2025.
Read through reviews of airlines operating flights from Italy to Chicago, such as Delta, KLM and Air France. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,068 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,068 reviews
Delta
8.0
Very good
8,068 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

KLM
7.8
Good
1,323 reviews
Delta
8.0
Very good
8,068 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air France
7.4
Good
1,437 reviews
Delta
8.0
Very good
8,068 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,788 reviews
Delta
8.0
Very good
8,068 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Italy to Midway. 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 Italy to Chicago Midway Airport one-way?

    $641 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on Delta and KLM, with prices starting from $685 and $694, respectively.

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

    Most travelers choose Milan Malpensa - Chicago Midway, Milan Linate - Chicago Midway or Rome Fiumicino - Chicago Midway when deciding on the best route from Italy to Chicago Midway Airport.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Italy to Chicago Midway Airport (average of $160). Flying from Italy to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Italy?

Book flights to Italy if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Italy to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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