HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sorrento

$334+ Cheap flights from Midway (MDW) to Sorrento, 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NAP
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Sorrento with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Sorrento

Keep the following information in mind while searching for Midway to Sorrento flight deals. Data was last updated September 16, 2025.

Round-trip from

$559
(Delta)

One-way from

$334
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$868
From Chicago Midway to Sorrento
Search Deals
One-way flight from Chicago Midway to Sorrento
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Midway to Sorrento

Cheapest flights from Midway to Sorrento
Explore the most affordable flight options available from Midway to Sorrento. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 10/146:00 amMDW - NAP
2 stops19h 10mDelta
Tue 10/219:00 amNAP - MDW
1 stop20h 14mDelta
Deal found 9/15$559
This KLM deal was found by Cheapflights users on 9/15. 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.
Sun 10/56:30 pmMDW - NAP
1 stop29h 30mKLM
Tue 10/219:00 amNAP - MDW
1 stop20h 14mKLM
Deal found 9/15$563
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/1310:35 amMDW - NAP
1 stop13h 25mDelta
Wed 10/226:10 amNAP - MDW
2 stops23h 04mDelta
Deal found 9/14$582
This Delta deal was found by Cheapflights users on 9/15. 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 10/59:35 amMDW - NAP
2 stops19h 00mDelta
Tue 10/219:00 amNAP - MDW
1 stop20h 14mDelta
Deal found 9/15$589
This Delta deal was found by Cheapflights users on 9/16. 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.
Mon 11/1710:47 amMDW - NAP
2 stops22h 03mDelta
Thu 11/2711:50 amNAP - MDW
2 stops18h 42mDelta
Deal found 9/16$600
This Delta deal was found by Cheapflights users on 9/15. 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 9/286:00 amMDW - NAP
2 stops19h 10mDelta
Wed 10/86:10 amNAP - MDW
2 stops19h 15mDelta
Deal found 9/15$601
This KLM deal was found by Cheapflights users on 9/15. 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.
Tue 10/145:04 pmMDW - NAP
1 stop30h 56mKLM
Tue 10/219:00 amNAP - MDW
1 stop20h 14mKLM
Deal found 9/15$611
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Sun 9/286:30 pmMDW - NAP
1 stop29h 30mMultiple Airlines
Tue 10/146:10 amNAP - MDW
2 stops23h 04mMultiple Airlines
Deal found 9/15$627
This Trip.com deal was found by Cheapflights users on 9/14. 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.
Sun 9/2812:43 pmMDW - NAP
1 stop35h 17mAir France
Tue 10/146:10 amNAP - MDW
2 stops23h 04mAir France
Deal found 9/14$628
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 9/2210:35 amMDW - NAP
1 stop13h 25mDelta
Tue 9/306:10 amNAP - MDW
2 stops19h 25mDelta
Deal found 9/15$691
This Delta deal was found by Cheapflights users on 9/15. 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 9/236:00 amMDW - NAP
2 stops19h 10mDelta
Wed 10/16:10 amNAP - MDW
2 stops18h 25mDelta
Deal found 9/15$693

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Sorrento 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 September 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Sorrento that are best for you.

Fly from

Midway

Fly to

Sorrento

Route

Depart

Return

Price

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 10/5

6:30 pm-7:00 am

1 stop29h 30m

Naples

Tue 10/21

9:00 am-10:14 pm

1 stop20h 14m

$563

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 10/13

10:35 am-7:00 am

1 stop13h 25m

Naples

Wed 10/22

6:10 am-10:14 pm

2 stops23h 04m

$582

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 10/5

9:35 am-11:35 am

2 stops19h 00m

Naples

Tue 10/21

9:00 am-10:14 pm

1 stop20h 14m

$589

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/28

6:00 am-8:10 am

2 stops19h 10m

Naples

Wed 10/8

6:10 am-6:25 pm

2 stops19h 15m

$601

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/28

12:43 pm-7:00 am

1 stop35h 17m

Naples

Tue 10/14

6:10 am-10:14 pm

2 stops23h 04m

$628

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 1/25

9:20 am-11:30 am

2 stops19h 10m

Naples

Sat 2/28

6:15 am-6:08 pm

2 stops18h 53m

$636

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 10/14

6:00 am-8:10 am

2 stops19h 10m

Naples

Tue 10/21

6:10 am-6:25 pm

2 stops19h 15m

$678

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 9/30

6:15 pm-6:15 pm

2 stops17h 00m

Naples

Tue 10/7

6:10 am-6:25 pm

2 stops19h 15m

$708

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 9/29

10:35 am-7:00 am

1 stop13h 25m

Naples

Tue 10/7

9:00 am-10:14 pm

1 stop20h 14m

$726

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 9/29

10:35 am-7:00 am

1 stop13h 25m

Naples

Tue 10/7

9:00 am-10:14 pm

1 stop20h 14m

$726

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 13 results
1
2

Best time to book a flight from Midway to Sorrento

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

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Sorrento
No data available for this route at this time. Please check back soon.

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Sorrento?

    A quick flight from Chicago Midway Airport to Sorrento can take about 13h 25m. KLM provides one of the quickest options available for as low as $582. Chicago Midway Airport and Sorrento are separated by a distance of 4931 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Sorrento (average of $703). Flying from Chicago Midway Airport to Sorrento in June is currently the most expensive (average of $1,202). 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

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 Sorrento

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Naples flights
Midway to Naples flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.