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Capri

$370+ Cheap flights from Midway (MDW) to Capri, 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NAP
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheap flight deals from Midway to Capri

Keep the following information in mind while searching for Midway to Capri flight deals. Data was last updated August 1, 2025.

Round-trip from

$647
(Delta)

One-way from

$370
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$942
From Chicago Midway to Capri
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One-way flight from Chicago Midway to Capri
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Highest demand for flights based on searches. 1% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($48 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to Capri

Cheapest flights from Midway to Capri
Explore the most affordable flight options available from Midway to Capri. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

This Delta deal was found by Cheapflights users on 7/30. 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 8/106:20 pmMDW - NAP
2 stops16h 55mDelta
Tue 8/269:00 amNAP - MDW
1 stop19h 44mDelta
Deal found 7/30$635
This KLM deal was found by Cheapflights users on 7/30. 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.
Wed 10/1510:35 amMDW - NAP
1 stop13h 25mKLM
Sun 10/1912:05 pmNAP - MDW
2 stops37h 20mKLM
Deal found 7/30$688

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Capri 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 August 1, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Capri that are best for you.

Fly from

Midway

Fly to

Capri

Route

Depart

Return

Price

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 8/18

10:31 am-7:00 am

1 stop13h 29m

Naples

Wed 8/27

10:15 am-9:16 am

2 stops30h 01m

$647

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 10/15

10:35 am-7:00 am

1 stop13h 25m

Naples

Sun 10/19

12:05 pm-6:25 pm

2 stops37h 20m

$688

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 9/19

9:48 am-7:25 pm

2 stops26h 37m

$370

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 8/6

6:00 am-7:00 am

1 stop18h 00m

$423

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 8/6

9:25 am-7:00 am

2 stops14h 35m

$431

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Midway to Capri

Have a flexible travel schedule? Discover the best time to fly to Capri 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 Capri
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Capri

Get insights into the airlines that provide service to Capri. 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 Capri. Reviews last updated August 1, 2025.
Peruse reviews from past customers who have flown with Delta and KLM from Chicago Midway Airport to Capri to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,384 reviews
Delta
8.0
Very good
7,981 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway to Capri. 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 Capri that include hotel bookings?

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Capri (average of $703). Flying from Chicago Midway Airport to Capri in June is currently the most expensive (average of $1,210). 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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