Capri

$366+ 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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NAP
Apr 8 — Apr 151
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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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$907
(Delta)

One-way from

$366
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$855
Provider with most accurate pricing for Chicago (CHI)-Naples flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Naples flights.
From Chicago Midway to Capri
One-way flight from Chicago Midway to Capri
Highest demand for flights based on searches. 3% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($47 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 3, 2025.

This Delta deal was found by Cheapflights users on 4/2. 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.
Mon 11/31:00 pmMDW - NAP
2 stops19h 50mDelta
Thu 11/136:05 amNAP - MDW
2 stops19h 02mDelta
Deal found 4/2$858
This Aeromexico deal was found by Cheapflights users on 4/2. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/231:00 pmMDW - NAP
2 stops18h 20mAir France
Thu 10/23:05 pmNAP - MDW
2 stops33h 53mAir France
Deal found 4/2$924
This KLM deal was found by Cheapflights users on 4/2. 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.
Mon 7/2810:35 amMDW - NAP
1 stop13h 25mKLM
Tue 8/59:00 amNAP - MDW
1 stop19h 47mKLM
Deal found 4/2$1,108
This Air France deal was found by Cheapflights users on 4/2. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/61:09 pmMDW - NAP
2 stops14h 31mMultiple Airlines
Thu 7/179:00 amNAP - MDW
1 stop19h 47mMultiple Airlines
Deal found 4/2$1,307

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 April 3, 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

Thu 5/8

6:00 am-8:10 am

2 stops19h 10m

Naples

Wed 5/21

6:35 am-9:27 pm

2 stops21h 52m

$967

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sat 4/26

5:59 pm-6:15 pm

2 stops17h 16m

Naples

Sat 5/3

6:35 am-5:59 pm

2 stops18h 24m

$992

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sat 5/17

1:08 pm-9:45 am

2 stops13h 37m

Naples

Sat 5/24

9:00 am-9:13 pm

1 stop19h 13m

$1,421

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 5/8

1:19 pm-10:35 am

2 stops38h 16m

$378

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 5/19

9:16 am-10:05 pm

2 stops29h 49m

$661

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 6/18

10:39 am-7:00 am

1 stop13h 21m

$978

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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

Rainfall in Capri by month

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

In terms of precipitation, rainfall in Capri ranges from 0.9 - 6.4 inches per month. November is typically the wettest month, when rainfall can reach 6.4 in. July is typically the driest time to visit Capri when rainfall is around 0.9 in.

Temperature in Capri by month

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

If weather is an important factor for your trip to Capri, 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 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 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 April 3, 2025.
8.0
Very good

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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 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 $1,273). 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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