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Capri

$313+ Cheap flights from Chicago (CHI) 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NAP
May 18 — May 251
Sun 5/18
Sun 5/25
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Capri are usually found in January or March, booked 79 days in advance, depart on a Tuesday or Saturday and return on a Monday

Cheap flight deals from Chicago to Capri

Keep the following information in mind while searching for Chicago to Capri flight deals. Data was last updated May 13, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$855
(Priceline)

One-way from

$313
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$1,108
Provider with most accurate pricing for Chicago (CHI)-Naples flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Naples flights.
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From Chicago (CHI) to Capri
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One-way flight from Chicago (CHI) to Capri
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Highest demand for flights based on searches. 2% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($51 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Chicago to Capri

Cheapest flights from Chicago to Capri
Explore the most affordable flight options available from Chicago to Capri. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2025.

This Mytrip deal was found by Cheapflights users on 5/12. 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.
Tue 6/35:05 amORD - NAP
3 stops25h 55mMultiple Airlines
Fri 6/137:20 amNAP - ORD
2 stops30h 17mMultiple Airlines
Deal found 5/12$855
This oojo deal was found by Cheapflights users on 5/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/253:00 pmORD - NAP
1 stop16h 20mITA Airways
Fri 6/66:35 amNAP - ORD
1 stop13h 35mITA Airways
Deal found 5/12$856
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:37 amORD - NAP
1 stop18h 23mAmerican Airlines
Sat 9/203:00 pmNAP - ORD
Nonstop10h 40mAmerican Airlines
Deal found 5/12$859
This Delta deal was found by Cheapflights users on 5/12. 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.
Fri 6/66:00 amMDW - NAP
1 stop18h 00mDelta
Fri 6/136:10 amNAP - MDW
2 stops18h 30mDelta
Deal found 5/12$871
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/612:50 pmORD - NAP
2 stops13h 50mUnited Airlines
Sat 6/146:40 amNAP - ORD
2 stops32h 19mUnited Airlines
Deal found 5/12$910
This Air Canada deal was found by Cheapflights users on 5/12. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/248:40 amORD - NAP
1 stop18h 00mAir Canada
Wed 7/1611:35 amNAP - ORD
1 stop15h 41mAir Canada
Deal found 5/12$914
This KLM deal was found by Cheapflights users on 5/11. 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 9/246:00 amMDW - NAP
1 stop18h 00mKLM
Wed 10/86:10 amNAP - MDW
2 stops17h 13mKLM
Deal found 5/11$921
This Delta deal was found by Cheapflights users on 5/12. 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.
Fri 6/610:31 amORD - NAP
1 stop14h 39mDelta
Sat 6/146:10 amNAP - ORD
2 stops17h 39mDelta
Deal found 5/12$931
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/237:05 pmORD - NAP
1 stop11h 55mSWISS
Mon 6/302:50 pmNAP - ORD
1 stop32h 05mSWISS
Deal found 5/12$943
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/153:45 pmORD - NAP
1 stop11h 55mAer Lingus
Sat 5/1711:40 amNAP - ORD
1 stop14h 20mAer Lingus
Deal found 5/11$958
This Air France deal was found by Cheapflights users on 5/12. 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.
Thu 12/45:59 pmMDW - NAP
2 stops14h 51mAir France
Mon 12/86:05 amNAP - MDW
2 stops19h 02mAir France
Deal found 5/12$975
This Lufthansa deal was found by Cheapflights users on 5/12. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/242:01 pmORD - NAP
2 stops15h 19mLufthansa
Mon 6/306:50 pmNAP - ORD
2 stops24h 40mLufthansa
Deal found 5/12$997

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 May 13, 2025.
Use the filters below to find and compare flights from Chicago to Capri that are best for you.

Fly from

Chicago

Fly to

Capri

Route

Depart

Return

Price

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 6/3

5:05 am-2:00 pm

3 stops25h 55m

Naples

Fri 6/13

7:20 am-6:37 am

2 stops30h 17m

$855

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 5/25

3:00 pm-2:20 pm

1 stop16h 20m

Naples

Fri 6/6

6:35 am-1:10 pm

1 stop13h 35m

$856

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 6/6

6:00 am-7:00 am

1 stop18h 00m

Naples

Fri 6/13

6:10 am-5:40 pm

2 stops18h 30m

$871

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 7/28

8:40 pm-1:00 pm

Nonstop9h 20m

Naples

Tue 8/5

3:00 pm-6:45 pm

Nonstop10h 45m

$909

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 6/6

12:50 pm-9:40 am

2 stops13h 50m

Naples

Sat 6/14

6:40 am-7:59 am

2 stops32h 19m

$910

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 6/24

10:50 am-9:40 am

2 stops15h 50m

Naples

Wed 7/16

11:35 am-8:16 pm

1 stop15h 41m

$921

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 9/24

6:00 am-7:00 am

1 stop18h 00m

Naples

Wed 10/8

6:10 am-4:23 pm

2 stops17h 13m

$921

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 6/6

10:31 am-8:10 am

1 stop14h 39m

Naples

Sat 6/14

6:10 am-4:49 pm

2 stops17h 39m

$931

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 6/23

7:05 pm-2:00 pm

1 stop11h 55m

Naples

Mon 6/30

2:50 pm-3:55 pm

1 stop32h 05m

$943

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 5/15

3:45 pm-10:40 am

1 stop11h 55m

Naples

Sat 5/17

11:40 am-7:00 pm

1 stop14h 20m

$958

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 26 results
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Best time to book a flight from Chicago to Capri

Have a flexible travel schedule? Discover the best time to fly to Capri from Chicago 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 to Capri

How far ahead should I book a flight from Chicago to Capri?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Capri. Price data was last updated on May 9, 2025.

The best time to book flights from Chicago to Capri is 79 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Capri?

Currently, January is the cheapest month in which you can book a flight from Chicago to Capri (average of $703). Flying from Chicago to Capri in June is currently the most expensive (average of $1,238). 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.

What is the cheapest time of day to fly from CHI to C4P?

Find hourly flight availability from Chicago to Capri. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 13, 2025.

When flying from Chicago to Capri, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Capri?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Capri. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Chicago to Capri flight should consider departing on Wednesday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Capri

Explore weekly flight availability from Chicago to Capri. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 13, 2025.

The most flights from CHI to C4P are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 May 13, 2025.
Get a feel of what it's like to fly with Delta, KLM and SWISS from Chicago to Capri by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,949 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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
7,949 reviews
Delta
8.0
Very good
7,949 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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
1,342 reviews
Delta
8.0
Very good
7,949 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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!
SWISS
7.5
Good
1,593 reviews
Delta
8.0
Very good
7,949 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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!
Air France
7.4
Good
1,451 reviews
Delta
8.0
Very good
7,949 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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!
United Airlines
7.4
Good
8,724 reviews
Delta
8.0
Very good
7,949 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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 Chicago to Capri. 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 to Capri one-way?

    $380 is the cheapest one-way deal found within the past few days, from Turkish Airlines. You may also be able to find cheap deals on British Airways and American Airlines, with prices starting from $478 and $479, respectively.

  • What are the cheapest flights from Chicago to Capri?

    The cheapest flight price from Chicago to Capri is $499. On average you can expect to pay $992. The most popular route, (Chicago O'Hare Intl - Naples), can usually be booked for $493.

  • Can I find deals for flights from Chicago to Capri that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Capri?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Capri (average of $703). Flying from Chicago to Capri in June is currently the most expensive (average of $1,238). 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

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Alternative routes for Chicago to Capri

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
St. Louis to Naples flights

Top 10 airlines flying from Chicago to Capri

Discover the top 10 airlines that operate flights from Chicago to Capri. 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 2,558,603 searches. Data last updated May 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$546Average$630FlexibilityNo cancel feeOn-time77%
IberiaCheapest$570Average$618FlexibilityNo cancel feeOn-time77%
KLMCheapest$581Average$917FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$594Average$978FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$1,086FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$627Average$1,194FlexibilityNo cancel feeOn-time69%
Aer LingusCheapest$696Average$902FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$713Average$994FlexibilityNo cancel feeOn-time81%
British AirwaysCheapest$739Average$810FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$885Average$1,259FlexibilityNo cancel feeOn-time71%

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