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Capri

$214+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NAP
dez 25 — jan 11
qui 12/25
qui 1/1
1 adult, Economy
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Find cheap flights from Chicago to Capri with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Capri are usually found in February or January, booked 52 days in advance, depart on a Monday or Tuesday and return on a Saturday

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 novembro 25, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$466
(oojo)

One-way from

$214
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$756
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. 22% potential increase in price ($251 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in November 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 novembro 25, 2025.

This Expedia deal was found by Cheapflights users on 11/24. 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.
seg 12/15:40 pmORD - NAP
1 stop21h 45mIberia
dom 12/72:55 pmNAP - ORD
1 stop31h 00mIberia
Deal found 11/24$743
This Cheapflightsfares deal was found by Cheapflights users on 11/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 12/19:50 pmORD - NAP
1 stop12h 35mLufthansa
dom 12/76:35 amNAP - ORD
1 stop13h 35mLufthansa
Deal found 11/24$768
This Mytrip deal was found by Cheapflights users on 11/25. 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.
dom 11/309:50 pmORD - NAP
2 stops18h 05mMultiple Airlines
dom 12/75:25 pmNAP - ORD
2 stops26h 45mMultiple Airlines
Deal found 11/25$779
This Gotogate deal was found by Cheapflights users on 11/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 12/17:05 amORD - NAP
2 stops23h 45mMultiple Airlines
dom 12/76:35 amNAP - ORD
2 stops20h 30mMultiple Airlines
Deal found 11/24$785
This Mytrip deal was found by Cheapflights users on 11/25. 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.
qua 11/267:05 amORD - NAP
3 stops24h 20mMultiple Airlines
qua 12/37:40 pmNAP - ORD
3 stops24h 30mMultiple Airlines
Deal found 11/25$798
This Delta deal was found by Cheapflights users on 11/23. 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.
sex 12/269:50 amMDW - NAP
2 stops18h 20mDelta
sex 1/26:15 amNAP - MDW
2 stops18h 04mDelta
Deal found 11/23$3,142
This Delta deal was found by Cheapflights users on 11/24. 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.
ter 12/236:08 pmMDW - NAP
2 stops20h 07mDelta
sáb 1/36:15 amNAP - MDW
2 stops18h 04mDelta
Deal found 11/24$3,242
This KLM deal was found by Cheapflights users on 11/22. 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.
sex 12/266:08 pmMDW - NAP
2 stops14h 42mMultiple Airlines
sex 1/26:15 amNAP - MDW
2 stops18h 04mMultiple Airlines
Deal found 11/22$3,290
This Delta deal was found by Cheapflights users on 11/23. 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.
dom 12/216:08 pmMDW - NAP
2 stops20h 07mDelta
dom 1/46:15 amNAP - MDW
2 stops18h 11mDelta
Deal found 11/23$4,448
This Delta deal was found by Cheapflights users on 11/22. 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.
seg 12/151:50 pmMDW - NAP
2 stops19h 00mDelta
qui 12/256:15 amNAP - MDW
2 stops23h 07mDelta
Deal found 11/22$7,105
This Delta deal was found by Cheapflights users on 11/24. 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.
qua 12/2411:48 amMDW - NAP
2 stops16h 22mDelta
qua 12/316:15 amNAP - MDW
2 stops18h 11mDelta
Deal found 11/24$8,282

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 novembro 25, 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

qua 4/15

7:15 pm-6:45 pm

1 stop16h 30m

Naples

qui 4/23

7:35 pm-4:10 pm

1 stop27h 35m

$466

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

qua 4/29

7:15 pm-6:45 pm

1 stop16h 30m

Naples

qui 5/14

7:35 pm-4:10 pm

1 stop27h 35m

$506

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

dom 1/11

6:25 pm-1:25 pm

1 stop12h 00m

Naples

seg 1/26

1:15 pm-2:10 pm

1 stop31h 55m

$518

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

qua 4/1

11:25 am-8:25 am

1 stop14h 00m

Naples

sex 4/10

3:50 pm-6:15 pm

1 stop33h 25m

$518

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

qua 2/4

12:50 pm-5:25 pm

2 stops21h 35m

Naples

qua 2/11

9:50 am-7:45 pm

2 stops16h 55m

$521

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

sáb 5/16

7:15 pm-3:05 pm

1 stop12h 50m

Naples

sáb 5/23

8:35 pm-11:47 pm

2 stops34h 12m

$542

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

dom 1/18

1:28 pm-11:30 am

2 stops15h 02m

Naples

ter 2/3

6:15 am-5:55 pm

2 stops18h 40m

$546

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

qua 2/4

10:46 am-11:30 am

2 stops17h 44m

Naples

qua 2/11

6:15 am-5:29 pm

2 stops18h 14m

$555

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

qua 3/11

5:10 pm-6:55 pm

2 stops19h 45m

Naples

qua 3/18

6:35 am-5:20 pm

2 stops16h 45m

$566

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

seg 3/2

6:50 pm-6:55 pm

2 stops17h 05m

Naples

seg 3/9

3:10 pm-1:45 pm

2 stops28h 35m

$566

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 27 results
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2
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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 November 21, 2025.

The best time to book flights from Chicago to Capri is 52 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, March is the cheapest month in which you can book a flight from Chicago to Capri (average of $496). Flying from Chicago to Capri in June is currently the most expensive (average of $816). 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 novembro 25, 2025.

It’s typically best to fly out from Chicago to Capri in the morning. Doing so could potentially save you 67% on the flight price compared to flying in the evening, which is usually more expensive.

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 December 16, 2024.

Travelers seeking maximum savings on their Chicago to Capri flight should consider departing on Sunday 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.

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 novembro 25, 2025.
Get a feel of what it's like to fly with United Airlines, Turkish Airlines, and American Airlines 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.
United Airlines
7.4
Good
9,046 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,046 reviews
United Airlines
7.4
Good
9,046 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Turkish Airlines
7.3
Good
4,059 reviews
United Airlines
7.4
Good
9,046 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,038 reviews
United Airlines
7.4
Good
9,046 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Aer Lingus
7.2
Good
1,381 reviews
United Airlines
7.4
Good
9,046 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
ITA Airways
6.7
Okay
1,089 reviews
United Airlines
7.4
Good
9,046 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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.

  • How long is the flight from Chicago to Capri?

    A quick flight from Chicago to Capri can take about 12h. Scandinavian Airlines provides one of the quickest options available for as low as $518. The distance from Chicago to Capri is about 4929 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Chicago to Capri?

    The cheapest flight price from Chicago to Capri is $814. On average you can expect to pay $1,015. The most popular route, (Chicago O'Hare Intl - Naples), can usually be booked for $466.

  • 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, March is the cheapest month in which you can book a flight from Chicago to Capri (average of $496). Flying from Chicago to Capri in June is currently the most expensive (average of $816). 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 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 9 airlines flying from Chicago to Capri

Discover the top 9 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 novembro 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$522FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$496Average$816FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$497Average$838FlexibilityNo cancel feeOn-time70%
Turkish AirlinesCheapest$524Average$625FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$575Average$744FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$890FlexibilityNo cancel feeOn-time79%
American AirlinesCheapest$631Average$1,123FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$634Average$859FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$713Average$975FlexibilityNo cancel feeOn-time81%

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