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. 17 — may. 241
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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 mayo 12, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$855
(American Airlines)

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

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 mayo 12, 2025.

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.
vie. 6/66:00 amMDW - NAP
1 stop18h 00mDelta
vie. 6/136:10 amNAP - MDW
2 stops18h 30mDelta
Deal found 5/12$871
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/228:25 pmORD - NAP
Nonstop9h 35mAmerican Airlines
jue. 7/33:00 pmNAP - ORD
Nonstop10h 50mAmerican Airlines
Deal found 5/11$914
This ITA Airways 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/53:00 pmORD - NAP
1 stop12h 35mITA Airways
mié. 7/96:35 amNAP - ORD
1 stop13h 35mITA Airways
Deal found 5/12$920
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.
mar. 6/2410:50 amORD - NAP
2 stops15h 50mAir Canada
mié. 7/1611:35 amNAP - ORD
1 stop15h 41mAir Canada
Deal found 5/12$921
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.
mié. 9/246:00 amMDW - NAP
1 stop18h 00mKLM
mié. 10/86:10 amNAP - MDW
2 stops17h 13mKLM
Deal found 5/11$921
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/65:05 amORD - NAP
3 stops20h 40mMultiple Airlines
jue. 6/128:25 amNAP - ORD
3 stops29h 12mMultiple Airlines
Deal found 5/11$923
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.
vie. 6/610:31 amORD - NAP
1 stop14h 39mDelta
sáb. 6/146:10 amNAP - ORD
2 stops17h 39mDelta
Deal found 5/12$931
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.
dom. 6/226:00 pmORD - NAP
1 stop15h 35mUnited Airlines
mié. 7/211:35 amNAP - ORD
1 stop15h 41mUnited Airlines
Deal found 5/12$936
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.
lun. 6/237:05 pmORD - NAP
1 stop11h 55mSWISS
lun. 6/307:15 pmNAP - ORD
1 stop27h 40mSWISS
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.
jue. 5/153:45 pmORD - NAP
1 stop11h 55mAer Lingus
sáb. 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.
jue. 12/45:59 pmMDW - NAP
2 stops14h 51mAir France
lun. 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.
mar. 6/242:01 pmORD - NAP
2 stops15h 19mLufthansa
lun. 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 mayo 12, 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

MDW - NAP

MDWNAP

Chicago Midway

vie. 6/6

6:00 am-7:00 am

1 stop18h 00m

Naples

vie. 6/13

6:10 am-5:40 pm

2 stops18h 30m

$871

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

dom. 6/22

8:25 pm-1:00 pm

Nonstop9h 35m

Naples

jue. 7/3

3:00 pm-6:50 pm

Nonstop10h 50m

$914

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

sáb. 7/5

3:00 pm-10:35 am

1 stop12h 35m

Naples

mié. 7/9

6:35 am-1:10 pm

1 stop13h 35m

$920

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

mar. 6/24

10:50 am-9:40 am

2 stops15h 50m

Naples

mié. 7/16

11:35 am-8:16 pm

1 stop15h 41m

$921

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

mié. 9/24

6:00 am-7:00 am

1 stop18h 00m

Naples

mié. 10/8

6:10 am-4:23 pm

2 stops17h 13m

$921

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

vie. 6/6

5:05 am-8:45 am

3 stops20h 40m

Naples

jue. 6/12

8:25 am-6:37 am

3 stops29h 12m

$923

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

vie. 6/6

10:31 am-8:10 am

1 stop14h 39m

Naples

sáb. 6/14

6:10 am-4:49 pm

2 stops17h 39m

$931

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

dom. 6/22

6:00 pm-4:35 pm

1 stop15h 35m

Naples

jue. 7/3

11:35 am-8:16 pm

1 stop15h 41m

$936

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

lun. 6/23

7:05 pm-2:00 pm

1 stop11h 55m

Naples

lun. 6/30

7:15 pm-3:55 pm

1 stop27h 40m

$943

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

mar. 6/24

2:01 pm-12:20 pm

2 stops15h 19m

Naples

lun. 6/30

6:50 pm-12:30 pm

2 stops24h 40m

$997

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 30 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 mayo 12, 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 mayo 12, 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 mayo 12, 2025.
Get a feel of what it's like to fly with Delta, KLM and Air France 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.
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

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!
8.0
Very good
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

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!
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

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!
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

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!
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

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!
8.0
Very good

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

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 $991. The most popular route, (Chicago O'Hare Intl - Naples), can usually be booked for $524.

  • 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.

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 mayo 12, 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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