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Capri

$201+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NAP
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 Monday or Tuesday and return on a Tuesday

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 July 3, 2025.

Round-trip from

$684
(Ovago)

One-way from

$201
(FlightHub)

Popular in

December

Cheapest in

January

Average price

$964
From Chicago (CHI) to Capri
Search Deals
One-way flight from Chicago (CHI) to Capri
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Highest demand for flights based on searches. 3% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This KLM deal was found by Cheapflights users on 7/2. 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.
Wed 11/123:35 pmORD - NAP
2 stops17h 15mKLM
Sun 11/1610:25 amNAP - ORD
2 stops17h 11mKLM
Deal found 7/2$682
This Ovago deal was found by Cheapflights users on 7/2. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/228:40 pmORD - NAP
1 stop18h 20mBritish Airways
Mon 9/298:25 pmNAP - ORD
1 stop25h 25mBritish Airways
Deal found 7/2$684
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Sat 9/278:40 pmORD - NAP
Nonstop9h 20mAmerican Airlines
Wed 10/83:00 pmNAP - ORD
Nonstop10h 40mAmerican Airlines
Deal found 7/3$685
This Booking.com deal was found by Cheapflights users on 7/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/123:45 pmORD - NAP
1 stop11h 55mAer Lingus
Tue 9/1611:40 amNAP - ORD
1 stop14h 20mAer Lingus
Deal found 7/3$687
This Booking.com deal was found by Cheapflights users on 7/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/76:15 pmORD - NAP
2 stops32h 25mAir Canada
Thu 8/2111:35 amNAP - ORD
1 stop29h 17mAir Canada
Deal found 7/3$688
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/110:00 amORD - NAP
2 stops16h 40mUnited Airlines
Sun 10/1211:35 amNAP - ORD
1 stop29h 16mUnited Airlines
Deal found 6/30$690
This KLM deal was found by Cheapflights users on 6/30. 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.
Fri 10/179:30 amMDW - NAP
2 stops29h 35mKLM
Mon 10/2012:35 pmNAP - MDW
2 stops40h 09mKLM
Deal found 6/30$691
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Sun 10/198:25 pmORD - NAP
2 stops54h 15mMultiple Airlines
Thu 10/303:05 pmNAP - ORD
1 stop32h 10mMultiple Airlines
Deal found 7/1$698
This Delta deal was found by Cheapflights users on 7/3. 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 9/226:00 amMDW - NAP
2 stops19h 10mDelta
Tue 9/309:00 amNAP - MDW
1 stop19h 36mDelta
Deal found 7/3$701
This Finnair deal was found by Cheapflights users on 7/1. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/219:30 pmORD - NAP
1 stop14h 20mFinnair
Thu 8/2810:40 amNAP - ORD
1 stop14h 10mFinnair
Deal found 7/1$704
This oojo deal was found by Cheapflights users on 7/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:00 amORD - NAP
2 stops25h 05mScandinavian Airlines
Sat 8/308:00 pmNAP - ORD
2 stops27h 10mScandinavian Airlines
Deal found 7/2$706
This Delta deal was found by Cheapflights users on 7/2. 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.
Wed 8/139:47 amORD - NAP
2 stops18h 48mDelta
Fri 8/2211:40 amNAP - ORD
2 stops19h 16mDelta
Deal found 7/2$707

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 July 3, 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

Mon 9/22

8:40 pm-10:00 pm

1 stop18h 20m

Naples

Mon 9/29

8:25 pm-2:50 pm

1 stop25h 25m

$684

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sat 9/27

8:40 pm-1:00 pm

Nonstop9h 20m

Naples

Wed 10/8

3:00 pm-6:40 pm

Nonstop10h 40m

$685

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 9/12

3:45 pm-10:40 am

1 stop11h 55m

Naples

Tue 9/16

11:40 am-7:00 pm

1 stop14h 20m

$687

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 8/7

6:15 pm-9:40 am

2 stops32h 25m

Naples

Thu 8/21

11:35 am-9:52 am

1 stop29h 17m

$688

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 10/1

10:00 am-9:40 am

2 stops16h 40m

Naples

Sun 10/12

11:35 am-9:51 am

1 stop29h 16m

$690

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 10/17

9:30 am-10:05 pm

2 stops29h 35m

Naples

Mon 10/20

12:35 pm-9:44 pm

2 stops40h 09m

$691

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 9/2

2:00 pm-11:35 am

2 stops14h 35m

Naples

Mon 9/8

4:10 pm-2:10 pm

1 stop29h 00m

$697

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 9/22

6:00 am-8:10 am

2 stops19h 10m

Naples

Tue 9/30

9:00 am-9:36 pm

1 stop19h 36m

$701

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 8/21

9:30 pm-6:50 pm

1 stop14h 20m

Naples

Thu 8/28

10:40 am-5:50 pm

1 stop14h 10m

$704

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sat 8/23

7:00 am-3:05 pm

2 stops25h 05m

Naples

Sat 8/30

8:00 pm-4:10 pm

2 stops27h 10m

$706

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 24 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 June 27, 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 $1,211). 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 July 3, 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.

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 July 3, 2025.
Get a feel of what it's like to fly with Delta, KLM, and Finnair 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
7,970 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
7,970 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
1,366 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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!
Finnair
7.6
Good
1,306 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
8,845 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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!
Turkish Airlines
7.3
Good
3,895 reviews
Delta
8.0
Very good
7,970 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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?

    $201 is the cheapest one-way deal found within the past few days, from ITA Airways. You may also be able to find cheap deals on Scandinavian Airlines and TAP AIR PORTUGAL, with prices starting from $367 and $370, respectively.

  • What are the cheapest flights from Chicago to Capri?

    The cheapest flight price from Chicago to Capri is $526. On average you can expect to pay $2,022. The most popular route, (Chicago O'Hare Intl - Naples), can usually be booked for $405.

  • 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 $1,211). 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 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$590FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$497Average$763FlexibilityNo cancel feeOn-time70%
Turkish AirlinesCheapest$536Average$626FlexibilityNo cancel feeOn-time77%
KLMCheapest$581Average$779FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$594Average$944FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$1,086FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$627Average$1,052FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$639Average$1,161FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$686Average$898FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$713Average$994FlexibilityNo cancel feeOn-time81%

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