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Capri

$228+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NAP
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Capri are usually found in January or February, booked 52 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 septiembre 11, 2025.

Round-trip from

$569
(United Airlines)

One-way from

$228
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$884
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. 1% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($48 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/283:44 pmORD - NAP
1 stop12h 56mUnited Airlines
mar. 10/76:40 amNAP - ORD
1 stop15h 15mUnited Airlines
Deal found 9/11$569
This United Airlines deal was found by Cheapflights users on 9/9. 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.
mar. 9/3010:40 amORD - NAP
1 stop16h 00mUnited Airlines
mar. 10/72:00 pmNAP - ORD
2 stops16h 15mUnited Airlines
Deal found 9/9$570
This Air Canada deal was found by Cheapflights users on 9/9. 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.
mié. 10/810:48 amORD - NAP
2 stops15h 52mAir Canada
mié. 10/156:40 amNAP - ORD
2 stops15h 08mAir Canada
Deal found 9/9$571
This Expedia deal was found by Cheapflights users on 9/10. 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.
mié. 10/87:11 amORD - NAP
1 stop19h 29mMultiple Airlines
lun. 10/137:15 pmNAP - ORD
1 stop27h 40mMultiple Airlines
Deal found 9/10$572
This Mytrip deal was found by Cheapflights users on 9/9. 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.
mar. 10/148:40 amORD - NAP
3 stops27h 20mMultiple Airlines
mar. 10/2110:05 pmNAP - ORD
2 stops24h 50mMultiple Airlines
Deal found 9/9$573
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/294:20 pmORD - NAP
1 stop19h 40mMultiple Airlines
mié. 10/87:15 pmNAP - ORD
1 stop27h 40mMultiple Airlines
Deal found 9/11$575
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/189:40 pmORD - NAP
1 stop11h 55mLufthansa
sáb. 11/156:15 pmNAP - ORD
1 stop31h 10mLufthansa
Deal found 9/9$578
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
mar. 9/237:05 pmORD - NAP
1 stop11h 55mSWISS
mié. 10/19:35 amNAP - ORD
1 stop13h 20mSWISS
Deal found 9/10$580
This American Airlines deal was found by Cheapflights users on 9/9. 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. 9/2811:49 amORD - NAP
1 stop15h 11mAmerican Airlines
mar. 10/147:35 amNAP - ORD
1 stop14h 05mAmerican Airlines
Deal found 9/9$583
This Delta deal was found by Cheapflights users on 9/10. 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.
mar. 9/306:30 pmMDW - NAP
2 stops16h 45mDelta
mar. 10/79:00 amNAP - MDW
1 stop20h 14mDelta
Deal found 9/10$589
This Delta deal was found by Cheapflights users on 9/10. 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.
lun. 9/226:00 amMDW - NAP
1 stop18h 00mDelta
jue. 10/26:10 amNAP - MDW
2 stops19h 25mDelta
Deal found 9/10$597
This Trip.com deal was found by Cheapflights users on 9/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/2010:35 amMDW - NAP
1 stop13h 25mKLM
mié. 11/54:45 pmNAP - MDW
2 stops30h 29mKLM
Deal found 9/10$605

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 septiembre 11, 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

lun. 9/22

3:45 pm-11:40 am

1 stop12h 55m

Naples

jue. 10/2

2:00 pm-11:30 pm

1 stop16h 30m

$570

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

lun. 9/29

2:20 pm-11:40 am

1 stop14h 20m

Naples

mar. 10/7

2:00 pm-11:30 pm

1 stop16h 30m

$570

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

vie. 12/5

9:50 pm-5:25 pm

1 stop12h 35m

Naples

sáb. 12/20

6:15 pm-6:25 pm

1 stop31h 10m

$573

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

dom. 9/28

8:00 am-7:00 am

2 stops16h 00m

Naples

mar. 10/7

2:00 pm-11:30 pm

1 stop16h 30m

$574

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

mar. 9/23

10:52 am-12:25 pm

2 stops18h 33m

Naples

mié. 10/22

11:35 am-1:08 pm

2 stops32h 33m

$574

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

mar. 9/30

6:30 pm-6:15 pm

2 stops16h 45m

Naples

mar. 10/7

9:00 am-10:14 pm

1 stop20h 14m

$589

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

vie. 12/5

6:45 pm-5:25 pm

2 stops15h 40m

Naples

sáb. 12/20

6:15 pm-6:25 pm

1 stop31h 10m

$592

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

lun. 10/20

10:35 am-7:00 am

1 stop13h 25m

Naples

mié. 11/5

4:45 pm-4:14 pm

2 stops30h 29m

$605

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

mar. 9/16

11:25 am-3:00 pm

1 stop20h 35m

Naples

mar. 9/23

8:40 pm-9:40 am

1 stop20h 00m

$607

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

mié. 9/17

5:10 pm-6:15 pm

1 stop18h 05m

Naples

mar. 9/23

6:10 am-9:40 pm

2 stops22h 30m

$614

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 42 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 August 29, 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, 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 $1,202). 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 septiembre 11, 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 December 16, 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 septiembre 11, 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).

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 septiembre 11, 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
8,937 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Turkish Airlines
7.3
Good
3,968 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Lufthansa
6.8
Okay
7,409 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
ITA Airways
6.7
Okay
1,036 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 35m. United Airlines provides one of the quickest options available for as low as $573. 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 $554. On average you can expect to pay $850. The most popular route, (Chicago O'Hare Intl - Naples), can usually be booked for $437.

  • 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 $1,202). 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$522FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$497Average$783FlexibilityNo cancel feeOn-time70%
KLMCheapest$525Average$777FlexibilityNo cancel feeOn-time75%
Turkish AirlinesCheapest$526Average$626FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$594Average$809FlexibilityNo cancel feeOn-time76%
SWISSCheapest$602Average$1,057FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$612Average$915FlexibilityNo cancel feeOn-time69%
Aer LingusCheapest$634Average$859FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$634Average$1,135FlexibilityNo cancel feeOn-time71%
ITA AirwaysCheapest$727Average$985FlexibilityNo cancel feeOn-time81%

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