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Ayia Napa

$287+ Cheap flights from Chicago (CHI) to Ayia Napa, Cyprus

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LCA
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from Chicago to Ayia Napa

Cheapest flights from Chicago to Ayia Napa
Explore the most affordable flight options available from Chicago to Ayia Napa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This United Airlines deal was found by Cheapflights users on 12/9. 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.
Thu 12/111:05 pmORD - LCA
2 stops19h 25mUnited Airlines
Sun 1/114:35 pmLCA - ORD
1 stop26h 35mUnited Airlines
Deal found 12/9$747
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Fri 12/123:55 pmORD - LCA
2 stops16h 35mUnited Airlines
Sun 1/114:35 pmLCA - ORD
1 stop26h 35mUnited Airlines
Deal found 12/9$749
This oojo deal was found by Cheapflights users on 12/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:50 pmORD - LCA
2 stops37h 30mBritish Airways
Thu 1/87:20 pmLCA - ORD
2 stops54h 24mBritish Airways
Deal found 12/9$796
This KAYAK deal was found by Cheapflights users on 12/8. 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.
Wed 12/103:45 pmORD - LCA
2 stops16h 30mLufthansa
Thu 1/85:15 pmLCA - ORD
2 stops31h 45mLufthansa
Deal found 12/8$803
This KAYAK deal was found by Cheapflights users on 12/7. 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.
Sat 12/136:10 pmORD - LCA
2 stops33h 30mSWISS
Wed 1/73:35 pmLCA - ORD
2 stops54h 10mSWISS
Deal found 12/7$843
This oojo deal was found by Cheapflights users on 12/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:47 pmORD - LCA
2 stops42h 03mBritish Airways
Thu 1/87:20 pmLCA - ORD
2 stops54h 24mBritish Airways
Deal found 12/9$846
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Mon 12/153:55 pmORD - LCA
2 stops16h 20mUnited Airlines
Sat 1/104:35 pmLCA - ORD
1 stop35h 30mUnited Airlines
Deal found 12/9$849
This KAYAK deal was found by Cheapflights users on 12/9. 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.
Mon 12/156:10 pmORD - LCA
2 stops38h 20mLufthansa
Sun 1/115:15 pmLCA - ORD
2 stops49h 55mLufthansa
Deal found 12/9$856
This KLM deal was found by Cheapflights users on 12/7. 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.
Sat 12/134:28 pmMDW - LCA
2 stops60h 27mKLM
Wed 1/71:35 pmLCA - MDW
2 stops34h 54mKLM
Deal found 12/7$3,527
This KLM deal was found by Cheapflights users on 12/9. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1510:49 amMDW - LCA
2 stops18h 06mKLM
Wed 1/71:35 pmLCA - MDW
2 stops34h 54mKLM
Deal found 12/9$3,610
This KLM deal was found by Cheapflights users on 12/7. 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.
Thu 12/253:25 pmMDW - LCA
2 stops60h 20mKLM
Tue 12/301:50 pmLCA - MDW
2 stops35h 29mKLM
Deal found 12/7$3,749

Find flight deals from Chicago to Ayia Napa

Keep the following information in mind while searching for Chicago to Ayia Napa flight deals. Data was last updated December 9, 2025.

Round-trip from

$570
(oojo)

One-way from

$287
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$661
From Chicago (CHI) to Ayia Napa
Search Deals
One-way flight from Chicago (CHI) to Ayia Napa
Search Deals
Highest demand for flights based on searches. 36% potential increase in price ($492 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($68 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Ayia Napa 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 December 9, 2025.
Use the filters below to find and compare flights from Chicago to Ayia Napa that are best for you.

Fly from

Chicago

Fly to

Ayia Napa

Route

Depart

Return

Price

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Tue 4/21

5:10 pm-6:40 pm

2 stops17h 30m

Larnaca

Tue 4/28

7:50 am-7:35 pm

2 stops19h 45m

$590

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Wed 2/18

5:10 pm-10:50 pm

1 stop21h 40m

Larnaca

Tue 2/24

7:30 pm-1:50 pm

1 stop26h 20m

$595

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sun 2/22

9:45 pm-11:50 pm

1 stop18h 05m

Larnaca

Thu 2/26

7:20 pm-6:45 pm

1 stop31h 25m

$595

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Wed 2/18

9:45 pm-10:50 pm

1 stop17h 05m

Larnaca

Wed 2/25

7:15 pm-1:50 pm

1 stop26h 35m

$595

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Tue 2/17

9:45 pm-10:45 pm

1 stop17h 00m

Larnaca

Tue 2/24

7:30 am-6:45 pm

1 stop19h 15m

$595

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Tue 2/17

9:45 pm-10:45 pm

1 stop17h 00m

Larnaca

Thu 2/26

2:45 pm-1:50 pm

1 stop31h 05m

$595

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sun 2/1

9:45 pm-11:50 pm

1 stop18h 05m

Larnaca

Mon 2/9

7:25 pm-1:50 pm

1 stop26h 25m

$605

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Tue 2/17

8:00 am-4:30 pm

2 stops24h 30m

Larnaca

Thu 2/26

5:15 pm-2:10 pm

1 stop28h 55m

$640

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sat 2/21

5:10 pm-6:20 pm

1 stop17h 10m

Larnaca

Wed 2/25

7:30 am-6:45 pm

1 stop19h 15m

$645

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sat 2/21

5:10 pm-6:20 pm

1 stop17h 10m

Larnaca

Mon 2/23

7:25 pm-1:50 pm

1 stop26h 25m

$645

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 18 results
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Best time to book a flight from Chicago to Ayia Napa

Have a flexible travel schedule? Discover the best time to fly to Ayia Napa 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 Ayia Napa

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

Currently, February is the cheapest month in which you can book a flight from Chicago to Ayia Napa (average of $540). Flying from Chicago to Ayia Napa in June is currently the most expensive (average of $1,464). 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.

Reviews of airlines servicing Ayia Napa

Get insights into the airlines that provide service to Ayia Napa. 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 Ayia Napa. Reviews last updated December 9, 2025.
Read through reviews of airlines operating flights from Chicago to Ayia Napa, such as United Airlines, American Airlines, and Lufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,091 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
American Airlines
7.2
Good
11,046 reviews
United Airlines
7.4
Good
9,091 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
Lufthansa
6.8
Okay
7,619 reviews
United Airlines
7.4
Good
9,091 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
British Airways
6.7
Okay
7,573 reviews
United Airlines
7.4
Good
9,091 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Ayia Napa. 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 Ayia Napa?

    For as low as $590, British Airways can have you in Ayia Napa from Chicago in 17h 30m. The distance from Chicago to Ayia Napa is about 5963 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Chicago to Ayia Napa?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Ayia Napa 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 Ayia Napa?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Ayia Napa (average of $540). Flying from Chicago to Ayia Napa in June is currently the most expensive (average of $1,464). 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

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Alternative routes for Chicago to Ayia Napa

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Larnaca flights
Evansville to Larnaca flights
O'Hare Intl to Paphos flights
Peoria to Larnaca flights

Top 2 airlines flying from Chicago to Ayia Napa

Discover the top 2 airlines that operate flights from Chicago to Ayia Napa. 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 December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$587Average$933FlexibilityNo cancel feeOn-time70%
LufthansaCheapest$765Average$1,050FlexibilityNo cancel feeOn-time76%

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