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Ayia Napa

$398+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LCA
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap 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 October 16, 2025.

Round-trip from

$519
(FlightHub)

One-way from

$398
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$732
From Chicago (CHI) to Ayia Napa
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One-way flight from Chicago (CHI) to Ayia Napa
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Highest demand for flights based on searches. 36% potential increase in price ($501 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($70 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 16, 2025.

This American Airlines deal was found by Cheapflights users on 10/16. 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.
Mon 10/2010:35 pmORD - LCA
1 stop19h 20mAmerican Airlines
Mon 2/237:25 pmLCA - ORD
1 stop29h 35mAmerican Airlines
Deal found 10/16$495
This FlightHub deal was found by Cheapflights users on 10/16. 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.
Tue 11/259:45 pmORD - LCA
1 stop17h 00mBritish Airways
Thu 1/87:20 pmLCA - ORD
2 stops30h 23mBritish Airways
Deal found 10/16$519
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Sun 10/198:40 pmORD - LCA
1 stop14h 00mAmerican Airlines
Sun 3/87:25 pmLCA - ORD
1 stop29h 35mAmerican Airlines
Deal found 10/16$545
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Sun 11/309:45 pmORD - LCA
1 stop18h 05mAmerican Airlines
Sun 12/77:30 amLCA - ORD
2 stops21h 50mAmerican Airlines
Deal found 10/16$555
This Booking.com deal was found by Cheapflights users on 10/16. 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.
Mon 10/208:40 pmORD - LCA
1 stop21h 15mBritish Airways
Mon 2/237:25 pmLCA - ORD
2 stops31h 55mBritish Airways
Deal found 10/16$556
This oojo deal was found by Cheapflights users on 10/15. 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.
Mon 11/39:03 amORD - LCA
2 stops29h 47mBritish Airways
Wed 11/197:15 pmLCA - ORD
1 stop26h 35mBritish Airways
Deal found 10/15$565
This Expedia deal was found by Cheapflights users on 10/15. 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.
Sun 12/145:10 pmORD - LCA
1 stop22h 40mBritish Airways
Thu 1/87:30 amLCA - ORD
2 stops20h 45mBritish Airways
Deal found 10/15$567
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Sun 12/142:50 pmORD - LCA
2 stops19h 30mAmerican Airlines
Thu 1/87:30 amLCA - ORD
2 stops20h 45mAmerican Airlines
Deal found 10/16$569
This oojo deal was found by Cheapflights users on 10/15. 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.
Mon 11/39:03 amORD - LCA
2 stops29h 47mBritish Airways
Thu 11/202:45 pmLCA - ORD
2 stops35h 00mBritish Airways
Deal found 10/15$573

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 October 16, 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

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

$596

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sun 12/14

9:45 pm-11:50 pm

1 stop18h 05m

Larnaca

Sun 1/11

7:25 pm-1:50 pm

1 stop26h 25m

$602

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Mon 12/15

9:45 pm-10:50 pm

1 stop17h 05m

Larnaca

Sat 1/10

7:15 pm-6:45 pm

1 stop31h 30m

$602

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Thu 12/11

9:45 pm-12:10 am

1 stop18h 25m

Larnaca

Sun 1/11

7:25 pm-1:50 pm

1 stop26h 25m

$622

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Wed 12/10

1:06 pm-4:15 pm

2 stops19h 09m

Larnaca

Thu 1/8

5:15 pm-7:30 pm

2 stops34h 15m

$644

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Fri 11/7

4:06 pm-6:20 pm

2 stops18h 14m

Larnaca

Sun 11/16

7:30 am-11:31 pm

2 stops24h 01m

$661

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Mon 1/26

12:00 pm-4:15 pm

2 stops20h 15m

Larnaca

Sat 1/31

5:30 pm-7:30 pm

2 stops34h 00m

$694

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sun 2/22

4:20 pm-4:15 pm

2 stops15h 55m

Larnaca

Thu 2/26

5:15 pm-6:25 pm

1 stop33h 10m

$705

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Thu 12/4

4:04 pm-5:35 pm

2 stops17h 31m

Larnaca

Sat 12/6

7:15 pm-1:50 pm

1 stop26h 35m

$725

ChicagoLarnaca

ORD - LCA

ORDLCA

Chicago O'Hare Intl

Sun 11/2

5:40 am-3:00 pm

3 stops49h 20m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 13 results
1
2

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 $1,471). 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 October 16, 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
8,982 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,982 reviews
United Airlines
7.4
Good
8,982 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
11,040 reviews
United Airlines
7.4
Good
8,982 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Lufthansa
6.8
Okay
7,497 reviews
United Airlines
7.4
Good
8,982 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
British Airways
6.7
Okay
7,457 reviews
United Airlines
7.4
Good
8,982 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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 $596, British Airways can have you in Ayia Napa from Chicago in 18h 05m. 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 $1,471). 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 3 airlines flying from Chicago to Ayia Napa

Discover the top 3 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$591Average$985FlexibilityNo cancel feeOn-time70%
LufthansaCheapest$765Average$1,050FlexibilityNo cancel feeOn-time76%
Turkish AirlinesCheapest$1,150Average$1,296FlexibilityNo cancel feeOn-time77%

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