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Greek Islands

$289+ Cheap flights from Chicago (CHI) to Greek Islands

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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HER
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
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Cheap flight deals from Chicago to Greek Islands

Keep the following information in mind while searching for Chicago to Greek Islands flight deals. Data was last updated June 18, 2025.

Round-trip from

$586
(flugladen.de)

One-way from

$293
(Kiwi.com)
From Chicago (CHI) to Greek Islands
Search Deals
One-way flight from Chicago (CHI) to Greek Islands
Search Deals

Find flight deals from Chicago to Greek Islands

Cheapest flights from Chicago to Greek Islands
Explore the most affordable flight options available from Chicago to Greek Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.

This Ovago deal was found by Cheapflights users on 6/17. 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 10/2710:50 pmORD - JTR
1 stop13h 25mLufthansa
Tue 11/48:05 pmJTR - ORD
1 stop30h 20mLufthansa
Deal found 6/17$516
This flugladen.de deal was found by Cheapflights users on 6/16. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:00 pmORD - HER
2 stops21h 30mMultiple Airlines
Sat 9/137:00 amHER - ORD
2 stops41h 10mMultiple Airlines
Deal found 6/16$586
This Gotogate deal was found by Cheapflights users on 6/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:00 pmORD - HER
1 stop14h 35mLufthansa
Fri 11/216:10 pmHER - ORD
1 stop32h 15mLufthansa
Deal found 6/17$600
This Scandinavian Airlines deal was found by Cheapflights users on 6/14. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/157:15 pmORD - CHQ
1 stop17h 40mScandinavian Airlines
Sat 9/277:50 pmCHQ - ORD
1 stop28h 20mScandinavian Airlines
Deal found 6/14$605
This SWISS deal was found by Cheapflights users on 6/17. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/117:05 pmORD - CFU
1 stop16h 05mSWISS
Mon 8/253:40 pmCFU - ORD
1 stop32h 15mSWISS
Deal found 6/17$682
This lol.travel deal was found by Cheapflights users on 6/16. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/102:20 pmORD - JTR
1 stop21h 40mSWISS
Mon 8/258:45 pmJTR - ORD
1 stop23h 25mSWISS
Deal found 6/16$688
This Travelis deal was found by Cheapflights users on 6/17. 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 Travelis is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/102:20 pmORD - JMK
1 stop19h 25mSWISS
Mon 8/186:35 pmJMK - ORD
1 stop29h 20mSWISS
Deal found 6/17$693
This SWISS deal was found by Cheapflights users on 6/15. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/107:05 pmORD - HER
1 stop16h 00mSWISS
Mon 8/187:55 pmHER - ORD
1 stop28h 00mSWISS
Deal found 6/15$698
This Austrian Airlines deal was found by Cheapflights users on 6/16. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/14:20 pmORD - HER
1 stop20h 05mAustrian Airlines
Wed 9/108:40 pmHER - ORD
1 stop24h 40mAustrian Airlines
Deal found 6/16$709
This British Airways deal was found by Cheapflights users on 6/16. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/29:15 pmORD - HER
1 stop34h 55mBritish Airways
Mon 9/154:20 pmHER - ORD
1 stop29h 30mBritish Airways
Deal found 6/16$719
This Mytrip deal was found by Cheapflights users on 6/17. 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.
Sun 8/109:40 pmORD - JTR
2 stops16h 50mMultiple Airlines
Mon 8/2510:55 pmJTR - ORD
2 stops21h 35mMultiple Airlines
Deal found 6/17$732
This British Airways deal was found by Cheapflights users on 6/17. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/124:55 pmORD - JTR
1 stop15h 15mBritish Airways
Wed 8/205:10 pmJTR - ORD
1 stop33h 05mBritish Airways
Deal found 6/17$740

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Greek Islands 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 June 18, 2025.
Use the filters below to find and compare flights from Chicago to Greek Islands that are best for you.

Fly from

Chicago

Fly to

Greek Islands

Route

Depart

Return

Price

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Mon 10/27

10:50 pm-7:15 pm

1 stop13h 25m

Thera Santorini

Tue 11/4

8:05 pm-6:25 pm

1 stop30h 20m

$516

ChicagoHeraklion

ORD - HER

ORDHER

Chicago O'Hare Intl

Fri 9/5

6:00 pm-11:30 pm

2 stops21h 30m

Heraklion N. Kazantzakis Apt.

Sat 9/13

7:00 am-4:10 pm

2 stops41h 10m

$586

ChicagoChania

ORD - CHQ

ORDCHQ

Chicago O'Hare Intl

Mon 9/15

7:15 pm-8:55 pm

1 stop17h 40m

Chania Souda

Sat 9/27

7:50 pm-4:10 pm

1 stop28h 20m

$605

ChicagoCorfu

ORD - CFU

ORDCFU

Chicago O'Hare Intl

Mon 8/11

7:05 pm-7:10 pm

1 stop16h 05m

Corfu Ioannis Kapodistrias

Mon 8/25

3:40 pm-3:55 pm

1 stop32h 15m

$682

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Sun 8/10

2:20 pm-8:00 pm

1 stop21h 40m

Thera Santorini

Mon 8/25

8:45 pm-12:10 pm

1 stop23h 25m

$688

ChicagoMykonos

ORD - JMK

ORDJMK

Chicago O'Hare Intl

Sun 8/10

2:20 pm-5:45 pm

1 stop19h 25m

Mikonos

Mon 8/18

6:35 pm-3:55 pm

1 stop29h 20m

$693

ChicagoHeraklion

ORD - HER

ORDHER

Chicago O'Hare Intl

Wed 8/27

3:35 pm-5:55 pm

1 stop18h 20m

Heraklion N. Kazantzakis Apt.

Mon 9/8

7:20 pm-7:55 pm

1 stop32h 35m

$697

ChicagoHeraklion

ORD - HER

ORDHER

Chicago O'Hare Intl

Sun 8/10

7:05 pm-7:05 pm

1 stop16h 00m

Heraklion N. Kazantzakis Apt.

Mon 8/18

7:55 pm-3:55 pm

1 stop28h 00m

$698

ChicagoHeraklion

ORD - HER

ORDHER

Chicago O'Hare Intl

Mon 9/1

4:20 pm-8:25 pm

1 stop20h 05m

Heraklion N. Kazantzakis Apt.

Wed 9/10

8:40 pm-1:20 pm

1 stop24h 40m

$709

ChicagoHeraklion

ORD - HER

ORDHER

Chicago O'Hare Intl

Tue 9/2

9:15 pm-4:10 pm

1 stop34h 55m

Heraklion N. Kazantzakis Apt.

Mon 9/15

4:20 pm-1:50 pm

1 stop29h 30m

$719

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Greek Islands

Have a flexible travel schedule? Discover the best time to fly to Greek Islands 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 Greek Islands

What is the cheapest time of day to fly from CHI to EIO?

Find hourly flight availability from Chicago to Greek Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2025.

When flying from Chicago to Greek Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Greek Islands

Get insights into the airlines that provide service to Greek Islands. 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 Greek Islands. Reviews last updated June 18, 2025.
Peruse reviews from past customers who have flown with Emirates, Delta and KLM from Chicago to Greek Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Emirates
8.1
Very good
3,273 reviews

Comfort

8.0

Crew

8.3

Overall

8.1

Boarding

8.1

Entertainment

8.2

Food

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2024

IAD - DXB

Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Emirates
8.1
Very good
3,273 reviews
Emirates
8.1
Very good
3,273 reviews

Comfort

8.0

Crew

8.3

Overall

8.1

Boarding

8.1

Entertainment

8.2

Food

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2024

IAD - DXB

Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Delta
8.0
Very good
7,964 reviews
Emirates
8.1
Very good
3,273 reviews

Comfort

8.0

Crew

8.3

Overall

8.1

Boarding

8.1

Entertainment

8.2

Food

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2024

IAD - DXB

Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
KLM
7.8
Good
1,364 reviews
Emirates
8.1
Very good
3,273 reviews

Comfort

8.0

Crew

8.3

Overall

8.1

Boarding

8.1

Entertainment

8.2

Food

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2024

IAD - DXB

Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Austrian Airlines
7.6
Good
804 reviews
Emirates
8.1
Very good
3,273 reviews

Comfort

8.0

Crew

8.3

Overall

8.1

Boarding

8.1

Entertainment

8.2

Food

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2024

IAD - DXB

Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Finnair
7.6
Good
1,292 reviews
Emirates
8.1
Very good
3,273 reviews

Comfort

8.0

Crew

8.3

Overall

8.1

Boarding

8.1

Entertainment

8.2

Food

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2024

IAD - DXB

Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Greek Islands. 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 Greek Islands one-way?

    The cheapest airlines for a one-way flight from Chicago to Greek Islands are British Airways ($563), ITA Airways ($567), and Lufthansa ($572).

  • What are the most popular routes from Chicago to Greek Islands?

    The most popular route from Chicago to Greek Islands is Chicago O'Hare Intl - Thera Santorini. You may also consider Chicago O'Hare Intl - Mikonos or Chicago O'Hare Intl - Heraklion N. Kazantzakis Apt..

  • Can I find deals for flights from Chicago to Greek Islands that include hotel bookings?

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

  • How can I find direct flights from Chicago to Greek Islands?

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

  • Can I find deals for business class flights from Chicago to Greek Islands?

    Yes. Cheapflights offers flight deals from Chicago to Greek Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to Greek Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chicago to Greek Islands

Discover the top 6 airlines that operate flights from Chicago to Greek Islands. 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$521Average$1,192FlexibilityNo cancel feeOn-time77%
FinnairCheapest$656Average$1,039FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$658Average$988FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$695Average$1,061FlexibilityNo cancel feeOn-time71%
LufthansaCheapest$707Average$1,096FlexibilityNo cancel feeOn-time76%
SWISSCheapest$879Average$1,128FlexibilityNo cancel feeOn-time79%

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