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Greek Islands

$310+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HER
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$511
(Kiwi.com)

One-way from

$310
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Thera Santorini flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Thera Santorini flights.
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From Chicago (CHI) to Greek Islands
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One-way flight from Chicago (CHI) to Greek Islands
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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 November 3, 2025.

This Ovago deal was found by Cheapflights users on 11/2. 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.
Thu 11/276:00 pmORD - HER
1 stop15h 10mLufthansa
Wed 12/33:30 pmHER - ORD
1 stop29h 40mLufthansa
Deal found 11/2$523
This United deal was found by Cheapflights users on 11/2. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:52 amORD - HER
2 stops21h 18mMultiple Airlines
Wed 12/33:30 pmHER - ORD
1 stop36h 35mMultiple Airlines
Deal found 11/2$538
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1212:50 pmORD - CFU
2 stops23h 00mMultiple Airlines
Thu 11/208:30 pmCFU - ORD
2 stops31h 35mMultiple Airlines
Deal found 11/2$644
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/124:20 pmORD - CFU
2 stops19h 30mMultiple Airlines
Tue 11/188:30 pmCFU - ORD
2 stops31h 35mMultiple Airlines
Deal found 11/2$654
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:50 pmORD - CFU
2 stops17h 00mMultiple Airlines
Mon 12/88:30 pmCFU - ORD
3 stops29h 18mMultiple Airlines
Deal found 11/1$656
This Trip.com deal was found by Cheapflights users on 11/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/17:20 pmORD - JTR
2 stops19h 05mMultiple Airlines
Fri 12/128:10 amJTR - ORD
2 stops40h 35mMultiple Airlines
Deal found 11/2$680
This SWISS deal was found by Cheapflights users on 11/3. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:50 pmORD - HER
1 stop31h 20mSWISS
Sat 11/1511:00 amHER - ORD
1 stop37h 20mSWISS
Deal found 11/3$693
This United deal was found by Cheapflights users on 11/1. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1511:02 amORD - HER
2 stops19h 18mMultiple Airlines
Mon 11/249:45 pmHER - ORD
2 stops28h 40mMultiple Airlines
Deal found 11/1$774
This lastminute.com deal was found by Cheapflights users on 11/3. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:35 pmORD - HER
2 stops29h 40mMultiple Airlines
Sat 11/1511:00 amHER - ORD
1 stop37h 20mMultiple Airlines
Deal found 11/3$800
This United deal was found by Cheapflights users on 11/3. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:20 pmORD - JTR
2 stops17h 40mMultiple Airlines
Sun 12/76:30 pmJTR - ORD
2 stops26h 40mMultiple Airlines
Deal found 11/3$867
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:20 pmORD - JTR
2 stops19h 05mMultiple Airlines
Tue 12/302:45 pmJTR - ORD
3 stops34h 00mMultiple Airlines
Deal found 11/2$1,042
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1612:50 pmORD - JTR
3 stops35h 45mMultiple Airlines
Tue 12/2311:55 amJTR - ORD
3 stops33h 15mMultiple Airlines
Deal found 11/1$1,151

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 November 3, 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

ChicagoHeraklion

ORD - HER

ORDHER

Chicago O'Hare Intl

Thu 11/27

11:52 am-5:10 pm

2 stops21h 18m

Heraklion N. Kazantzakis Apt.

Wed 12/3

3:30 pm-8:05 pm

1 stop36h 35m

$538

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Wed 4/29

4:55 pm-4:05 pm

1 stop15h 10m

Thera Santorini

Thu 5/7

5:05 pm-1:50 pm

1 stop28h 45m

$577

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Tue 4/28

9:15 pm-4:05 pm

1 stop34h 50m

Thera Santorini

Thu 5/7

5:05 pm-3:55 pm

1 stop30h 50m

$577

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Tue 4/28

9:15 pm-4:05 pm

1 stop34h 50m

Thera Santorini

Mon 5/11

2:50 pm-3:55 pm

1 stop33h 05m

$577

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Wed 4/29

4:55 pm-4:05 pm

1 stop15h 10m

Thera Santorini

Mon 5/11

2:50 pm-1:50 pm

1 stop31h 00m

$577

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Thu 4/30

9:40 pm-6:30 pm

1 stop12h 50m

Thera Santorini

Thu 5/7

5:40 pm-7:55 pm

1 stop34h 15m

$625

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Tue 4/28

9:15 pm-4:05 pm

1 stop34h 50m

Thera Santorini

Sat 5/9

5:00 pm-3:55 pm

1 stop30h 55m

$637

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Fri 5/1

5:00 pm-2:55 pm

1 stop13h 55m

Thera Santorini

Mon 5/11

2:50 pm-1:50 pm

1 stop31h 00m

$637

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Thu 4/23

7:05 pm-2:55 pm

1 stop35h 50m

Thera Santorini

Mon 4/27

2:50 pm-1:50 pm

1 stop31h 00m

$637

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Wed 4/29

4:55 pm-4:05 pm

1 stop15h 10m

Thera Santorini

Sat 5/9

5:00 pm-1:50 pm

1 stop28h 50m

$637

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 45 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 November 3, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 32% on flights from Chicago to Greek Islands by exploring options for tickets in the morning.

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 November 3, 2025.
Peruse reviews from past customers who have flown with Finnair, SWISS, and Scandinavian Airlines 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.
Finnair
7.6
Good
1,335 reviews

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.6

Crew

8.1

Reviews

1 / 20
6.0
Good

Rowland,Dec 2024

FRA - HEL

Finnair need to get a better system for boarding. Hundreds of passengers all attempting to get their boarding cards and passports checked at the gate and then get onto the aircraft is ridiculous, time consuming and frankly unfair to passengers.
Finnair
7.6
Good
1,335 reviews
Finnair
7.6
Good
1,335 reviews

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.6

Crew

8.1

Reviews

1 / 20
6.0
Good

Rowland,Dec 2024

FRA - HEL

Finnair need to get a better system for boarding. Hundreds of passengers all attempting to get their boarding cards and passports checked at the gate and then get onto the aircraft is ridiculous, time consuming and frankly unfair to passengers.
SWISS
7.5
Good
1,775 reviews
Finnair
7.6
Good
1,335 reviews

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.6

Crew

8.1

Reviews

1 / 20
6.0
Good

Rowland,Dec 2024

FRA - HEL

Finnair need to get a better system for boarding. Hundreds of passengers all attempting to get their boarding cards and passports checked at the gate and then get onto the aircraft is ridiculous, time consuming and frankly unfair to passengers.
Scandinavian Airlines
7.4
Good
1,556 reviews
Finnair
7.6
Good
1,335 reviews

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.6

Crew

8.1

Reviews

1 / 20
6.0
Good

Rowland,Dec 2024

FRA - HEL

Finnair need to get a better system for boarding. Hundreds of passengers all attempting to get their boarding cards and passports checked at the gate and then get onto the aircraft is ridiculous, time consuming and frankly unfair to passengers.
Lufthansa
6.8
Okay
7,544 reviews
Finnair
7.6
Good
1,335 reviews

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.6

Crew

8.1

Reviews

1 / 20
6.0
Good

Rowland,Dec 2024

FRA - HEL

Finnair need to get a better system for boarding. Hundreds of passengers all attempting to get their boarding cards and passports checked at the gate and then get onto the aircraft is ridiculous, time consuming and frankly unfair to passengers.
British Airways
6.7
Okay
7,494 reviews
Finnair
7.6
Good
1,335 reviews

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.6

Crew

8.1

Reviews

1 / 20
6.0
Good

Rowland,Dec 2024

FRA - HEL

Finnair need to get a better system for boarding. Hundreds of passengers all attempting to get their boarding cards and passports checked at the gate and then get onto the aircraft is ridiculous, time consuming and frankly unfair to passengers.

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.

  • How long is the flight from Chicago to Greek Islands?

    Airlines like British Airways, Lufthansa, and Scandinavian Airlines fly from Chicago to Greek Islands in about 12h 50m. The time it takes to get you to your destination can typically vary by up to 16h 35m. The distance from Chicago to Greek Islands is about 5581 mi. This flight may include one or multiple stops.

  • 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 - Corfu Ioannis Kapodistrias 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.
O'Hare Intl to Athens flights
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Top 4 airlines flying from Chicago to Greek Islands

Discover the top 4 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$602Average$1,024FlexibilityNo cancel feeOn-time70%
FinnairCheapest$606Average$1,052FlexibilityNo cancel feeOn-time76%
LufthansaCheapest$842Average$1,150FlexibilityNo cancel feeOn-time76%
SWISSCheapest$893Average$1,261FlexibilityNo cancel feeOn-time79%

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