$404 Find Cheap Flights from Chicago to Greek Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Greek Islands departing on 5/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Greek Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Greek Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Greek Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Chicago to Greek Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Thera
Thera1 stop$805
Heraklion
Heraklion2 stops$767
Mykonos
Mykonos1 stop$772
Chania
Chania1 stop$532
Corfu
Corfu1 stop$641
Rhodes
Rhodes3 stops$809
Naxos
Naxos3 stops$1,334
Parikia
Parikia3 stops$1,613
Kos
Kos1 stop$1,151
Zakynthos
Zakynthos2 stops$1,013
Argostoli
Argostoli1 stop$832
Paleochori
Paleochori2 stops$1,275
Thera
Thera1 stop$805
Heraklion
Heraklion2 stops$767
Mykonos
Mykonos1 stop$772
Chania
Chania1 stop$532
Corfu
Corfu1 stop$641
Rhodes
Rhodes3 stops$809
Naxos
Naxos3 stops$1,334
Parikia
Parikia3 stops$1,613
Kos
Kos1 stop$1,151
Zakynthos
Zakynthos2 stops$1,013
Argostoli
Argostoli1 stop$832
Paleochori
Paleochori2 stops$1,275

Book Cheap Chicago to Greek Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Greek Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Greek Islands

Mon, Apr 20 - Sun, May 3
Scandinavian Airlines Logo
7:15 pm - 8:55 pm
ORD
-
CHQ
17h 40m
1 stop
Scandinavian Airlines Logo
11:25 am - 4:10 pm
CHQ
-
ORD
36h 45m
1 stop
$532Scandinavian Airlines
Wed, Apr 15 - Thu, Apr 30
Scandinavian Airlines Logo
7:15 pm - 9:30 pm
ORD
-
CHQ
18h 15m
1 stop
Scandinavian Airlines Logo
10:20 pm - 4:10 pm
CHQ
-
ORD
25h 50m
1 stop
$586Scandinavian Airlines
Mon, Apr 20 - Sun, May 3
Scandinavian Airlines Logo
6:50 am - 8:55 pm
ORD
-
CHQ
30h 05m
2 stops
Scandinavian Airlines Logo
11:25 am - 4:10 pm
CHQ
-
ORD
36h 45m
1 stop
$596Scandinavian Airlines
Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
2:30 pm - 4:15 pm
ORD
-
CFU
17h 45m
1 stop
Multiple Airlines Logo
8:55 am - 7:55 pm
CFU
-
ORD
19h 00m
1 stop
$641Multiple Airlines
Fri, Apr 24 - Sun, May 3
Multiple Airlines Logo
10:25 pm - 10:45 pm
ORD
-
HER
16h 20m
2 stops
Multiple Airlines Logo
7:30 am - 6:15 pm
HER
-
ORD
18h 45m
2 stops
$767Multiple Airlines
Mon, Aug 17 - Mon, Aug 31
British Airways Logo
9:15 pm - 3:10 pm
ORD
-
JMK
33h 55m
1 stop
British Airways Logo
7:15 pm - 3:55 pm
JMK
-
ORD
28h 40m
1 stop
$772British Airways
Mon, Aug 17 - Mon, Aug 31
British Airways Logo
9:15 pm - 3:10 pm
ORD
-
JMK
33h 55m
1 stop
British Airways Logo
7:15 pm - 1:50 pm
JMK
-
ORD
26h 35m
1 stop
$792British Airways
Sun, Aug 16 - Wed, Aug 26
SWISS Logo
7:05 pm - 7:05 pm
ORD
-
HER
16h 00m
1 stop
SWISS Logo
8:45 pm - 3:55 pm
HER
-
ORD
27h 10m
1 stop
$851SWISS
Mon, May 4 - Sun, May 10
SWISS Logo
7:05 pm - 9:50 am
ORD
-
JTR
30h 45m
1 stop
SWISS Logo
8:55 pm - 3:55 pm
JTR
-
ORD
27h 00m
1 stop
$926SWISS
Tue, Jun 23 - Mon, Jul 6
Lufthansa Logo
9:40 pm - 7:05 pm
ORD
-
KGS
13h 25m
1 stop
Lufthansa Logo
9:45 am - 7:55 pm
KGS
-
ORD
18h 10m
1 stop
$1,278Lufthansa
Booking Insights

KAYAK's insights & trends for Chicago to Greek Islands flights

Get data-powered insights and trends into flights from Chicago to Greek Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Greek Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $432, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$396
Flight from Chicago to Mykonos

FAQs - booking Greek Islands flights

  • How does KAYAK find such low prices on flights from Chicago to Greek Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Greek Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Greek Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Greek Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Greek Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Greek Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Greek Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Greek Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Chicago to Greek Islands

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Greek Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Greek Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
SWISSOverall score based on 1886 reviews
6.8Entertainment
7.7Boarding
7.1Food
7.4Comfort
8.3Crew
Airline reviews

The flight itself was fine, but due to a snow delay my connection to Lisbon was delayed by six hours. Despite this, Swiss Air still managed to lose my luggage. Not acceptable. Someone else on the flight also lost their luggage.

6.0 GoodSonja, Jan 2026
BOS - ZRH
Read more SWISS reviews

The flight itself was fine, but due to a snow delay my connection to Lisbon was delayed by six hours. Despite this, Swiss Air still managed to lose my luggage. Not acceptable. Someone else on the flight also lost their luggage.

Bad experience overall. Crew did not provide food for our 2 year old (even though we specifically bought a child infant seat for her and literally bought another full price flight), which was unacceptable. And we had to pay $310 each way to carry our ski equipment even though they advertise it as something that is free. Tickets were purchased the same way as usual, but they told us we had Economy Light tickets (I never elected to have such seats). Just plain manipulation and false advertisment. Very disappointed overall about this airline.

The trip was great until my luggage was lost on transfer from United to Swiss. It took Swiss 3 days to get my luggage to me though it was located almost immediately.

Horrible!! The WiFi was not working, the food was awful

We’ve never been more uncomfortable on a flight than we have on this particular one. The seats in front of us reclined so far back that when the person reclined their seat of broccoli, it almost hit me in the face and left me with literally no room to move that said I had to recline my seed in which made the person behind me upset. It seemed like the seats also would recline without even pressing the button in the armrest and would unrecline as well for that same reason, and it also seemed that some seats reclined more than others. The bottom cushions of the seat were so thin that even after one hour of an 11 hour flight, our tailbones were so sore. It seemed like an overall old airplane. It also didn’t have individual air vents and it was extremely hot the entire flight. Several passengers were commenting on how hot it was. The breakfast was some kind of flavorless triangle, puffy egg, laying in a watery bed of steamed peppers and onions and spinach. It was not appetizing at all. The flight crew was extremely nice so that was a nice thing this flight attendant. They let us try different types of Swiss sodas, which was really nice and the dinner was actually delicious but still overall given the other considerations. It was pretty much a miserable flight without basic seat comfort.

Best international flight I have had in a while! Far superior accommodation, services, food and general experience compared to U.S. airline companies.

Food used to be better and comfort was not attainable after 5 hours everything starts hurting.

horrible.. they cause such a problem and my daughter 14 years old was stranded in san francisco

I can’t even the whole trip was a catastrophe

Poor. Seats uncomfortable. No leg room. Hot and humid the whole trip. Food and staffs were ok.

Very good, i got two seats for myself, and was comfortable with the blanket i got

I hated the FRA Airport. Confusing signage, including the path to Immigration and Security It seems that the airport grew haphazardly over the years. I have been through multiple WW Hubs with much better experiences.

Economy Priority seats are extremely uncomfortable. There is no way to escape the boxed in feeling, particularely because the distance between to rows are too short, the hard edge of the front row is keeping legs confined. There is no elevated place to put your feet. I am of average, European size.

Terrible. Both flights were significantly delayed, no luggage, made me check my small bag when many, many others had much larger carry-ons, not even a bottle of water . . . I will not fly Discover Airlines again.

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

Good service, food and comfort in World Traveller Plus. Entertainment was poor - no wifi on the way out and barely working on the way back. Not a great choice of entertainment on the seat back tv.

Late! Late and late! More than 1hr 30mn. This sucks when it is the last of a 4 flight journey. I missed my dinner! Which is not nice on Valentine’s Day!!! But better than the gate next to us, the poor Chinese people were rebooked to the next day flight. AA had to call security as it became very heated with the passengers! It was a mess at DFW that afternoon/evening. I wish they had some food for the people who travel as part of international journey. Indigo does it in India and it is fantastic.

They had us seating down for one hour just waiting on the plane

Flying with BA is always a good experience—even in economy class. It is better if in business and first class. Timely, breeze through security and timely connections

We waited at BOS at the gate for an hour and couldn’t get a drink or anything. Once in the air the service, food and ride was excellent.

My enetertainmnet screen was broken. Lost my bags. Almost missed my flight do to connection issues with (despite a request) ZERO help from crew. Food was edible. Potatoes pretty good even

Our Jackson, Mississippi to Dallas Fort Worth flight was delayed on 1/19/26.. This was changed to Jackson to Charlotte in the last minute because of this delay. This started some kind of disconnect between American Airlines and British Airways bookings. We could not go past the passport control in London Heathrow. I had to go to the counter and waited for more than 30 minutes to get a new boarding pass. Problems did not end there. Somehow our entire return flight was canceled by someone. I had to make several phone calls over several days to fix the problem – this was not easy from India. Looks like there was some kind of disconnect between two airlines or some agent did not do it right. I’m anxious to know what went wrong.

The issue was not with BA it was with the link yoiu sent fopr booking the flight

Loved the boarding option from Business class lounge, experience on flight was excellent, plenty of good food choices

Getting the boarding passes between the BA and AA apps was very clunky.

Everything you need to know for your flight to Greek Islands

Information on your arrival and departure airports