$408 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 10/31. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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
Thera2 stops$715
Heraklion
Heraklion1 stop$451
Mykonos
Mykonos2 stops$910
Chania
Chania2 stops$685
Corfu
Corfu1 stop$1,009
Rhodes
Rhodes2 stops$1,196
Parikia
Parikia2 stops$775
Naxos
Naxos2 stops$776
Kos
Kos2 stops$1,281
Chios
Chios2 stops$1,737
Thera
Thera2 stops$715
Heraklion
Heraklion1 stop$451
Mykonos
Mykonos2 stops$910
Chania
Chania2 stops$685
Corfu
Corfu1 stop$1,009
Rhodes
Rhodes2 stops$1,196
Parikia
Parikia2 stops$775
Naxos
Naxos2 stops$776
Kos
Kos2 stops$1,281
Chios
Chios2 stops$1,737

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, Oct 27 - Wed, Nov 12
SWISS Logo
7:50 pm - 5:00 pmORD-HER
14h 10m1 stop
SWISS Logo
2:50 pm - 4:20 pmHER-ORD
33h 30m1 stop
$451SWISS
Find Deal
Mon, Oct 27 - Wed, Nov 12
Multiple Airlines Logo
3:55 pm - 5:45 pmORD-HER
18h 50m2 stops
Multiple Airlines Logo
2:50 pm - 4:20 pmHER-ORD
33h 30m1 stop
$474Multiple Airlines
Find Deal
Wed, Apr 1 - Thu, Apr 9
British Airways Logo
9:15 pm - 2:05 pmORD-JTR
32h 50m1 stop
British Airways Logo
5:05 pm - 1:50 pmJTR-ORD
28h 45m1 stop
$576British Airways
Find Deal
Wed, Apr 1 - Thu, Apr 9
American Airlines Logo
11:40 am - 4:05 pmORD-JTR
20h 25m2 stops
American Airlines Logo
5:05 pm - 3:55 pmJTR-ORD
30h 50m1 stop
$580American Airlines
Find Deal
Wed, Nov 26 - Wed, Dec 3
Lufthansa Logo
10:35 pm - 5:10 pmORD-HER
34h 35m2 stops
Lufthansa Logo
3:30 pm - 1:10 pmHER-ORD
29h 40m1 stop
$595Lufthansa
Find Deal
Wed, Apr 1 - Thu, Apr 9
British Airways Logo
9:40 am - 4:05 pmORD-JTR
22h 25m2 stops
British Airways Logo
5:05 pm - 7:35 pmJTR-ORD
34h 30m2 stops
$617British Airways
Find Deal
Mon, Mar 30 - Thu, Apr 2
Scandinavian Airlines Logo
7:30 am - 8:55 pmORD-CHQ
29h 25m2 stops
Scandinavian Airlines Logo
10:20 pm - 4:10 pmCHQ-ORD
25h 50m1 stop
$685Scandinavian Airlines
Find Deal
Mon, Mar 30 - Thu, Apr 2
Scandinavian Airlines Logo
7:15 pm - 8:55 pmORD-CHQ
17h 40m1 stop
Scandinavian Airlines Logo
10:20 pm - 4:10 pmCHQ-ORD
25h 50m1 stop
$705Scandinavian Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
Lufthansa Logo
9:40 pm - 6:35 pmORD-JTR
12h 55m1 stop
Lufthansa Logo
7:20 pm - 7:55 pmJTR-ORD
55h 35m2 stops
$786Lufthansa
Find Deal
Sun, Mar 29 - Thu, Apr 2
American Airlines Logo
9:45 am - 2:00 pmORD-JTR
20h 15m2 stops
American Airlines Logo
5:05 pm - 3:55 pmJTR-ORD
30h 50m1 stop
$1,339American Airlines
Find Deal
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 $406, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$408
Flight from Chicago to Corfu

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.

  • What is the cheapest time of day to fly to Greek Islands?

    The cheapest time of day to fly to Greek Islands is generally in the afternoon, when round-trip flights cost $679 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Greek Islands is generally at night, which is peak travel time and where the average cost of a ticket is $916.

Reviews of the top 5 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.
7.6
FinnairOverall score based on 1332 reviews
6.9Entertainment
8.1Crew
6.7Food
7.4Comfort
7.6Boarding
Airline reviews

Great. It was awesome to have boarding from the front and back of the plane as it made the process go very quickly

10.0 ExcellentSarah, Aug 2025CPH - HEL
Read more Finnair reviews

Great. It was awesome to have boarding from the front and back of the plane as it made the process go very quickly

It was okay. The airplane was a little smaller than a flight from Thailand to Helsinki.

Wish that everyone would board the back of the plane first. Also let kids on first. The gate wasn’t open at arrival and we waited 45 minutes to takeoff. They made up for time in the air.

This was an absolutely exceptional flight. The flight attendants were extremely attentive and very friendly. They seemed to go out of their way to make us comfortable and to make sure that we had everything we needed., We were in business and were very happy with the size and the details for our pods. We would definitely recommend Finnair and will definitely be flying with them again.

We had an excellent trip with Finnair. This was our first time and we’re very pleased. The only issue was with the boarding - it was a little bit confusing and needs a little bit of streamlining.

Crew very lovely. Arrived an hour late due to bad weather. We were given new tickets to an other flight but it could have been organised better, so we did not have to run through the whole airport to.

Flight delayed over an hour. They said they would hold our connection but then did not.

Major problems checking in at Alaska counter. They could not find our booking code because it came from Finnair.

Do not use KAYAK or Finair for future travel. Unless you purchase the tickets directly from the airline, you were going to have a difficult time checking in. Kayak canceled my flights twice and ended up causing great difficulty in me getting back from Europe because they double sold my tickets between American Airlines and Finair. The event caused significant delays and led to me having to rebook my flights.

The staff were all particularly great. The plane was clean and fresh. The bassinet worked great. It was all very nice.

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.

Delay more than hour created pressure to catch the connecting flight

The seats were so close together, when the man in front of me put his seat back, the screen in front of me was 9 inches from my face. There is no way to lean forward if I needed to pick something up. It was pretty uncomfortable for a ten hour flight. I was very surprised.

The food was good. Most the staff was pleasant. The flight would be drastically improved with WiFi on a long international flight.

Each flight we took was late with little or no updates or information.

When I needed to get my bag off of the plane so that I could take a train because the connection was 4 hours later, they took 2 hours to take my bag off making me take the train and miss my flight simultaneously. The seat size on the plane is too small for an average aged woman let alone a middle-aged man. It's unacceptable and I will not fly Boeing again.

The cushion of the seats are old and very thin. The food can be more tasty or come with salt packages

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

love the crews and my only problem was the delay at Frankfurt was very bad. I have travelled with Lufthansa for over 30 years now and this was cost me some planned business appointment

The flight delay made the connection a bit tight but that's outside the flight crew's control.

We just made it to our connecting flight. A long, long speed walk!

We didn't get the coffee with breakfast in the morning.. 30 mins lazer I asked flight attendant why don't we get coffee now at least.. after the breakfast..she said that captain announced possible turbulences fee minutes ago, which didn't ecplain why we didn't get it with the breakfast..breakfast was very poor btw..just little pastry which you can eat in 4 little bites. Turbulences fortunately didn't even happen.. but we didn't get that more than necessary coffee in the morning after the night flight with very poor sleep.. They just served breakfast 1 hour afzer we took off..at like 11 PM.. that doesn't make sense at all.. Also, flight attendants weren't very nice..they looked like they're not happy with their job.. :/

Lufthansa still has a good level of quality compared to US airlines, especially with respect to (1) food quality - actually tasty, (2) good French red wine - free, (3) good movie selection. Also my ticket price includes 1 free check-in luggage, while some other budget airlines sneak in an extra $150 for a checkin.

I think they overbooked Frankfurt to New York and bumped me off. This changed my return travel I arrived home about 4 hours late. Almost 24 total travel time Totally unacceptable Would not travel with United

We were moved twice on flights to the point we weren’t even on Lufthansa anymore. We had to fly united. Lost paid extra leg room twice. To top it all off we’re forced to pay $375 and $275, respectively for you luggage that was considered sports luggage. We were told it would be Lufthansa fares l, from the united desk, AND WE DIDN'T EVEN HAVE A LUFTHANSA FLIGHT! I’ll be calling once my trip is over on October 7th to all airlines and Kayak. This was ridiculous!

Everything went smoothly and the staff was very kind. I’m glad I purchased the extra leg room for my long flight; it was totally worth it. We were served 2 meals for a 9 hour flight which I was not expecting and they were very tasty. I appreciated them being vegetarian. Customs line in Munich was long; I had a choice to have a 1 hr 40 min layover or 2 hr 40 min layover; I took the longer layover which I was thankful for because my flight was delayed 30 minutes and there’s a good chance I would have missed my connecting flight. This was my very first international flight and I would fly Discover again without hesitation. Thank you for taking good care of me!

I liked everything BUT the temperature. It was freezing and now I am sick.

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

Moved me away from my family and refused to fix it.

I have always been pleased with their service. Would not change a thing

Seating and food was the worst we have experienced in 35 years of traveling for both personal and busines .

Economy seats felt more cramped than other flights we have taken.7 hr, painful sitting hours 6 and 7. Web site difficult to deal with. Originally put in for 1 special meal due to type 2. Meal was awful. Tried to change selection to standard for return flight, on app and website, unable to complete that action.

I was sleeping during dinner service, no one bothered to offer meal later, I remained hungry….until I got a morning sandwich!

Need to offer Better food from LAX to London Service from London to Delhi very delayed after take off.

Connection at Hethrow was horrible..We couldn't get out of the plane for an hour as they were buying people to the airport and there were not enough busses. We had 2 and half hf between flights so it was very tight. After departing plane we had to go thru security again. People with less time in between connections missed their flights

Poor all around experience. Sat at gate in Grand Rapids to Chicago for 2.5 hours. No food or water offered and no allowances to use restroom. Missed connecting flight to London and not offered any compensation including food or lodging. Not happy with AA, claims delay was weather related but no weather issues seen on radar. Take ownership for real reason behind delay which was actually the IT outage. Very disappointing and will not be recommending AA for domestic or international flights if this is the way that customers are treated.

Horrible… I was downgraded without notice, had to sit in economy and given my back injury was in pain most of the journey. I expect to be reimbursed for this inconvenience and after my return flight home, I never plan to fly with British Airways again.

Great crew and food and beverage. Seating tight but not the airline's fault. Will definitely fly BA in future!

Everything you need to know for your flight to Greek Islands

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.