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555 € Cheap Flights from Chicago to Crete Heraklion

Compare Chicago to Crete Heraklion flight deals

Find the cheapest month or even day of the year to fly to Crete Heraklion

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Flight deals from Chicago to Crete Heraklion

Looking for a cheap last-minute deal or the best return flight from Chicago to Crete Heraklion? Find the lowest prices on one-way and return tickets right here.
Heraklion.555 € per passenger.Departing Fri, 1 May, returning Sun, 10 May.Return flight with SWISS.Outbound indirect flight with SWISS, departs from Chicago O'Hare International on Fri, 1 May, arriving in Crete Heraklion.Inbound indirect flight with SWISS, departs from Crete Heraklion on Sun, 10 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 555 €, select.
Heraklion.611 € per passenger.Departing Mon, 17 Nov, returning Mon, 24 Nov.Return flight with Lufthansa.Outbound indirect flight with Lufthansa, departs from Chicago O'Hare International on Mon, 17 Nov, arriving in Crete Heraklion.Inbound indirect flight with Lufthansa, departs from Crete Heraklion on Mon, 24 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 611 €, select.
Heraklion.616 € per passenger.Departing Fri, 24 Oct, returning Mon, 3 Nov.Return flight with SWISS and Lufthansa.Outbound indirect flight with SWISS, departs from Chicago O'Hare International on Fri, 24 Oct, arriving in Crete Heraklion.Inbound indirect flight with Lufthansa, departs from Crete Heraklion on Mon, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 616 €, select.
Heraklion.661 € per passenger.Departing Sun, 15 Mar, returning Sat, 4 Apr.Return flight with Turkish Airlines and SKY express.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Sun, 15 Mar, arriving in Crete Heraklion.Inbound indirect flight with SKY express, departs from Crete Heraklion on Sat, 4 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From 661 €, select.
Heraklion.708 € per passenger.Departing Sun, 7 Dec, returning Sat, 27 Dec.Return flight with Frontier Airlines and Aegean Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 7 Dec, arriving in Crete Heraklion.Inbound indirect flight with Aegean Airlines, departs from Crete Heraklion on Sat, 27 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 708 €, select.
Heraklion.829 € per passenger.Departing Fri, 10 Oct, returning Sun, 19 Oct.Return flight with Frontier Airlines and Aegean Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 10 Oct, arriving in Crete Heraklion.Inbound indirect flight with Aegean Airlines, departs from Crete Heraklion on Sun, 19 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 829 €, select.
Heraklion.979 € per passenger.Departing Fri, 19 Dec, returning Sat, 10 Jan.Return flight with Frontier Airlines and SKY express.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 19 Dec, arriving in Crete Heraklion.Inbound indirect flight with SKY express, departs from Crete Heraklion on Sat, 10 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 979 €, select.

Find the cheapest month to fly from Chicago to Crete Heraklion

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Crete Heraklion flights are currently cheapest in May.
Oct
from 829 €
Nov
from 611 €
Dec
from 708 €
Jan
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Feb
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Mar
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Apr
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May
from 555 €
Jun
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Jul
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Aug
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Sep
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Chicago to Crete Heraklion: Alternative routes

Compare routes from Chicago to Heraklion below. You may find an airport to fly into that's cheaper, faster, or easier than Crete Heraklion.

Chicago to Heraklion: Flight information

The things to know before you go.
Cheapest flight found555 €
Cheapest month to flyMay

Finding cheap flights from Chicago to Crete Heraklion: Frequently asked questions

The best price we found for a return flight from Chicago to Crete Heraklion is 555 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Crete Heraklion. But we found flights with one stop from 555 €.
As of October 2025, there are no flights flying from Chicago to Crete Heraklion.
The cheapest month to fly from Chicago to Crete Heraklion is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Crete Heraklion Airport on Friday, 1 May 2026.
No airlines currently offer direct flights between Chicago and Crete Heraklion Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Crete Heraklion but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Heraklion is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Crete Heraklion is SWISS .

Flying from Chicago to Heraklion Airport (HER): What you need to know

  • Get your holiday planning underway by considering where you'll take off for your flight from Chicago to Heraklion Airport (HER). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the main airports in Chicago.

  • Heraklion Airport is located in Heraklion. The city is in the UTC+2 timezone and is seven hours ahead of Chicago.

  • Leave plenty of time to make your flight from Chicago to HER. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Delays at security and check-in are more likely if you're jetting off during high season, so give yourself some extra breathing room. The recommendation for peak times? Arrive up to four hours ahead for international flights and two hours for domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to find cheap flights from Chicago to HER. Just uncheck 'Direct flights only' when searching for departures from O'Hare International Airport (ORD). Make a stop (and maybe make your fare cheaper) by passing through one of these popular options:

    • Franz Josef Strauss Airport (MUC)

    • Leonardo da Vinci-Fiumicino Airport (FCO)

    • Eleftherios Venizelos International Airport (ATH)

  • Located around 40 kilometres from central Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey by public transport takes roughly 55 minutes.

  • In search of a convenient hotel close to O'Hare International Airport? If you've booked an early flight from Chicago to Heraklion Airport, these stays will put you conveniently close to check-in:

  • Of the flights that depart from O'Hare International Airport, 74.85% touch down on time at their destination.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 19 kilometres from central Chicago. It'll take you 20 minutes or so to get to the airport if you're driving from the city centre. Public transport takes approximately 45 minutes.

  • Want to treat yourself to an extra night away before boarding your Chicago to HER flight? Kick back in a hotel near Chicago Midway International Airport before your holiday officially starts. These stays are expecting you:

  • 77.88% of flights departing Chicago Midway International Airport arrive according to schedule.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to get to the airport by car and 4 hours 15 minutes or so if you're on public transport.

  • Wake up, take it easy and still make your Chicago to Heraklion Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're setting off early:

  • The on-time performance rate of RFD is 76.19%. To put it simply, that's how frequently flights from this airport arrive as planned.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Heraklion Airport (HER)

  • Have a late flight from Chicago to Heraklion Airport? Don't let it steal your sleep. Check in to one of these hotels near HER and get cosy, quick:

  • Pick up a Heraklion Airport rental car and explore Heraklion and beyond with your own set of wheels. Surprice, Car & Go and Right Cars are popular providers you can book with here.

  • Booking your vehicle around three weeks ahead of your Chicago to Heraklion Airport flight can help you score a better rate.

Getting from Heraklion Airport (HER) to central Heraklion

  • Heraklion Airport to the centre of Heraklion is around 3 kilometres. If you're renting a car or getting a cab, do a little research to make your trip as easy as possible. Journey times will vary based on traffic and the time of day.

  • Travelling by public transport takes about 15 minutes.

How to find the cheapest flights from Chicago to Heraklion Airport (HER)

  • The lowest price we've found for a one-way ticket from Chicago to Heraklion Airport is 250 €. For a return flight on this route, the best price is 555 €. Depending on when and how early you book, these fares could change.

  • Booking ahead of time is often the key to finding a cheap flight from Chicago to HER. Fares tend to rise as demand increases, so the closer your departure date, the more expensive your ticket may be.

  • Cheap Chicago to Heraklion Airport tickets are easier to find if you're not locked into specific dates. Use the 'Whole month' search tool to compare fares across every month and then pick the cheapest day.

  • There's no need to check back in every day to find out if fares have dropped when you set up a Price Alert. We'll let you know as soon as a lower fare pops up on plane tickets from Chicago to HER.

  • Find the best deal on a flight from Chicago to Heraklion Airport with the help of the filters. Pick your ideal departure and arrival times, airlines and number of stops. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best.'

The best time to fly from Chicago to Heraklion Airport (HER)

  • August is the most popular month for flights from Chicago to Heraklion Airport (HER). Visit Heraklion in February if you prefer a quieter experience.

  • The warmest month in Heraklion is July, with temperatures ranging between 20ºC (68ºF) and 33ºC (91ºF). Lock in your Chicago to HER plane ticket then if that's your ideal forecast.

  • Search for cheap tickets from Chicago to Heraklion Airport in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 7ºC (45ºF) and 16ºC (61ºF).

More about Heraklion

  • Start your Heraklion trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Chicago to Heraklion Airport, browse our selection of accommodation options including:

  • Every great journey has to include a little sightseeing. Minoan Palace of Knossos, Heraklion Archaeological Museum and Old Venetian Harbour are essential stops on your Heraklion itinerary.

Explore more of Greece

  • You've seen Heraklion, now it's time to explore other corners of Greece. Journey around 105 kilometres west to Chania to tick off its leading attractions. From Cabana Mare Beach Resort to Love Sunsets and Katholiko Bay, there's plenty to keep you on the go.

  • Around 257 kilometres north-east of Heraklion, Kos is another favourite stop in Greece. Start your sightseeing at Christina 3 Island Cruise, Ancient Agora and Castle of the Knight of Saint John.

Plan the rest of your trip from Chicago to Heraklion

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.