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Heraklion skyline — flights from Milan from €88, cheapest in November

Milan to Heraklion: buy now or wait?

Typical one-way fare Milan→Heraklion: €88 (median of 13 daily lowest fares we tracked); under €75 is a good price; cheapest month: November; book 14–27 days ahead.

Your call FareScore 38/100
€88 Today's best fare

Cheaper than 38% of what we have seen

5 Dec Ryanair With a stop
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All fares Milan → Heraklion

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What the history says

Prices recorded 176
Typical price €88
Lowest we saw €88

Based on 176 prices we recorded on this exact route, compared against the same departure month.

Best booking window

14–27 days — is when this route has been cheapest to book: €24 typical, on 38 observations. That is about €2 less than booking in the last two weeks.

Cheapest months to fly to Heraklion

November €16 79 observations
October €26 53 observations
September €28 18 observations

Booking tips from our fare data

How far in advance should you book a flight?
Book 1.5–2 months before departure. Tracking the same flights at every lead time (103,225 flights on 20,679 routes, 2026-06-14 to 2026-11-07), that window had the smallest average premium over each flight's lowest fare: +16.4%, against +48.9% in the last 3 days.
Are flights getting more expensive?
Not right now. The Piratefly monthly Fare Index stands at 97.9 in 2026-11 (month in progress), against 100 in 2026-08: comparable flights are 2.1% cheaper than then, measured on the same routes month to month.
Are flights getting more expensive?
Not right now. The Piratefly monthly Fare Index stands at 97.9 in 2026-11 (month in progress), against 100 in 2026-08: comparable flights are 2.1% cheaper than then, measured on the same routes month to month.

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