RareNonstop · 5h
CHI to SJUPuerto Rico
San Juan
$162
usually $340
−52%
Most monthly lows $287–$340. Cheaper than every other month on record (3).
Flights · CHI → ATH
Chicago to Athens
Best fare, round trip
$721
−5%
below its usual $755
you keep $34
Found
- Depart
- Mon 24 May
- Return
- Fri 4 Jun
- Stay
- 11 nights
- Flight
- 1 stop · 11.5h
- Airline
Air Serbia
Most of this route’s monthly lows fall between $750 and $755. The drop beats 5% of measured fares on the board, over 4 observed months.
Cached fare — the booking search re-prices live before you pay.
GreeceAthensThe Acropolis at golden hour, then souvlaki for pocket change. Gateway fare to the whole Aegean.Best windowApr–Jun · Sep–OctAirportsEleftherios Venizelos (ATH)Every route into AthensFare seasonality
When this route gets cheap.
Fares bottom out in October around $480 and peak in April near $776, 62% dearer, across the 4 months we track. The cheapest itinerary we are tracking makes one stop and takes about 11.5 hours outbound, on a 11-night trip — ticketed under Air Serbia, which on a connecting fare need not operate every leg. At $721 for 8,744 km each way, that works out to about $41 per 1,000 km flown. That is below the $44 per 1,000 km typical of long-haul fares here. Across the 19 departure cities we track at a similar distance from Athens, this fare ranks 11th — 48% above the $487 from Kuala Lumpur. That puts it in the cheaper half of the 36 routes of similar length we watch out of Chicago, where the middle fare is $734. The best time to be in Athens: Apr–Jun · Sep–Oct.
The 5 days we hold a cached fare for
Press a date to compare its fares
The median cached fare across this calendar is 31% lower than when tracking began on 8 Aug — $872 then versus $600 now, across 16 recorded snapshots. This is a calendar-level trend, so an individual deal above can be lower. The lowest single day we have seen here is $315, on 13 Dec.
These are the only days we have a cached price for on this route so far — not the only days it flies. The search above covers any date.
Cached fares · checked 13 Oct 2026
Cheapest in Oct, around $480
36% below the $755 typical fare
$480Oct, the cheapest month. Compare October fares.$750Nov, around the usual price. Compare November fares.$776Apr ’27, around the usual price. Compare April fares.$721May, around the usual price. Compare May fares.
CheapestBelow usualUsualAbove usualPress a month to compare its fares
Cheapest round-trip fare found each month, Chicago to Athens, from cached prices.
Route facts
- Airports
- O’Hare (ORD) · Midway (MDW) ↔ Eleftherios Venizelos (ATH)
- Flight time
- ≈11.5 hours outbound
- Distance
- ≈8,744 km each way
- Typical price
- $755 round-trip (seasonal median)
- Airlines on the board
- Air Serbia
- Itineraries
- Connections on current fares
- Best months to visit
- Apr–Jun · Sep–Oct
Good to know
CHI → ATH, answered.
Is $721 a good price for Chicago to Athens?
Only slightly. The seasonal median is around $755 round-trip and this fare is 5% under it. We do not call a drop notable until 20%, so this is an ordinary price for the route rather than a reason to hurry.
What is the cheapest month to fly from Chicago to Athens?
Across 4 months of cached-fare history, Oct comes out cheapest on this route. The best months to actually be in Athens are Apr–Jun · Sep–Oct — when those overlap, that's your window.
How far in advance should I book CHI → Athens?
We do not publish a number for this, because we cannot measure it yet. Answering it honestly means watching the same departure date on this route over many weeks as it approaches, and that archive is still filling up — so any "book N days ahead" figure here would be borrowed from somewhere else rather than measured. What we can measure is which month is cheap: across 4 months of cached fares, Oct comes out lowest on this route. Our guide Why flight prices change covers what does move a fare.
Are there nonstop flights from Chicago to Athens?
The current cheapest fares involve a connection, ticketed under Air Serbia. We hold no nonstop fare on this route right now, which does not mean none flies — search your exact dates to see what does.
Are these prices guaranteed?
No — these are cached fares found on real searches (this one on 17 October). Airlines reprice constantly, so the booking search re-checks the live price before you pay. Fresher finds are far more likely to still be available.
Next step
Sleeping in Athens?
Lock the flight first — then compare stays for 24 May '27 – 4 Jun '27 · 11 nights.
Browse hotelsMissed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → ATH drop reaches you as soon as we find it.
Follow this route’s feedKeep browsing
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