The cheapest month to fly from Chicago to Thessaloniki is November, with fares from €279. The most expensive period is August, when prices can reach €558+ — a difference of €279 per ticket. Booking on a Wednesday and travelling off-peak can save you significantly on the 8,509 km ORD–SKG sector.
Estimated seasonal guide, not live fare data: we do not yet have enough observed fares on this route to show real monthly prices. Use the live fares above for actual pricing.
| Month | From price | vs cheapest | Verdict |
|---|---|---|---|
| January | €296 | +€17 | Good value |
| February | €314 | +€35 | Good value |
| March | €349 | +€70 | Good value |
| April | €401 | +€122 | Average |
| May | €383 | +€104 | Average |
| June | €453 | +€174 | Average |
| July | €540 | +€261 | Expensive |
| August | €558 | +€279 | Expensive |
| September | €366 | +€87 | Average |
| October | €331 | +€52 | Good value |
| November | €279 | Cheapest | Best value |
| December | €436 | +€157 | Average |
On the Chicago–Thessaloniki route, Wednesdays are typically the cheapest day to fly, while Sundays are most expensive. Mid-week departures (Tuesday, Wednesday) save an average of 15–25% compared to weekend travel.
Top-rated tours and experiences in Thessaloniki, ranked by traveller rating. Prices are per person and change with date and group size.
Nightly rates in Thessaloniki for a sample two-night stay for two adults from 29 Sep 2026, cheapest first. Rates move with your dates — check availability for a live quote.
