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Belgrade skyline — flights from Chicago from €282, cheapest in November

Chicago to Belgrade: buy now or wait?

Typical one-way fare Chicago→Belgrade: €333 (median of 40 daily lowest fares we tracked); under €283 is a good price; cheapest month: November; book 28–41 days ahead.

Buy now FareScore 77/100
usually $372 $315 ≈ €282 Today's best fare

Cheaper than 77% of what we have seen

28 Nov TAP Portugal With a stop
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All fares Chicago → Belgrade

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What the history says

Prices recorded 101
Typical price €333
Lowest we saw €257
You save today €51

Based on 101 prices we recorded on this exact route, compared against the same departure month.

Best booking window

28–41 days — is when this route has been cheapest to book: €316 typical, on 15 observations. That is about €55 less than booking in the last two weeks.

Cheapest months to fly to Belgrade

November €333 62 observations
January €333 6 observations
October €355 22 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.
What is the cheapest day of the week to fly?
Wednesday. Comparing each fare with the median of its own route, Wednesday departures were +3.8% and Tuesday +4.3%, while Friday was the dearest at +10.4%. Weekend departures cost more than midweek ones.
What is the cheapest day of the week to fly?
Wednesday. Comparing each fare with the median of its own route, Wednesday departures were +3.8% and Tuesday +4.3%, while Friday was the dearest at +10.4%. Weekend departures cost more than midweek ones.

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