
CHI to SJUPuerto Rico
San Juan
$162
usually $340
−52%
Most monthly lows $287–$340. Cheaper than every other month on record (3).
Display prices in
Flights · CHI → BEG
Best fare, round trip
$519
−23%
below its usual $675
you keep $156
Most of this route’s monthly lows fall between $606 and $675. The drop beats 63% of measured fares on the board, over 4 observed months.
Cached fare — the booking search re-prices live before you pay.
SerbiaBelgradeTwo rivers, a fortress between them, and nightlife that starts when other capitals are closing.Best windowMay–Jun · Sep–OctAirportsNikola Tesla (BEG)Every route into BelgradeFare seasonality
Fares bottom out in December around $519 and peak in October near $729, 40% dearer, across the 4 months we track. The cheapest itinerary we are tracking makes 2 stops and takes about 12 hours outbound, on a 48-night trip — ticketed under United, which on a connecting fare need not operate every leg. At $519 for 8,024 km each way, that works out to about $32 per 1,000 km flown. That is below the $44 per 1,000 km typical of long-haul fares here. Of the 17 departure cities we track at a similar distance from Belgrade, this is the cheapest right now — though Dallas is within a few dollars. That puts it in the cheaper half of the 36 routes of similar length we watch out of Chicago, where the middle fare is $730. The best time to be in Belgrade: May–Jun · Sep–Oct.
Day-level prices for the next 4 months
Press a day to compare its fares
The median cached fare across this calendar is 12% lower than when tracking began on 8 Aug — $826 then versus $731 now, across 17 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 $511, on 18 Sep.
Cached day-level data for this route is sparse — 22 of 111 days priced, from 74 tracked fares. The days below are shown as found, with no cheapest-day or below-median call.
October 2026
November 2026
December 2026
January 2027
Cheapest in Dec, around $519
23% below the $675 typical fare
Cheapest round-trip fare found each month, Chicago to Belgrade, from cached prices.
Route facts
Good to know
Yes — the seasonal median for this route is around $675 round-trip. At $519 you're 23% below that, which we rate good for this route.
Across 4 months of cached-fare history, Dec comes out cheapest on this route. The best months to actually be in Belgrade are May–Jun · Sep–Oct — when those overlap, that's your window.
We do not publish a number for this, because we cannot measure it yet.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, Dec comes out lowest on this route. Our guide Why flight prices change covers what does move a fare.
The current cheapest fares involve a connection, ticketed under United. We hold no nonstop fare on this route right now, which does not mean none flies — search your exact dates to see what does.
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 Belgrade?
Lock the flight first — then compare stays for 13 Dec – 30 Jan '27 · 48 nights.
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Cached fares expire. This route has a feed of its own — follow it and the next CHI → BEG drop reaches you as soon as we find it.
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