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 → ROM
Chicago to Rome
Best fare, round trip
$542
−31%
below its usual $790
you keep $248
GreatFound
- Depart
- Sat 17 Apr
- Return
- Sat 24 Apr
- Stay
- 7 nights
- Flight
- 1 stop · 11h
- Airline
SAS
Most of this route’s monthly lows fall between $758 and $838. The drop beats 79% of measured fares on the board, over 5 observed months.
Cached fare — the booking search re-prices live before you pay.
ItalyRomeTwenty-eight centuries of showing off. Shoulder-season fares make the Colosseum a weekend idea.Best windowApr–Jun · Sep–OctAirportsFiumicino (FCO) · Ciampino (CIA)Every route into RomeFare seasonality
When this route gets cheap.
Fares bottom out in April around $542 and peak in December near $1,135, 109% dearer, across the 5 months we track. The cheapest itinerary we are tracking makes one stop and takes about 11 hours outbound, on a 7-night trip — ticketed under SAS, which on a connecting fare need not operate every leg. At $542 for 7,741 km each way, that works out to about $35 per 1,000 km flown. That is below the $44 per 1,000 km typical of long-haul fares here. Across the 15 departure cities we track at a similar distance from Rome, this fare ranks 6th — 18% above the $458 from Delhi. That puts it in the cheaper half of the 35 routes of similar length we watch out of Chicago, where the middle fare is $730. The best time to be in Rome: Apr–Jun · Sep–Oct.
The 2 days we hold a cached fare for
Press a date to compare its fares
The median cached fare across this calendar is 31% higher than when tracking began on 8 Aug — $737 then versus $963 now, across 22 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 $421, on 27 Sep.
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 17 Oct 2026
Cheapest in Apr, around $542
31% below the $790 typical fare
$791Nov, around the usual price. Compare November fares.$1135Dec, above the usual price. Compare December fares.$542Apr ’27, the cheapest month. Compare April fares.$758May, around the usual price. Compare May fares.$838Jul, above the usual price. Compare July fares.
CheapestBelow usualUsualAbove usualPress a month to compare its fares
Cheapest round-trip fare found each month, Chicago to Rome, from cached prices.
Route facts
- Airports
- O’Hare (ORD) · Midway (MDW) ↔ Fiumicino (FCO) · Ciampino (CIA)
- Flight time
- ≈11 hours outbound
- Distance
- ≈7,741 km each way
- Typical price
- $790 round-trip (seasonal median)
- Airlines on the board
- SAS
- Itineraries
- Connections on current fares
- Best months to visit
- Apr–Jun · Sep–Oct
Good to know
CHI → ROM, answered.
Is $542 a good price for Chicago to Rome?
Yes — the seasonal median for this route is around $790 round-trip. At $542 you're 31% below that, which we rate great for this route.
What is the cheapest month to fly from Chicago to Rome?
Across 5 months of cached-fare history, Apr comes out cheapest on this route. The best months to actually be in Rome are Apr–Jun · Sep–Oct — when those overlap, that's your window.
How far in advance should I book CHI → Rome?
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 5 months of cached fares, Apr 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 Rome?
The current cheapest fares involve a connection, ticketed under SAS. 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 Rome?
Lock the flight first — then compare stays for 17–24 Apr '27 · 7 nights.
Browse hotelsMissed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → ROM drop reaches you as soon as we find it.
Follow this route’s feedKeep browsing
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