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 → OPO
Chicago to Porto
Best fare, round trip
$1,036
Too little price history on this route to compare — the fare is shown as found.
Found
- Depart
- Thu 3 Jun
- Return
- Tue 8 Jun
- Stay
- 5 nights
- Flight
- 3 stops · 10.5h
- Airline
Porter Airlines
Cached fare — the booking search re-prices live before you pay.
PortugalPortoGranite, port wine and a river gorge through the middle — cheaper and steeper than Lisbon.Best windowMay–Jun · Sep–OctAirportsFrancisco Sá Carneiro (OPO)Every route into PortoFare seasonality
When this route gets cheap.
The cheapest itinerary we are tracking makes 3 stops and takes about 10.5 hours outbound, on a 5-night trip — ticketed under Porter Airlines, which on a connecting fare need not operate every leg. At $1,036 for 6,326 km each way, that works out to about $82 per 1,000 km flown. That is above the $44 per 1,000 km typical of long-haul fares here. Across the 9 departure cities we track at a similar distance from Porto, this fare ranks 9th — 2.1× the $503 we hold from Dubai. For context, the middle fare among the 26 routes of similar length we watch out of Chicago is $729. We have 1 month of cached prices for this route so far — not enough to call a fare cheap or expensive, so we publish the price without a percentage. Fare history here is still too short to name a cheap season. The best time to be in Porto: May–Jun · Sep–Oct.
We are still collecting this route's months — 1 month of cached prices so far, too few to chart.
Route facts
- Airports
- O’Hare (ORD) · Midway (MDW) ↔ Francisco Sá Carneiro (OPO)
- Flight time
- ≈10.5 hours outbound
- Distance
- ≈6,326 km each way
- Airlines on the board
- Porter Airlines
- Itineraries
- Connections on current fares
- Best months to visit
- May–Jun · Sep–Oct
Good to know
CHI → OPO, answered.
How far in advance should I book CHI → Porto?
We do not publish a number for this, because we cannot measure it yet.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. Our guide Why flight prices change covers the levers we can measure.
Are there nonstop flights from Chicago to Porto?
The current cheapest fares involve a connection, ticketed under Porter Airlines. 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 14 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 Porto?
Lock the flight first — then compare stays for 3–8 Jun '27 · 5 nights.
Browse hotelsMissed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → OPO drop reaches you as soon as we find it.
Follow this route’s feedKeep browsing
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