Route brief · CHI → LIS
Chicago → Lisbon
$520
−37% vs typical
seasonal median $820 · difference $300
Nov 20 – Nov 29 · 9 nights
SAS1 stop
- Usual monthly lows
- $781–$821
- Board rank
- Stronger than 86%
- Route sample
- 4 observed months
Cached fare — the booking search re-prices live before you pay.
Destination briefLISLisbonTiled hills, custard tarts, Atlantic light — TAP’s hub wars keep this Europe’s cheapest gateway.Best windowMar–Jun · Sep–OctAirportsHumberto Delgado (LIS)All routes into LisbonWhen this route gets cheap.
Cached-fare history: across 4 months, Nov is the cheapest for CHI → LIS. Best time to be there: Mar–Jun · Sep–Oct.
Fares bottom out in November around $520 and peak in May near $963 — a $443 spread across the 4 months we track. The cheapest itinerary we are tracking makes one stop and takes about 12 hours outbound, on a 9-night trip — ticketed under SAS, which on a connecting fare need not operate every leg. At $520 for 6,423 km each way, that works out to about $40 per 1,000 km flown. That is below the $44 typical of long-haul fares here. Across the 12 departure cities we track at a similar distance from Lisbon, this fare ranks 5th — 60% above the $326 from Dubai. That puts it in the cheaper half of the 27 routes of similar length we watch out of Chicago, where the middle fare is $592.
The one day we hold a cached fare for
Tap a date → live search
The median cached fare across this calendar is 21% higher than when tracking began on Aug 8 — $790 then versus $955 now, across 4 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 $672, on Sep 26.
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.
Cheapest in Nov · around $520
37% below the $820 typical fare
Cheapest round-trip fare found per month · Chicago → Lisbon · cached-price history
Route facts
- Airports
- O’Hare (ORD) · Midway (MDW) ↔ Humberto Delgado (LIS)
- Flight time
- ~12 hours outbound
- Distance
- ~6,423 km each way
- Typical price
- $820 round-trip (seasonal median)
- Airlines on the board
- SAS
- Itineraries
- Connections on current fares
- Best months to visit
- Mar–Jun · Sep–Oct
CHI → LIS, answered.
Is $520 a good price for Chicago to Lisbon?
Yes — the seasonal median for this route is around $820 round-trip. At $520 you're 37% below that, saving about $300, which we rate great for this route.
What is the cheapest month to fly from Chicago to Lisbon?
Across 4 months of cached-fare history, Nov comes out cheapest on this route. The best months to actually be in Lisbon are Mar–Jun · Sep–Oct — when those overlap, that's your window.
How far in advance should I book CHI → Lisbon?
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, Nov comes out lowest on this route. See /guides/what-moves-a-flight-price/ for what does move a fare.
Are there nonstop flights from Chicago to Lisbon?
The current cheapest fares involve a connection, ticketed under SAS. Nonstop options exist on many dates at higher prices — check the live search for your exact dates.
Are these prices guaranteed?
No — these are cached fares found on real searches (this one on September 1). 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 Lisbon?
Lock the flight first — then compare stays for Nov 20 – Nov 29 · 9 nights.
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Missed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → LIS drop reaches you as soon as we find it.
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