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 → PTY
Chicago to Panama City
Best fare, round trip
$440
Too little price history on this route to compare — the fare is shown as found.
Found
- Depart
- Fri 14 May
- Return
- Fri 21 May
- Stay
- 7 nights
- Flight
- 1 stop · 6.5h
- Airline
American
Cached fare — the booking search re-prices live before you pay.
PanamaPanama CitySkyline on one side, colonial casco on the other, and Copa’s hub making Latin America cheap to reach.Best windowDec–AprAirportsTocumen (PTY)Every route into Panama CityFare seasonality
When this route gets cheap.
The cheapest itinerary we are tracking makes one stop and takes about 6.5 hours outbound, on a 7-night trip — ticketed under American, which on a connecting fare need not operate every leg. At $440 for 3,742 km each way, that works out to about $59 per 1,000 km flown. That is above the $43 per 1,000 km typical of medium-haul fares here. Across the 7 departure cities we track at a similar distance from Panama City, this fare ranks 2nd — 29% above the $341 from Dallas. For context, the middle fare among the 6 routes of similar length we watch out of Chicago is $373. 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 Panama City: Dec–Apr.
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) ↔ Tocumen (PTY)
- Flight time
- ≈6.5 hours outbound
- Distance
- ≈3,742 km each way
- Airlines on the board
- American
- Itineraries
- Connections on current fares
- Best months to visit
- Dec–Apr
Good to know
CHI → PTY, answered.
How far in advance should I book CHI → Panama City?
We do not publish a number for this, because we cannot measure it yet.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 Panama City?
The current cheapest fares involve a connection, ticketed under American. 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 Panama City?
Lock the flight first — then compare stays for 14–21 May '27 · 7 nights.
Browse hotelsMissed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → PTY drop reaches you as soon as we find it.
Follow this route’s feedKeep browsing
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