jetBlueDepart14:30
Mon, Dec 21GYE → ORD
8h 04m · 1 stop
$282one way, per person
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- Cheapest fare
- $282
- Cheapest month
- December
- Direct flights
- Not recently
- Quickest trip
- 8h 01m
jetBlue · Mon, Dec 21
from $282
Usually 1+ stop
4,960 km
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Cheapest month to fly from Guayaquil to Chicago
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in December 2026
The lowest fares we've seen for each day, cheapest first.
See every date in December 2026 →Plan the rest of your trip to Chicago
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Getting around
About flights from Guayaquil to Chicago
Guayaquil (GYE) and Chicago (CHI) are about 4,960 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 8h 01m. Over the next few months, one-way fares start from $282, and December 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Guayaquil to Chicago?
The cheapest one-way fare we've seen recently is $282 with jetBlue, departing Monday, December 21, 2026. Over the coming months, the lowest fare in each month ranges from $282 to $428.
What is the cheapest month to fly from Guayaquil to Chicago?
December 2026 currently has the lowest fares, from $282 one way.
Are there direct flights from Guayaquil to Chicago?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Guayaquil to Chicago?
The quickest journey we've seen takes about 8h 01m. Guayaquil and Chicago are around 4,960 km apart.
Which airlines fly from Guayaquil to Chicago?
Recent fares on this route were with jetBlue.
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