Cheap Flights from Chicago to Guayaquil
Looking for cheap flights from Chicago to Guayaquil? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Guayaquil vary by season and date, but economy flights can start around 13,170–25,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Guayaquil for specific travel dates.
2026-04-25
ORD - GYE
Economy | 1 Stop | 4 left
From 25,000 Pts + $5.6
2026-06-07
ORD - GYE
Economy | 1 Stop | 9+ left
From 20,660 Pts + $34
2026-06-07
ORD - GYE
Economy | 2 Stops
From 25,000 Pts + $5.6
2026-06-08
ORD - GYE
Economy | 1 Stop | 6 left
From 13,170 Pts + $34
2026-06-09
ORD - GYE
Economy | 2 Stops | 7 left
From 25,000 Pts + $5.6
2026-06-09
ORD - GYE
Economy | 1 Stop | 2 left
From 13,170 Pts + $34
Premium cabin flights from Chicago to Guayaquil
Premium cabin
2026-04-24
ORD - GYE
Business | 2 Stops
From 69,500 Pts + $5.6
Premium cabin
2026-04-25
ORD - GYE
First | 2 Stops
From 96,500 Pts + $5.6
Premium cabin
2026-04-25
ORD - GYE
Business | 2 Stops
From 45,500 Pts + $5.6
Premium cabin
2026-04-25
ORD - GYE
Business | 2 Stops | 2 left
From 60,500 Pts + $5.6
Premium cabin
2026-06-07
ORD - GYE
Business | 2 Stops
From 49,000 Pts + $5.6
Premium cabin
2026-06-07
ORD - GYE
Business | 1 Stop | 4 left
From 50,000 Pts + $77.4
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Frequently Asked Questions
The cheapest route from Chicago to Guayaquil depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Guayaquil.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Guayaquil.
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