$241+ Cheap flights from Chicago (CHI) to Guayaquil (GYE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Nov 19 — Nov 261
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Guayaquil with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Guayaquil
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to GuayaquilExplore the most affordable flight options available from Chicago to Guayaquil. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
Explore the most affordable flight options available from Chicago to Guayaquil. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
This American Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 am -
1 stop15h 39m
Mon 10/266:00 am -
1 stop17h 33m
Deal found 10/15![American Airlines logo]()
$539
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:35 am -
1 stop9h 00m
Thu 11/128:25 am -
2 stops32h 12m
Deal found 10/16![Multiple Airlines logo]()
$545
This Avianca deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:30 pm -
1 stop9h 30m
Sat 11/79:10 am -
1 stop12h 20m
Deal found 10/18![Avianca logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:13 pm -
1 stop8h 27m
Tue 12/16:34 pm -
2 stops44h 22m
Deal found 10/16![Multiple Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:59 am -
1 stop15h 17m
Sun 11/83:34 pm -
1 stop17h 26m
Deal found 10/17![American Airlines logo]()
$551
This Copa Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:35 am -
1 stop26h 43m
Mon 11/232:47 pm -
1 stop10h 24m
Deal found 10/15![Copa Airlines logo]()
$554
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:43 am -
1 stop13h 56m
Fri 11/66:00 am -
1 stop19h 44m
Deal found 10/16![American Airlines logo]()
$559
This Copa Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:13 pm -
1 stop22h 29m
Tue 12/812:22 pm -
1 stop25h 24m
Deal found 10/17![Copa Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:31 pm -
2 stops13h 43m
Thu 10/294:19 pm -
2 stops20h 28m
Deal found 10/16![Delta logo]()
$672
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:27 pm -
2 stops17h 47m
Mon 11/25:00 pm -
2 stops20h 47m
Deal found 10/18![Delta logo]()
$725
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:04 am -
2 stops18h 36m
Fri 11/135:00 pm -
2 stops20h 51m
Deal found 10/18![Delta logo]()
$841
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
2 stops18h 40m
Tue 12/85:00 pm -
2 stops21h 01m
Deal found 10/17![Delta logo]()
$849
Best flights from Chicago to GuayaquilDiscover carefully curated flight deals from Chicago to Guayaquil that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
Discover carefully curated flight deals from Chicago to Guayaquil that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1710:40 am -
1 stop20h 22m
Tue 3/304:00 pm -
1 stop20h 36m
Deal found 10/18![Delta logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:13 pm -
1 stop8h 27m
Tue 12/16:34 pm -
2 stops44h 22m
Deal found 10/16![Multiple Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:59 am -
1 stop15h 17m
Sun 11/83:34 pm -
1 stop17h 26m
Deal found 10/16![American Airlines logo]()
$559
This Copa Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:13 pm -
1 stop22h 29m
Tue 12/812:22 pm -
1 stop25h 24m
Deal found 10/17![Copa Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1912:30 pm -
2 stops18h 32m
Tue 3/304:00 pm -
2 stops19h 51m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/209:55 am -
2 stops21h 07m
Sat 3/274:00 pm -
2 stops19h 51m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/221:00 pm -
2 stops18h 02m
Mon 3/294:00 pm -
2 stops20h 33m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1912:30 pm -
2 stops18h 32m
Wed 3/314:00 pm -
2 stops24h 50m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/205:35 pm -
2 stops13h 27m
Thu 4/14:00 pm -
2 stops24h 50m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/221:35 pm -
2 stops17h 27m
Fri 4/24:00 pm -
2 stops22h 57m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/173:00 pm -
2 stops16h 02m
Sat 3/274:00 pm -
1 stop17h 24m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/56:10 pm -
1 stop12h 52m
Fri 4/94:00 pm -
2 stops24h 37m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/26:10 pm -
1 stop12h 52m
Mon 4/124:00 pm -
2 stops26h 32m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/110:40 am -
1 stop20h 22m
Fri 4/94:00 pm -
2 stops21h 20m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/26:10 pm -
1 stop12h 52m
Fri 4/94:00 pm -
2 stops24h 37m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/312:15 pm -
2 stops18h 47m
Sun 4/114:00 pm -
1 stop20h 36m
Deal found 10/18![Delta logo]()
$547
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/295:35 pm -
2 stops13h 27m
Mon 4/54:00 pm -
2 stops20h 33m
Deal found 10/17![Delta logo]()
$563
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2910:40 am -
1 stop20h 22m
Mon 4/54:00 pm -
2 stops20h 37m
Deal found 10/17![Delta logo]()
$563
This Delta deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/79:55 am -
2 stops21h 07m
Wed 2/245:00 pm -
2 stops24h 25m
Deal found 10/15![Delta logo]()
$565
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1112:30 pm -
2 stops18h 32m
Tue 3/164:00 pm -
2 stops20h 33m
Deal found 10/17![Delta logo]()
$726
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1912:30 pm -
2 stops18h 32m
Sat 3/274:00 pm -
2 stops19h 51m
Deal found 10/19![Delta logo]()
$781
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/211:00 pm -
2 stops18h 02m
Sun 1/315:00 pm -
2 stops19h 51m
Deal found 10/19![Delta logo]()
$781
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/205:35 pm -
2 stops13h 27m
Tue 2/25:00 pm -
2 stops19h 51m
Deal found 10/14![Delta logo]()
$781
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
2 stops18h 40m
Tue 12/85:00 pm -
2 stops21h 01m
Deal found 10/17![Delta logo]()
$849
Last-minute flights from Chicago to GuayaquilDiscover last-minute flight deals from Chicago to Guayaquil. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Guayaquil. Data last updated October 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:27 pm -
2 stops17h 47m
Mon 11/25:00 pm -
2 stops20h 47m
Deal found 10/18![Delta logo]()
$725
This American Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 am -
1 stop15h 39m
Mon 10/266:00 am -
1 stop17h 33m
Deal found 10/15![American Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:31 pm -
2 stops13h 43m
Thu 10/294:19 pm -
2 stops20h 28m
Deal found 10/16![Delta logo]()
$672
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:43 am -
1 stop13h 56m
Fri 11/66:00 am -
1 stop19h 44m
Deal found 10/16![American Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:59 am -
1 stop15h 17m
Sun 11/83:34 pm -
1 stop17h 26m
Deal found 10/17![American Airlines logo]()
$551
This Avianca deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:30 pm -
1 stop9h 30m
Sat 11/79:10 am -
1 stop12h 20m
Deal found 10/18![Avianca logo]()
$548
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:30 pm -
1 stop15h 40m
Mon 11/93:30 am -
1 stop18h 00m
Deal found 10/18![Avianca logo]()
$571
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:04 am -
2 stops18h 36m
Fri 11/135:00 pm -
2 stops20h 51m
Deal found 10/18![Delta logo]()
$841
This Copa Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:35 am -
1 stop26h 43m
Mon 11/232:47 pm -
1 stop10h 24m
Deal found 10/15![Copa Airlines logo]()
$554
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:35 am -
1 stop9h 00m
Thu 11/128:25 am -
2 stops32h 12m
Deal found 10/16![Multiple Airlines logo]()
$545
This Mytrip deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:15 am -
2 stops21h 05m
Sat 11/2110:10 am -
3 stops23h 04m
Deal found 10/15![Multiple Airlines logo]()
$926
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:13 pm -
1 stop8h 27m
Tue 12/16:34 pm -
2 stops44h 22m
Deal found 10/16![Multiple Airlines logo]()
$550
One-way flights from Chicago to GuayaquilSearch for one-way flight options from Chicago to Guayaquil. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
Search for one-way flight options from Chicago to Guayaquil. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/16:00 am -
3 stops18h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Multiple Airlines logo]()
$241
This Copa Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:13 pm -
1 stop8h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Copa Airlines logo]()
$243
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/18:29 am -
2 stops14h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![American Airlines logo]()
$246
This Arajet deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/295:45 am -
1 stop18h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Arajet logo]()
$248
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/66:10 pm -
1 stop12h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/179:05 am -
2 stops13h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![American Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/311:18 pm -
3 stops35h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/45:32 pm -
3 stops30h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:35 pm -
3 stops41h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:45 am -
2 stops13h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/41:18 pm -
3 stops35h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$302
This Copa Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:13 pm -
1 stop26h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Copa Airlines logo]()
$304
Find flight deals from Chicago to Guayaquil
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Guayaquil (GYE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $539 (American Airlines) |
One-way from | $241 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $513 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Guayaquil that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 20, 2026.
Use the filters below to find and compare flights from Chicago to Guayaquil that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Wed 11/18
2:13 pm-11:40 pm
1 stop8h 27m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$243
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Fri 1/29
5:45 am-1:20 am
1 stop18h 35m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$248
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Wed 3/17
10:40 am-7:02 am
1 stop20h 22m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$256
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Fri 10/30
3:13 pm-5:32 pm
1 stop26h 19m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$304
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Sun 1/31
4:08 pm-1:55 am
3 stops32h 47m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$309
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 12/10
7:35 am-8:57 pm
1 stop12h 22m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$327
ChicagoGuayaquil
MDW Chicago Midway - GYE Guayaquil Jose Joaquin de Olmedo
MDWGYE
Chicago Midway
Wed 11/18
6:08 am-11:18 am
3 stops28h 10m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$334
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Wed 11/18
7:00 am-11:40 pm
2 stops15h 40m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$345
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Sat 1/30
6:00 am-1:44 pm
3 stops30h 44m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$355
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Sat 10/24
3:20 pm-12:01 am
1 stop8h 41m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$363
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from Chicago to Guayaquil
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Guayaquil in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Guayaquil flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Guayaquil flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Guayaquil flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Guayaquil flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Guayaquil flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Guayaquil
Have a flexible travel schedule? Discover the best time to fly to Guayaquil from Chicago with our price prediction graph.
CHI-GYE
ORD-GYE
MDW-GYE
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Guayaquil
CHI-GYE
ORD-GYE
MDW-GYE
What is the cheapest month to book a flight from Chicago to Guayaquil?
Currently, April is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $415). Flying from Chicago to Guayaquil in December is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Guayaquil?
Airfare is typical for this route at the moment.
Chicago to Guayaquil flights typically cost between $454 and $632 in January.The cheapest round-trip price found within the last 5 days was $539 on American Airlines (Jan 30-Feb 13).
What’s the top layover airport for flights from Chicago to Guayaquil?
Share of 1-stop round-trip flights from Chicago to Guayaquil chosen by Cheapflights users in the past 12 months, using the same layover each way.
Panama City (PTY) – chosen by Cheapflights users on 70% of 1-stop itineraries from Chicago to Guayaquil on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Guayaquil?
Average round-trip fare for 1-stop flights from Chicago to Guayaquil, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $413.
What’s the fastest layover option from Chicago to Guayaquil?
Shortest average travel time for 1-stop one-way flights from Chicago to Guayaquil, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 8h 41m.
Which airport typically offers the quickest layover for flights from Chicago to Guayaquil?
Average layover duration for 1-stop one-way flights from Chicago to Guayaquil, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 49m.
How far ahead should I book a flight from Chicago to Guayaquil?
To ensure you get the cheapest price possible for a flight from Chicago to Guayaquil, you should look to book at least 2 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Reviews of airlines servicing Guayaquil
Get insights into the airlines that provide service to Guayaquil. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Guayaquil. Reviews last updated October 20, 2026.
Get a feel of what it's like to fly with Copa Airlines,JetBlue, andAmerican Airlines from Chicago to Guayaquil by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.6
Comfort
7.5
Crew
8.1
Food
7.0
Boarding
7.8
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Comfort
7.5
Crew
8.1
Food
7.0
Boarding
7.8
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Comfort
7.5
Crew
8.1
Food
7.0
Boarding
7.8
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Comfort
7.5
Crew
8.1
Food
7.0
Boarding
7.8
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Overall
7.6
Comfort
7.5
Crew
8.1
Food
7.0
Boarding
7.8
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Related info for your journey
Find useful and relevant information for your journey from Chicago to Guayaquil. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Guayaquil flight routes
Other flight options
Other flights from Chicago
Popular flights
Alternative routes for Chicago to Guayaquil
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Guayaquil by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Guayaquil by cabin class
Find flights from Chicago to Guayaquil, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Guayaquil
Explore flights to Guayaquil departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 20, 2026.
Chicago and Guayaquil flights
Browse other Chicago and Guayaquil flight options. Last updated on October 20, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Chicago to Guayaquil
Discover the top 5 airlines that operate flights from Chicago to Guayaquil. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$514 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$363 | Average$590 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$376 | Average$547 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$382 | Average$666 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$387 | Average$777 | FlexibilityNo cancel fee | On-time71% |