$214+ Cheap flights from Chicago (CHI) to Guayaquil (GYE)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Sep 5 — Sep 121
Round-trip
1 adult, Economy
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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
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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 August 6, 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 August 6, 2026.
This JetBlue deal was found by Cheapflights users on 8/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:00 am -
1 stop8h 22m
Tue 11/102:30 pm -
1 stop10h 14m
Deal found 8/5![JetBlue logo]()
$409
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop8h 22m
Tue 11/102:30 pm -
1 stop10h 14m
Deal found 8/5![JetBlue logo]()
$470
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
1 stop8h 22m
Sat 10/241:30 pm -
1 stop10h 14m
Deal found 8/5![JetBlue logo]()
$478
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/1710:26 am -
2 stops13h 35m
Thu 9/2410:05 am -
1 stop11h 15m
Deal found 8/3![Multiple Airlines logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/67:05 am -
2 stops28h 16m
Sat 9/1910:05 am -
1 stop11h 15m
Deal found 8/4![Multiple Airlines logo]()
$502
This Avianca deal was found by Cheapflights users on 8/2. 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.
Wed 9/1611:20 pm -
1 stop18h 15m
Tue 9/223:30 am -
1 stop17h 50m
Deal found 8/2![Avianca logo]()
$508
This Copa Airlines deal was found by Cheapflights users on 8/2. 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.
Mon 8/248:02 am -
1 stop27h 20m
Mon 8/3111:48 am -
1 stop13h 14m
Deal found 8/2![Copa Airlines logo]()
$510
This Mytrip deal was found by Cheapflights users on 8/5. 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 9/193:20 pm -
1 stop8h 41m
Sat 9/2612:22 pm -
1 stop12h 40m
Deal found 8/5![Copa Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/248:42 am -
1 stop13h 28m
Sun 10/46:00 am -
1 stop18h 33m
Deal found 8/4![American Airlines logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/167:28 pm -
2 stops28h 33m
Tue 9/223:30 am -
1 stop17h 50m
Deal found 8/2![Multiple Airlines logo]()
$521
This Expedia deal was found by Cheapflights users on 8/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:00 am -
1 stop8h 22m
Mon 11/233:35 pm -
1 stop29h 45m
Deal found 8/5![Multiple Airlines logo]()
$523
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 August 6, 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 August 6, 2026.
This Copa Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 9/38:01 am -
1 stop12h 51m
Sun 9/64:13 am -
1 stop20h 49m
Deal found 8/3![Copa Airlines logo]()
$510
This JetBlue deal was found by Cheapflights users on 8/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/257:00 am -
1 stop8h 35m
Wed 1/272:20 pm -
1 stop10h 24m
Deal found 8/2![JetBlue logo]()
$544
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:50 am -
2 stops14h 48m
Thu 9/248:28 am -
2 stops15h 55m
Deal found 8/4![United Airlines logo]()
$630
This Copa Airlines deal was found by Cheapflights users on 8/2. 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 9/158:01 am -
1 stop27h 20m
Tue 9/222:42 pm -
1 stop10h 20m
Deal found 8/2![Copa Airlines logo]()
$510
This Copa Airlines deal was found by Cheapflights users on 8/2. 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.
Mon 8/248:02 am -
1 stop27h 20m
Mon 8/3111:48 am -
1 stop13h 14m
Deal found 8/2![Copa Airlines logo]()
$510
This Copa Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 9/248:01 am -
1 stop12h 51m
Sun 10/42:33 pm -
1 stop23h 26m
Deal found 8/3![Copa Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:00 am -
2 stops18h 38m
Tue 9/112:22 pm -
2 stops12h 37m
Deal found 8/4![United Airlines logo]()
$639
This Copa Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 1/712:27 am -
1 stop12h 17m
Sat 1/1612:22 pm -
1 stop25h 24m
Deal found 8/2![Copa Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 8/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:05 am -
2 stops16h 32m
Sun 9/612:22 pm -
2 stops21h 53m
Deal found 8/2![United Airlines logo]()
$639
This Copa Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 9/38:01 am -
1 stop16h 00m
Thu 9/1012:22 pm -
1 stop12h 40m
Deal found 8/4![Copa Airlines logo]()
$530
Last-minute flights from Chicago to GuayaquilDiscover last-minute flight deals from Chicago to Guayaquil. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Guayaquil. Data last updated August 6, 2026 and is based on user searches.
This Copa Airlines deal was found by Cheapflights users on 8/2. 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.
Mon 8/248:02 am -
1 stop27h 20m
Mon 8/3111:48 am -
1 stop13h 14m
Deal found 8/2![Copa Airlines logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 8/283:21 pm -
1 stop29h 32m
Thu 9/2410:05 am -
1 stop11h 15m
Deal found 8/4![Multiple Airlines logo]()
$529
This Copa Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 9/38:01 am -
1 stop12h 51m
Mon 9/712:22 pm -
1 stop12h 40m
Deal found 8/3![Copa Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/67:05 am -
2 stops28h 16m
Sat 9/1910:05 am -
1 stop11h 15m
Deal found 8/4![Multiple Airlines logo]()
$502
This Avianca deal was found by Cheapflights users on 8/4. 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.
Fri 9/1111:20 pm -
1 stop15h 15m
Sat 9/1910:05 am -
1 stop11h 15m
Deal found 8/4![Avianca logo]()
$528
This Avianca deal was found by Cheapflights users on 8/2. 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.
Wed 9/1611:20 pm -
1 stop18h 15m
Tue 9/223:30 am -
1 stop17h 50m
Deal found 8/2![Avianca logo]()
$508
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/167:28 pm -
2 stops28h 33m
Tue 9/223:30 am -
1 stop17h 50m
Deal found 8/2![Multiple Airlines logo]()
$521
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/1710:26 am -
2 stops13h 35m
Thu 9/2410:05 am -
1 stop11h 15m
Deal found 8/3![Multiple Airlines logo]()
$484
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:20 pm -
1 stop9h 35m
Thu 9/249:10 am -
1 stop12h 10m
Deal found 8/3![Avianca logo]()
$524
This Mytrip deal was found by Cheapflights users on 8/5. 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 9/193:20 pm -
1 stop8h 41m
Sat 9/2612:22 pm -
1 stop12h 40m
Deal found 8/5![Copa Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/248:42 am -
1 stop13h 28m
Sun 10/46:00 am -
1 stop18h 33m
Deal found 8/4![American Airlines logo]()
$518
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 August 6, 2026.
Search for one-way flight options from Chicago to Guayaquil. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/97:28 pm -
2 stops28h 09m
Deal found 8/2![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 10/139:20 am -
2 stops14h 17m
Deal found 8/5![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 9/227:11 am -
2 stops30h 23m
Deal found 8/6![Multiple Airlines logo]()
$222
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:30 am -
1 stop20h 45m
Deal found 8/5![Arajet logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/2110:26 am -
2 stops13h 11m
Deal found 8/6![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sat 9/266:20 am -
2 stops17h 17m
Deal found 8/6![Multiple Airlines logo]()
$231
This Copa Airlines deal was found by Cheapflights users on 8/2. 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 9/93:20 pm -
1 stop8h 41m
Deal found 8/2![Copa Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 8/317:05 am -
2 stops27h 29m
Deal found 8/5![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/247:11 am -
2 stops16h 26m
Deal found 8/6![Multiple Airlines logo]()
$235
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 10/136:14 am -
1 stop16h 21m
Deal found 8/2![American Airlines logo]()
$236
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Mon 9/218:01 am -
1 stop12h 51m
Deal found 8/6![Copa Airlines logo]()
$237
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 August 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $409 (JetBlue) |
One-way from | $212 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $528 |
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 2,558,603 searches. Data last updated August 6, 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
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 9/3
8:01 am-8:52 pm
1 stop12h 51m
Guayaquil Jose Joaquin de Olmedo
Sun 9/6
4:13 am-1:02 am
1 stop20h 49m
$510
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Tue 9/15
8:01 am-11:21 am
1 stop27h 20m
Guayaquil Jose Joaquin de Olmedo
Tue 9/22
2:42 pm-1:02 am
1 stop10h 20m
$510
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Mon 8/24
8:02 am-11:22 am
1 stop27h 20m
Guayaquil Jose Joaquin de Olmedo
Mon 8/31
11:48 am-1:02 am
1 stop13h 14m
$510
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 9/24
8:01 am-8:52 pm
1 stop12h 51m
Guayaquil Jose Joaquin de Olmedo
Sun 10/4
2:33 pm-1:59 pm
1 stop23h 26m
$510
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 1/7
12:27 am-1:44 pm
1 stop12h 17m
Guayaquil Jose Joaquin de Olmedo
Sat 1/16
12:22 pm-12:46 pm
1 stop25h 24m
$510
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 9/3
8:01 am-12:01 am
1 stop16h 00m
Guayaquil Jose Joaquin de Olmedo
Thu 9/10
12:22 pm-1:02 am
1 stop12h 40m
$530
Quickest round-trip
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Mon 1/25
7:00 am-4:35 pm
1 stop8h 35m
Guayaquil Jose Joaquin de Olmedo
Wed 1/27
2:20 pm-11:44 pm
1 stop10h 24m
$544
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 8/27
8:50 am-11:38 pm
2 stops14h 48m
Guayaquil Jose Joaquin de Olmedo
Thu 9/24
8:28 am-12:23 am
2 stops15h 55m
$630
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Tue 8/25
5:00 am-11:38 pm
2 stops18h 38m
Guayaquil Jose Joaquin de Olmedo
Tue 9/1
12:22 pm-12:59 am
2 stops12h 37m
$639
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 9/3
7:05 am-11:37 pm
2 stops16h 32m
Guayaquil Jose Joaquin de Olmedo
Sun 9/6
12:22 pm-10:15 am
2 stops21h 53m
$639
Showing 1-10 of 18 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 August.
| 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 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
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
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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 $698). 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 below average for this route at the moment.
Chicago to Guayaquil flights typically cost between $478 and $545 in October.The cheapest round-trip price found within the last 5 days was $409 on JetBlue (Oct 23-Nov 10).
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 17 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 August 6, 2026.
Get a feel of what it's like to fly with Copa Airlines,American Airlines, andJetBlue 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
7.4
Boarding
7.8
Food
6.9
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Overall
7.6
Comfort
7.4
Boarding
7.8
Food
6.9
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Overall
7.6
Comfort
7.4
Boarding
7.8
Food
6.9
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Overall
7.6
Comfort
7.4
Boarding
7.8
Food
6.9
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Overall
7.6
Comfort
7.4
Boarding
7.8
Food
6.9
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 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.
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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 August 6, 2026.
Chicago and Guayaquil flights
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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 2,558,603 searches. Data last updated August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$517 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$352 | Average$573 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$359 | Average$664 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$369 | Average$543 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$387 | Average$751 | FlexibilityNo cancel fee | On-time71% |