$203+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Oct 4 — Oct 111
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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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 September 4, 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 September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/208:01 am -
1 stop16h 00m
Fri 11/62:47 pm -
1 stop10h 24m
Deal found 8/30![Copa Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/208:01 am -
1 stop12h 51m
Wed 11/114:22 am -
1 stop9h 24m
Deal found 8/31![Copa Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 10/193:20 pm -
1 stop8h 41m
Mon 10/262:45 pm -
1 stop10h 20m
Deal found 9/3![Copa Airlines logo]()
$465
This Copa Airlines deal was found by Cheapflights users on 9/3. 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.
Mon 10/198:01 am -
1 stop26h 32m
Sun 11/14:22 am -
1 stop9h 24m
Deal found 9/3![Copa Airlines logo]()
$469
This Cheapflightsfares deal was found by Cheapflights users on 9/1. 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.
Fri 10/167:00 am -
1 stop8h 24m
Fri 10/231:30 pm -
1 stop10h 00m
Deal found 9/1![JetBlue logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Mon 10/197:29 pm -
1 stop18h 00m
Mon 11/26:00 am -
1 stop16h 36m
Deal found 9/2![American Airlines logo]()
$477
This Copa Airlines deal was found by Cheapflights users on 9/3. 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.
Wed 10/73:20 pm -
1 stop26h 10m
Wed 10/214:14 am -
1 stop20h 43m
Deal found 9/3![Copa Airlines logo]()
$493
This BusinessClass deal was found by Cheapflights users on 8/31. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:29 am -
2 stops16h 10m
Sun 11/153:34 pm -
1 stop18h 56m
Deal found 8/31![GOL logo]()
$503
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/218:01 am -
1 stop12h 51m
Sat 11/74:22 am -
1 stop9h 24m
Deal found 9/2![Copa Airlines logo]()
$507
This Copa Airlines deal was found by Cheapflights users on 9/2. 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 9/248:01 am -
1 stop9h 29m
Sun 10/48:24 am -
1 stop16h 33m
Deal found 9/2![Copa Airlines logo]()
$516
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 September 4, 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 September 4, 2026.
This American Airlines deal was found by Cheapflights users on 8/30. 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 10/197:29 pm -
1 stop18h 00m
Mon 11/26:00 am -
1 stop16h 36m
Deal found 8/30![American Airlines logo]()
$477
This Copa Airlines deal was found by Cheapflights users on 9/3. 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.
Wed 10/73:20 pm -
1 stop26h 10m
Wed 10/214:14 am -
1 stop20h 43m
Deal found 9/3![Copa Airlines logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/298:01 am -
1 stop9h 29m
Wed 10/76:30 pm -
2 stops45h 00m
Deal found 8/30![Multiple Airlines logo]()
$618
This United Airlines deal was found by Cheapflights users on 8/30. 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 10/207:30 am -
2 stops16h 07m
Fri 11/62:47 pm -
2 stops28h 44m
Deal found 8/30![United Airlines logo]()
$659
This Copa Airlines deal was found by Cheapflights users on 9/1. 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 12/27:35 am -
1 stop26h 47m
Sun 12/1312:22 pm -
1 stop12h 49m
Deal found 9/1![Copa Airlines logo]()
$595
This American Airlines deal was found by Cheapflights users on 9/1. 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.
Sat 11/148:38 am -
2 stops13h 38m
Sun 11/293:35 pm -
1 stop17h 25m
Deal found 9/1![American Airlines logo]()
$616
This United Airlines deal was found by Cheapflights users on 9/2. 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.
Mon 10/197:30 am -
2 stops16h 07m
Fri 11/612:24 pm -
2 stops13h 21m
Deal found 9/2![United Airlines logo]()
$659
This Copa Airlines deal was found by Cheapflights users on 9/2. 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 9/228:01 am -
1 stop15h 36m
Wed 12/92:45 pm -
1 stop10h 26m
Deal found 9/2![Copa Airlines logo]()
$615
This American Airlines deal was found by Cheapflights users on 8/30. 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 10/158:29 am -
2 stops14h 10m
Tue 10/272:29 pm -
1 stop17h 18m
Deal found 8/30![American Airlines logo]()
$618
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Fri 9/186:30 am -
2 stops11h 00m
Sun 10/48:24 am -
2 stops15h 59m
Deal found 8/31![United Airlines logo]()
$679
This American Airlines deal was found by Cheapflights users on 9/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/18:38 am -
2 stops13h 38m
Sun 11/83:34 pm -
1 stop17h 26m
Deal found 9/3![American Airlines logo]()
$638
Last-minute flights from Chicago to GuayaquilDiscover last-minute flight deals from Chicago to Guayaquil. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Guayaquil. Data last updated September 4, 2026 and is based on user searches.
This Copa Airlines deal was found by Cheapflights users on 9/2. 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 9/248:01 am -
1 stop9h 29m
Sun 10/48:24 am -
1 stop16h 33m
Deal found 9/2![Copa Airlines logo]()
$516
This Copa Airlines deal was found by Cheapflights users on 9/3. 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.
Wed 10/73:20 pm -
1 stop26h 10m
Wed 10/214:14 am -
1 stop20h 43m
Deal found 9/3![Copa Airlines logo]()
$493
This Cheapflightsfares deal was found by Cheapflights users on 9/1. 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.
Fri 10/167:00 am -
1 stop8h 24m
Fri 10/231:30 pm -
1 stop10h 00m
Deal found 9/1![JetBlue logo]()
$472
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 10/193:20 pm -
1 stop8h 41m
Mon 10/262:45 pm -
1 stop10h 20m
Deal found 9/3![Copa Airlines logo]()
$465
This Copa Airlines deal was found by Cheapflights users on 9/3. 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.
Mon 10/198:01 am -
1 stop26h 32m
Sun 11/14:22 am -
1 stop9h 24m
Deal found 9/3![Copa Airlines logo]()
$469
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Mon 10/197:29 pm -
1 stop18h 00m
Mon 11/26:00 am -
1 stop16h 36m
Deal found 9/2![American Airlines logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/208:01 am -
1 stop16h 00m
Fri 11/62:47 pm -
1 stop10h 24m
Deal found 8/30![Copa Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/208:01 am -
1 stop12h 51m
Wed 11/114:22 am -
1 stop9h 24m
Deal found 8/31![Copa Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/218:01 am -
1 stop12h 51m
Sat 11/74:22 am -
1 stop9h 24m
Deal found 9/2![Copa Airlines logo]()
$507
This BusinessClass deal was found by Cheapflights users on 8/31. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:29 am -
2 stops16h 10m
Sun 11/153:34 pm -
1 stop18h 56m
Deal found 8/31![GOL logo]()
$503
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 September 4, 2026.
Search for one-way flight options from Chicago to Guayaquil. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/213:20 pm -
1 stop8h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Copa Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Tue 10/208:01 am -
1 stop12h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Copa Airlines logo]()
$208
This Copa Airlines deal was found by Cheapflights users on 9/3. 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 11/262:13 pm -
1 stop22h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Copa Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:00 am -
1 stop8h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![JetBlue logo]()
$213
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/137:29 pm -
1 stop18h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 8/31. 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 11/179:50 am -
2 stops12h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![American Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Wed 10/288:35 am -
1 stop15h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Copa Airlines logo]()
$223
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Wed 10/289:30 am -
2 stops13h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Mon 10/193:20 pm -
1 stop8h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Copa Airlines logo]()
$234
This Copa Airlines deal was found by Cheapflights users on 9/2. 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 10/18:01 am -
1 stop15h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Copa Airlines logo]()
$236
This TravelUp deal was found by Cheapflights users on 9/1. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:20 am -
1 stop21h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Arajet logo]()
$242
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 September 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $456 (Kiwi.com) |
One-way from | $203 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $530 |
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 September 4, 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 11/12
7:35 am-8:56 pm
1 stop12h 21m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$212
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 11/26
2:13 pm-1:42 pm
1 stop22h 29m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$212
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Tue 11/17
2:13 pm-1:42 pm
1 stop22h 29m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$212
Quickest round-trip
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Mon 10/19
3:20 pm-11:37 pm
1 stop8h 17m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$234
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Sat 10/24
7:00 am-3:24 pm
1 stop8h 24m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$277
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 11/12
10:26 am-11:40 pm
2 stops12h 14m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$285
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Mon 10/19
6:00 am-11:37 pm
3 stops17h 37m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$290
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 9/17
8:01 am-12:01 am
1 stop16h 00m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$297
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Mon 9/28
5:30 am-11:37 pm
2 stops18h 07m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$305
ChicagoGuayaquil
ORD Chicago O'Hare Intl - GYE Guayaquil Jose Joaquin de Olmedo
ORDGYE
Chicago O'Hare Intl
Thu 10/1
6:00 am-11:37 pm
2 stops17h 37m
Guayaquil Jose Joaquin de Olmedo
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$315
Showing 1-10 of 22 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 September.
| 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.
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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 $663). 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 $435 and $530 in October.The cheapest round-trip price found within the last 5 days was $456 on Copa Airlines (Oct 20-Nov 6).
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 72% 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 50m.
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 September 4, 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.
Entertainment
6.9
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.9
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.9
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.9
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.9
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.9
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.9
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.9
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.9
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.9
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Related info for your journey
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Other flights to Guayaquil
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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 7,457,451 searches. Data last updated September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$532 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$352 | Average$573 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$369 | Average$540 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$382 | Average$666 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$387 | Average$777 | FlexibilityNo cancel fee | On-time71% |