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Guayaquil

$176+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Cheap flight deals from Chicago to Guayaquil

Cheapest flights from Chicago to Guayaquil
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 1, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 am
ORD
-
GYE
1 stop9h 14m
JetBlue
Sun 10/412:30 pm
GYE
-
ORD
1 stop10h 38m
JetBlue
Deal found 7/31$406
This American Airlines deal was found by Cheapflights users on 7/27. 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 10/176:59 am
ORD
-
GYE
1 stop15h 46m
American Airlines
Sat 10/242:29 pm
GYE
-
ORD
1 stop10h 09m
American Airlines
Deal found 7/27$434
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/246:59 am
ORD
-
GYE
1 stop15h 11m
American Airlines
Sun 10/46:00 am
GYE
-
ORD
1 stop18h 33m
American Airlines
Deal found 7/29$464
This Expedia deal was found by Cheapflights users on 7/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:00 am
ORD
-
GYE
1 stop8h 22m
Multiple Airlines
Thu 9/36:50 pm
GYE
-
ORD
1 stop26h 30m
Multiple Airlines
Deal found 7/30$475
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Wed 9/97:28 pm
ORD
-
GYE
2 stops28h 09m
Multiple Airlines
Thu 9/1710:05 am
GYE
-
ORD
1 stop11h 15m
Multiple Airlines
Deal found 7/30$492
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sat 9/127:21 pm
ORD
-
GYE
2 stops46h 09m
Multiple Airlines
Sat 9/1910:05 am
GYE
-
ORD
1 stop11h 15m
Multiple Airlines
Deal found 7/31$493
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Mon 9/1410:26 am
ORD
-
GYE
2 stops13h 11m
Multiple Airlines
Mon 9/2110:05 am
GYE
-
ORD
1 stop11h 15m
Multiple Airlines
Deal found 7/31$494
This Kiwi.com deal was found by Cheapflights users on 7/27. 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
ORD
-
GYE
2 stops28h 09m
Multiple Airlines
Mon 9/1410:05 am
GYE
-
ORD
1 stop11h 15m
Multiple Airlines
Deal found 7/27$496

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 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$406
(Cheapflightsfares)

One-way from

$176
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$514
Provider with most accurate pricing for Chicago (CHI)-Guayaquil Jose Joaquin de Olmedo flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Guayaquil Jose Joaquin de Olmedo flights.
Search Deals
From Chicago (CHI) to Guayaquil Jose Joaquin de Olmedo
Search Deals
One-way flight from Chicago (CHI) to Guayaquil Jose Joaquin de Olmedo
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($107 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 1, 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

Price

Cheapest round-trip

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 8/19

8:02 am-8:53 pm

1 stop12h 51m

Guayaquil Jose Joaquin de Olmedo

Wed 9/2

4:13 am-1:59 pm

1 stop9h 46m

$510
Quickest round-trip

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 9/22

6:00 am-3:14 pm

1 stop9h 14m

Guayaquil Jose Joaquin de Olmedo

Tue 10/6

12:30 pm-11:10 pm

1 stop10h 40m

$594

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 9/9

6:25 pm-2:35 pm

2 stops20h 10m

Guayaquil Jose Joaquin de Olmedo

Mon 9/14

8:28 am-9:09 am

2 stops24h 41m

$629

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Thu 8/27

6:29 pm-2:35 pm

2 stops20h 06m

Guayaquil Jose Joaquin de Olmedo

Mon 8/31

12:22 pm-10:15 am

2 stops21h 53m

$638

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 8/28

4:11 pm-8:55 am

2 stops16h 44m

Guayaquil Jose Joaquin de Olmedo

Mon 8/31

12:22 pm-12:59 am

2 stops12h 37m

$638

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 8/26

2:16 pm-8:55 am

2 stops18h 39m

Guayaquil Jose Joaquin de Olmedo

Sun 8/30

8:28 am-9:09 am

2 stops24h 41m

$638

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 8/21

7:30 am-11:38 pm

2 stops16h 08m

Guayaquil Jose Joaquin de Olmedo

Sat 8/29

12:22 pm-10:15 am

2 stops21h 53m

$639

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 8/26

5:30 am-5:31 pm

2 stops12h 01m

Guayaquil Jose Joaquin de Olmedo

Fri 8/28

8:28 am-7:55 am

2 stops23h 27m

$639

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 8/25

6:30 am-11:38 pm

2 stops17h 08m

Guayaquil Jose Joaquin de Olmedo

Thu 8/27

12:22 pm-7:55 am

2 stops19h 33m

$639
Cheapest one-way

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 10/13

8:00 am-10:45 pm

2 stops14h 45m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

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 September.
The cheapest round-trip price found within the last 5 days was $406 on JetBlue (Sep 24-Oct 4).

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 1, 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.
Copa Airlines
7.6
Good
1,562 reviews

Crew

8.1

Food

6.9

Overall

7.6

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
Copa Airlines
7.6
Good
1,562 reviews
Copa Airlines
7.6
Good
1,562 reviews

Crew

8.1

Food

6.9

Overall

7.6

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
American Airlines
7.1
Good
11,848 reviews
Copa Airlines
7.6
Good
1,562 reviews

Crew

8.1

Food

6.9

Overall

7.6

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
JetBlue
7.1
Good
3,030 reviews
Copa Airlines
7.6
Good
1,562 reviews

Crew

8.1

Food

6.9

Overall

7.6

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
Avianca
6.5
Okay
2,522 reviews
Copa Airlines
7.6
Good
1,562 reviews

Crew

8.1

Food

6.9

Overall

7.6

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class

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.

  • What airport do you fly into for flights to Guayaquil from Chicago?

    If you book a flight to Guayaquil from Chicago, you will be flying to Jose Joaquin de Olmedo, which is the city’s only airport. Guayaquil Jose Joaquin de Olmedo (GYE) is located 2.5 mi from the center of Guayaquil. There are 0 flights from Chicago to Jose Joaquin de Olmedo per day from 5 different airlines.

  • How long is the flight from Chicago to Guayaquil?

    There are many flights that can get you from Chicago to Guayaquil in 9h 14m. Fly via Copa Airlines or JetBlue to get the fastest option. The distance between Chicago and Guayaquil is about 3089 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Guayaquil round-trip?

    Currently priced at $309, United Airlines will fly you from Chicago to Guayaquil and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Avianca and JetBlue - these airlines can fly you to your destination from $352 and $359, respectively. United Airlines is currently priced 39% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Guayaquil one-way?

    For one-way options, check prices for Copa Airlines. According to our data, you can fly for as low as $174. Users have also found prices from $181 and $193 on Avianca and United Airlines, respectively.

  • Can I find deals for flights from Chicago to Guayaquil that include hotel bookings?

    Yes. In addition to deals on Chicago to Guayaquil flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Guayaquil?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Guayaquil.

  • Can I find deals for business class flights from Chicago to Guayaquil?

    Yes. Cheapflights offers flight deals from Chicago to Guayaquil by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

See more FAQs

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Alternative routes for Chicago to Guayaquil

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Quito flights
O'Hare Intl to Guayaquil flights
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St. Louis to Guayaquil flights

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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$309Average$517FlexibilityNo cancel feeOn-time69%
AviancaCheapest$352Average$573FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$359Average$658FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$369Average$545FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$387Average$751FlexibilityNo cancel feeOn-time71%

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