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Guayaquil

$115+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Guayaquil Jose Joaquin de Olmedo are usually found in September or October, booked 83 days in advance, depart on a Wednesday or Sunday and return on a Friday

Find 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 October 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 10/3111:20 pmORD - GYE
1 stop15h 10mAvianca
Thu 11/610:25 amGYE - ORD
1 stop10h 55mAvianca
Deal found 10/20$339
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/46:15 amORD - GYE
1 stop16h 28mMultiple Airlines
Wed 12/1012:59 amGYE - ORD
1 stop13h 58mMultiple Airlines
Deal found 10/20$341
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 12/87:41 pmORD - GYE
2 stops23h 39mMultiple Airlines
Wed 12/1012:59 amGYE - ORD
1 stop13h 58mMultiple Airlines
Deal found 10/21$354
This Mytrip deal was found by Cheapflights users on 10/20. 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.
Thu 12/48:52 pmORD - GYE
2 stops25h 51mSpirit Airlines
Wed 12/1012:59 amGYE - ORD
1 stop11h 15mSpirit Airlines
Deal found 10/20$356
This FlightHub deal was found by Cheapflights users on 10/20. 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.
Mon 11/1710:20 pmORD - GYE
1 stop15h 10mAvianca
Sun 11/239:05 amGYE - ORD
1 stop12h 15mAvianca
Deal found 10/20$364
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 10/3011:20 pmORD - GYE
1 stop18h 25mAvianca
Sun 11/24:40 amGYE - ORD
1 stop16h 40mAvianca
Deal found 10/20$366
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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.
Tue 11/1810:20 pmORD - GYE
1 stop9h 55mAvianca
Wed 11/2610:25 amGYE - ORD
1 stop10h 55mAvianca
Deal found 10/20$368
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 11/1712:17 pmORD - GYE
2 stops19h 58mMultiple Airlines
Mon 11/246:50 pmGYE - ORD
1 stop16h 45mMultiple Airlines
Deal found 10/20$378
This Trip.com deal was found by Cheapflights users on 10/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1810:20 pmORD - GYE
1 stop15h 05mAvianca
Tue 11/2510:25 amGYE - ORD
1 stop10h 55mAvianca
Deal found 10/21$383
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.
Thu 11/278:45 amORD - GYE
2 stops13h 56mMultiple Airlines
Tue 1/1312:59 amGYE - ORD
1 stop21h 01mMultiple Airlines
Deal found 10/19$389

Cheap 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 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$290
(Cheapflightsfares)

One-way from

$115
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$401
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. 14% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 22, 2025.
Use the filters below to find and compare flights from Chicago to Guayaquil that are best for you.

Fly from

Chicago

Fly to

Guayaquil

Route

Depart

Return

Price

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Thu 2/19

10:20 pm-9:15 am

1 stop9h 55m

Guayaquil Jose Joaquin de Olmedo

Mon 2/23

10:25 am-8:20 pm

1 stop10h 55m

$372

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 1/12

7:35 am-8:46 pm

1 stop12h 11m

Guayaquil Jose Joaquin de Olmedo

Mon 1/26

4:33 am-10:21 pm

1 stop18h 48m

$374

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 1/16

10:20 pm-9:15 am

1 stop9h 55m

Guayaquil Jose Joaquin de Olmedo

Fri 1/30

5:40 pm-2:50 pm

2 stops22h 10m

$389

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 11/9

6:56 am-11:41 pm

1 stop15h 45m

Guayaquil Jose Joaquin de Olmedo

Mon 11/17

6:37 pm-12:46 pm

1 stop19h 09m

$390

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 2/8

7:34 am-8:46 pm

1 stop12h 12m

Guayaquil Jose Joaquin de Olmedo

Mon 2/16

6:33 pm-12:31 pm

1 stop18h 58m

$390

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 1/11

7:35 am-8:46 pm

1 stop12h 11m

Guayaquil Jose Joaquin de Olmedo

Sun 1/18

4:33 am-12:46 pm

1 stop9h 13m

$390

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 11/24

6:56 am-11:18 am

1 stop27h 22m

Guayaquil Jose Joaquin de Olmedo

Tue 1/13

12:59 am-9:00 pm

1 stop21h 01m

$399

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 11/4

10:20 pm-5:45 pm

1 stop18h 25m

Guayaquil Jose Joaquin de Olmedo

Thu 11/6

3:30 am-8:20 pm

1 stop17h 50m

$403

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 1/14

5:05 am-11:45 pm

1 stop17h 40m

$115

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 11/3

10:20 pm-9:15 am

1 stop9h 55m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 16 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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

How far ahead should I book a flight from Chicago to Guayaquil?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Guayaquil. Price data was last updated on October 17, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Guayaquil, you should look to book at least 83 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.

What is the cheapest month to book a flight from Chicago to Guayaquil?

Currently, June is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $209). Flying from Chicago to Guayaquil in March is currently the most expensive (average of $428). 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.

What is the cheapest time of day to fly from CHI to GYE?

Find hourly flight availability from Chicago to Guayaquil. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 22, 2025.

When flying from Chicago to Guayaquil, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 75% versus a flight in the morning.

How much does it cost to fly round-trip from Chicago to Guayaquil?

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 86% 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.

Panama City (PTY) is the most affordable 1-stop option, with an average round-trip price of $722.

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 Bogotá (BOG) have the shortest average one-way travel time for 1-stop routes: 9h 02m.

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 Bogotá (BOG) offer the fastest connection on this route, with an average layover time of 1h 21m.

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 22, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and Avianca 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
1,558 reviews

Overall

7.6

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,558 reviews
Copa Airlines
7.6
Good
1,558 reviews

Overall

7.6

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,988 reviews
Copa Airlines
7.6
Good
1,558 reviews

Overall

7.6

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.7
Okay
2,456 reviews
Copa Airlines
7.6
Good
1,558 reviews

Overall

7.6

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Spirit Airlines
6.3
Okay
8,097 reviews
Copa Airlines
7.6
Good
1,558 reviews

Overall

7.6

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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 55m. Fly via Avianca or Copa Airlines 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 $331, Spirit Airlines will fly you from Chicago to Guayaquil and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Avianca and Copa Airlines - these airlines can fly you to your destination from $348 and $385, respectively. Spirit Airlines is currently priced 42% below the average price you’ll pay for this route.

  • 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, June is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $209). Flying from Chicago to Guayaquil in March is currently the most expensive (average of $428). 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

Browse thousands of different options on Cheapflights for your next trip

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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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$331Average$772FlexibilityNo cancel feeOn-time65%
AviancaCheapest$348Average$502FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$385Average$592FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$429Average$474FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$440Average$690FlexibilityNo cancel feeOn-time71%

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