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Guayaquil

$105+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
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 November 20, 2025.

This KAYAK deal was found by Cheapflights users on 11/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:10 amORD - GYE
1 stop15h 33mSpirit Airlines
Tue 12/2312:49 amGYE - ORD
1 stop18h 50mSpirit Airlines
Deal found 11/20$370
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/117:41 pmORD - GYE
2 stops21h 49mMultiple Airlines
Mon 12/1512:49 amGYE - ORD
1 stop11h 19mMultiple Airlines
Deal found 11/19$373
This Copa Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/256:56 amORD - GYE
1 stop12h 47mCopa Airlines
Sat 11/292:35 pmGYE - ORD
1 stop10h 30mCopa Airlines
Deal found 11/19$374
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Wed 12/245:00 amORD - GYE
2 stops29h 18mMultiple Airlines
Fri 1/231:26 amGYE - ORD
1 stop19h 18mMultiple Airlines
Deal found 11/20$399
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/267:10 amORD - GYE
2 stops15h 31mUnited Airlines
Wed 12/312:20 pmGYE - ORD
2 stops12h 55mUnited Airlines
Deal found 11/19$403
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:00 amORD - GYE
1 stop17h 43mSpirit Airlines
Sat 1/171:26 amGYE - ORD
1 stop10h 56mSpirit Airlines
Deal found 11/19$408
This Copa Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/272:07 pmORD - GYE
1 stop8h 34mCopa Airlines
Mon 12/16:02 amGYE - ORD
1 stop19h 03mCopa Airlines
Deal found 11/19$419
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 11/2510:20 pmORD - GYE
1 stop9h 55mAvianca
Wed 12/310:25 amGYE - ORD
1 stop10h 55mAvianca
Deal found 11/19$422
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 11/2510:20 pmORD - GYE
1 stop9h 55mMultiple Airlines
Tue 12/24:30 pmGYE - ORD
1 stop18h 26mMultiple Airlines
Deal found 11/19$424
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 11/2510:20 pmORD - GYE
1 stop9h 55mMultiple Airlines
Wed 12/36:34 pmGYE - ORD
2 stops26h 27mMultiple Airlines
Deal found 11/19$425

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 November 20, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$370
(KAYAK)

One-way from

$105
(WAYA)

Popular in

December

Cheapest in

September

Average price

$498
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. 12% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 20, 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

Tue 11/25

6:56 am-8:43 pm

1 stop12h 47m

Guayaquil Jose Joaquin de Olmedo

Sat 11/29

2:35 pm-12:05 am

1 stop10h 30m

$374

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-12:46 pm

1 stop9h 13m

$374

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 1/16

7:35 am-5:35 pm

1 stop9h 00m

Guayaquil Jose Joaquin de Olmedo

Fri 1/30

12:20 pm-12:24 am

1 stop13h 04m

$390

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 1/26

9:02 am-11:42 pm

2 stops13h 40m

Guayaquil Jose Joaquin de Olmedo

Wed 1/28

12:20 pm-7:47 am

2 stops20h 27m

$393

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

Sun 4/12

6:33 pm-1:46 pm

1 stop19h 13m

$401

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 11/26

7:10 am-11:41 pm

2 stops15h 31m

Guayaquil Jose Joaquin de Olmedo

Wed 12/3

12:20 pm-12:15 am

2 stops12h 55m

$403

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 11/26

7:10 am-11:41 pm

2 stops15h 31m

Guayaquil Jose Joaquin de Olmedo

Tue 12/2

12:20 pm-12:15 am

2 stops12h 55m

$403

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 1/26

2:13 pm-1:34 pm

1 stop22h 21m

Guayaquil Jose Joaquin de Olmedo

Wed 1/28

2:35 pm-12:46 pm

1 stop23h 11m

$422

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 1/12

5:15 am-12:21 am

1 stop18h 06m

$112

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 1/13

7:29 am-12:21 am

1 stop15h 52m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy3 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 Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago-Guayaquil flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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 November 14, 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 December is currently the most expensive (average of $429). 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 November 20, 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.

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 88% 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 $727.

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 November 20, 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
1,566 reviews

Food

6.9

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

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
1,566 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.9

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

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
9,028 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.9

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

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
6.6
Okay
2,477 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.9

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

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
8,160 reviews
Copa Airlines
7.6
Good
1,566 reviews

Food

6.9

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

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 12h 47m. Fly via Copa Airlines to get the fastest option. The distance between Chicago and Guayaquil is about 3089 mi.

  • 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 $387, respectively. Spirit Airlines is currently priced 41% 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 December is currently the most expensive (average of $429). 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$331Average$689FlexibilityNo cancel feeOn-time65%
AviancaCheapest$348Average$502FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$387Average$590FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$429Average$474FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$440Average$690FlexibilityNo cancel feeOn-time71%

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