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Guayaquil

$173+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Guayaquil Jose Joaquin de Olmedo are usually found in November or September, booked 80 days in advance, depart on a Wednesday or Sunday and return on a Friday

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 August 20, 2025.

Round-trip from

$358
(Cheapflightsfares)

One-way from

$173
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$514
From Chicago (CHI) to Guayaquil Jose Joaquin de Olmedo
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One-way flight from Chicago (CHI) to Guayaquil Jose Joaquin de Olmedo
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Highest demand for flights based on searches. 8% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 10/72:35 pmORD - GYE
1 stop18h 00mAvianca
Tue 10/213:35 amGYE - ORD
1 stop9h 40mAvianca
Deal found 8/18$358
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:35 pmORD - GYE
1 stop18h 00mAvianca
Mon 9/296:25 pmGYE - ORD
1 stop18h 50mAvianca
Deal found 8/18$373
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/102:35 pmORD - GYE
1 stop18h 00mAvianca
Mon 10/206:25 pmGYE - ORD
1 stop18h 50mAvianca
Deal found 8/19$398
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/262:35 pmORD - GYE
1 stop18h 00mAvianca
Sun 10/56:25 pmGYE - ORD
1 stop18h 50mAvianca
Deal found 8/19$417
This Priceline deal was found by Cheapflights users on 8/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2711:20 pmORD - GYE
1 stop15h 10mAvianca
Wed 11/1210:25 amGYE - ORD
1 stop10h 55mAvianca
Deal found 8/19$419
This Flightnetwork deal was found by Cheapflights users on 8/19. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/112:35 pmORD - GYE
1 stop8h 45mAvianca
Mon 10/133:35 amGYE - ORD
1 stop9h 40mAvianca
Deal found 8/19$420
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/73:07 pmORD - GYE
1 stop8h 46mCopa Airlines
Wed 10/222:44 pmGYE - ORD
1 stop22h 57mCopa Airlines
Deal found 8/19$426
This United deal was found by Cheapflights users on 8/20. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/77:10 amORD - GYE
2 stops16h 10mMultiple Airlines
Wed 10/2212:15 pmGYE - ORD
2 stops11h 59mMultiple Airlines
Deal found 8/20$437
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Tue 10/77:10 amORD - GYE
2 stops16h 27mUnited Airlines
Wed 10/228:30 amGYE - ORD
2 stops24h 51mUnited Airlines
Deal found 8/19$438
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Mon 10/2711:20 pmORD - GYE
1 stop15h 10mAvianca
Tue 11/43:30 amGYE - ORD
1 stop17h 50mAvianca
Deal found 8/19$439

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 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 10/7

2:35 pm-8:35 am

1 stop18h 00m

Guayaquil Jose Joaquin de Olmedo

Wed 10/22

6:25 pm-1:15 pm

1 stop18h 50m

$358

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 10/29

11:20 pm-5:45 pm

1 stop18h 25m

Guayaquil Jose Joaquin de Olmedo

Tue 11/4

10:25 am-8:20 pm

1 stop10h 55m

$358

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 9/19

2:35 pm-8:35 am

1 stop18h 00m

Guayaquil Jose Joaquin de Olmedo

Mon 9/29

6:25 pm-1:15 pm

1 stop18h 50m

$373

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 10/10

2:35 pm-8:35 am

1 stop18h 00m

Guayaquil Jose Joaquin de Olmedo

Thu 10/23

3:35 am-1:15 pm

1 stop9h 40m

$398

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 9/7

2:35 pm-9:55 am

1 stop19h 20m

Guayaquil Jose Joaquin de Olmedo

Mon 9/29

3:35 am-1:15 pm

1 stop9h 40m

$398

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 9/26

2:35 pm-8:35 am

1 stop18h 00m

Guayaquil Jose Joaquin de Olmedo

Sat 10/4

3:35 am-1:15 pm

1 stop9h 40m

$398

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 10/14

7:29 pm-10:40 pm

2 stops27h 11m

$173

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 9/29

5:05 am-10:40 pm

2 stops17h 35m

$174

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sat 9/13

6:44 pm-8:35 am

2 stops37h 51m

$177

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Tue 9/9

5:05 am-10:40 pm

2 stops17h 35m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 15 results
1
2

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 August 8, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Guayaquil, you should look to book at least 80 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, April is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $440). Flying from Chicago to Guayaquil in December is currently the most expensive (average of $722). 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 August 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 31% versus a flight in the afternoon.

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 57% 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 $554.

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 Panama City (PTY) 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 August 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
7.5
Good
1,510 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.5

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,510 reviews
Copa Airlines
7.5
Good
1,510 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.5

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,928 reviews
Copa Airlines
7.5
Good
1,510 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.5

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Avianca
6.7
Okay
2,411 reviews
Copa Airlines
7.5
Good
1,510 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.5

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Spirit Airlines
6.3
Okay
8,039 reviews
Copa Airlines
7.5
Good
1,510 reviews

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Overall

7.5

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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 18h. Fly via Avianca 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 $280, 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 $395, respectively. Spirit Airlines is currently priced 51% 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, April is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $440). Flying from Chicago to Guayaquil in December is currently the most expensive (average of $722). 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$280Average$689FlexibilityNo cancel feeOn-time65%
AviancaCheapest$348Average$524FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$395Average$616FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$429Average$474FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$440Average$689FlexibilityNo cancel feeOn-time71%

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