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Guayaquil

$153+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
May 17 — May 241
Sun 5/17
Sun 5/24
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 April 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/12. 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 5/184:05 pm
ORD
-
GYE
2 stops31h 25m
Multiple Airlines
Thu 5/2811:59 pm
GYE
-
ORD
1 stop12h 38m
Multiple Airlines
Deal found 4/12$365
This Kiwi.com deal was found by Cheapflights users on 4/14. 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.
Sun 5/175:49 pm
ORD
-
GYE
2 stops15h 06m
Multiple Airlines
Thu 5/2811:59 pm
GYE
-
ORD
1 stop12h 38m
Multiple Airlines
Deal found 4/14$372
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/155:05 am
ORD
-
GYE
2 stops18h 33m
Multiple Airlines
Wed 4/2211:59 pm
GYE
-
ORD
1 stop9h 37m
Multiple Airlines
Deal found 4/14$381
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/145:49 pm
ORD
-
GYE
2 stops15h 06m
Multiple Airlines
Sun 5/1711:59 pm
GYE
-
ORD
1 stop24h 00m
Multiple Airlines
Deal found 4/13$385
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/158:30 am
ORD
-
GYE
2 stops15h 00m
Multiple Airlines
Thu 5/2811:59 pm
GYE
-
ORD
1 stop12h 38m
Multiple Airlines
Deal found 4/14$387
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/215:05 am
ORD
-
GYE
1 stop17h 59m
Multiple Airlines
Thu 5/2811:59 pm
GYE
-
ORD
1 stop12h 38m
Multiple Airlines
Deal found 4/13$395
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/288:05 am
ORD
-
GYE
1 stop14h 59m
Multiple Airlines
Thu 6/411:59 pm
GYE
-
ORD
1 stop12h 38m
Multiple Airlines
Deal found 4/13$399
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/158:30 am
ORD
-
GYE
2 stops15h 00m
Multiple Airlines
Sun 5/3111:59 pm
GYE
-
ORD
1 stop12h 38m
Multiple Airlines
Deal found 4/14$400
This Cheapflightsfares deal was found by Cheapflights users on 4/14. 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 4/155:05 am
ORD
-
GYE
1 stop17h 59m
Spirit Airlines
Wed 4/2211:59 pm
GYE
-
ORD
1 stop9h 37m
Spirit Airlines
Deal found 4/14$406
This Kiwi.com deal was found by Cheapflights users on 4/12. 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.
Sun 5/178:30 am
ORD
-
GYE
2 stops24h 25m
Multiple Airlines
Wed 5/276:45 pm
GYE
-
ORD
1 stop29h 11m
Multiple Airlines
Deal found 4/12$408

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 April 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$359
(Kiwi.com)

One-way from

$153
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$497
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 ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 17, 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

Sun 5/17

3:44 pm-8:55 am

2 stops41h 11m

Guayaquil Jose Joaquin de Olmedo

Thu 5/28

11:59 pm-12:37 pm

1 stop12h 38m

$418

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Thu 5/14

5:05 am-11:04 pm

1 stop17h 59m

Guayaquil Jose Joaquin de Olmedo

Mon 5/18

3:30 am-11:15 pm

2 stops19h 45m

$444

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 8/19

8:02 am-12:02 am

1 stop16h 00m

Guayaquil Jose Joaquin de Olmedo

Wed 9/2

12:22 pm-1:02 am

1 stop12h 40m

$489

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 5/10

8:02 am-8:52 pm

1 stop12h 50m

Guayaquil Jose Joaquin de Olmedo

Mon 5/11

2:43 pm-1:15 am

1 stop10h 32m

$489
Quickest round-trip

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sat 6/13

1:00 am-1:33 pm

1 stop12h 33m

Guayaquil Jose Joaquin de Olmedo

Wed 7/15

4:28 am-1:57 pm

1 stop9h 29m

$489

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 7/13

3:21 pm-12:02 am

1 stop8h 41m

Guayaquil Jose Joaquin de Olmedo

Sat 7/18

2:36 pm-4:00 am

1 stop13h 24m

$489

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Mon 5/18

8:02 am-8:52 pm

1 stop12h 50m

Guayaquil Jose Joaquin de Olmedo

Thu 5/28

12:22 pm-1:15 am

1 stop12h 53m

$489

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 7/8

8:02 am-8:53 pm

1 stop12h 51m

Guayaquil Jose Joaquin de Olmedo

Fri 7/24

8:27 am-12:01 am

1 stop15h 34m

$507

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 7/10

3:21 pm-12:02 am

1 stop8h 41m

Guayaquil Jose Joaquin de Olmedo

Mon 7/13

6:27 pm-1:57 pm

1 stop19h 30m

$508

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 9/18

11:20 pm-5:35 pm

1 stop18h 15m

Guayaquil Jose Joaquin de Olmedo

Fri 9/25

3:30 am-6:44 pm

2 stops15h 14m

$513

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Showing 1-10 of 19 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 April 17, 2026.

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, October is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $127). Flying from Chicago to Guayaquil in September is currently the most expensive (average of $370). 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?

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 65% 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 $381.

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 54m.

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 56m.

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 April 17, 2026.
Get a feel of what it's like to fly with Copa Airlines,Avianca, andSpirit Airlines 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
1,575 reviews

Boarding

7.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.5
Good
1,575 reviews
Copa Airlines
7.5
Good
1,575 reviews

Boarding

7.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Avianca
6.5
Okay
2,511 reviews
Copa Airlines
7.5
Good
1,575 reviews

Boarding

7.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Spirit Airlines
6.3
Okay
8,618 reviews
Copa Airlines
7.5
Good
1,575 reviews

Boarding

7.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Crew

8.1

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

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 16h. 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 $275, 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 $344 and $369, respectively. Spirit Airlines is currently priced 45% 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 Avianca. According to our data, you can fly for as low as $162. Users have also found prices from $174 and $181 on Copa Airlines 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, October is the cheapest month in which you can book a flight from Chicago to Guayaquil (average of $127). Flying from Chicago to Guayaquil in September is currently the most expensive (average of $370). 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
St. Louis to Guayaquil flights
St. Louis to Quito 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 April 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$275Average$278FlexibilityNo cancel feeOn-time65%
AviancaCheapest$344Average$532FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$369Average$555FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$387Average$729FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$438Average$517FlexibilityNo cancel feeOn-time69%

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