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Guayaquil

$95+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GYE
Feb 4 — Feb 111
Wed 2/4
Wed 2/11
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 January 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/4. 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 4/132:35 pmORD - GYE
1 stop8h 45mAvianca
Sat 4/183:35 amGYE - ORD
1 stop9h 40mAvianca
Deal found 1/4$396
This Cheapflightsfares deal was found by Cheapflights users on 1/4. 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.
Sun 2/87:20 amORD - GYE
1 stop16h 01mSpirit Airlines
Sun 2/1512:59 amGYE - ORD
2 stops17h 47mSpirit Airlines
Deal found 1/4$397
This Mytrip deal was found by Cheapflights users on 1/3. 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.
Fri 2/207:23 pmORD - GYE
3 stops27h 41mSpirit Airlines
Mon 2/2312:59 amGYE - ORD
2 stops11h 48mSpirit Airlines
Deal found 1/3$401
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 4/1410:27 amORD - GYE
2 stops12h 13mMultiple Airlines
Sun 4/193:35 amGYE - ORD
1 stop9h 40mMultiple Airlines
Deal found 1/4$402
This Kiwi.com deal was found by Cheapflights users on 1/2. 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 3/1511:20 pmORD - GYE
1 stop15h 05mMultiple Airlines
Sun 3/226:50 pmGYE - ORD
1 stop13h 23mMultiple Airlines
Deal found 1/2$403
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/138:38 amORD - GYE
2 stops38h 26mMultiple Airlines
Wed 2/1810:25 amGYE - ORD
1 stop10h 55mMultiple Airlines
Deal found 1/3$406
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/197:00 amORD - GYE
1 stop16h 04mMultiple Airlines
Sun 2/222:35 pmGYE - ORD
1 stop22h 56mMultiple Airlines
Deal found 1/3$408
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/197:00 amORD - GYE
1 stop16h 04mMultiple Airlines
Mon 2/236:33 pmGYE - ORD
1 stop18h 58mMultiple Airlines
Deal found 1/3$409
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/1110:20 pmORD - GYE
1 stop9h 55mMultiple Airlines
Sun 2/1512:59 amGYE - ORD
2 stops40h 58mMultiple Airlines
Deal found 1/3$410
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 3/610:20 pmORD - GYE
1 stop9h 55mMultiple Airlines
Wed 3/116:55 pmGYE - ORD
2 stops13h 46mMultiple Airlines
Deal found 1/3$412
This KAYAK deal was found by Cheapflights users on 1/3. 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.
Fri 2/208:42 pmORD - GYE
2 stops26h 22mSpirit Airlines
Tue 2/2412:59 amGYE - ORD
1 stop11h 23mSpirit Airlines
Deal found 1/3$413

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 January 5, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$396
(Kiwi.com)

One-way from

$95
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$434
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. 15% potential increase in price ($93 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 5, 2026.
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

Sat 2/28

5:15 am-12:04 am

1 stop17h 49m

Guayaquil Jose Joaquin de Olmedo

Fri 3/6

12:59 am-7:47 pm

2 stops19h 48m

$396

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 2/8

7:20 am-12:21 am

1 stop16h 01m

Guayaquil Jose Joaquin de Olmedo

Sun 2/15

12:59 am-5:46 pm

2 stops17h 47m

$397

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Sun 3/15

11:20 pm-2:25 pm

1 stop15h 05m

Guayaquil Jose Joaquin de Olmedo

Sun 3/22

6:50 pm-8:13 am

1 stop13h 23m

$403

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Thu 2/19

7:00 am-12:04 am

1 stop16h 04m

Guayaquil Jose Joaquin de Olmedo

Sun 2/22

2:35 pm-12:31 pm

1 stop22h 56m

$408

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Thu 2/19

7:00 am-12:04 am

1 stop16h 04m

Guayaquil Jose Joaquin de Olmedo

Mon 2/23

6:33 pm-12:31 pm

1 stop18h 58m

$409

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 2/11

10:20 pm-9:15 am

1 stop9h 55m

Guayaquil Jose Joaquin de Olmedo

Sun 2/15

12:59 am-4:57 pm

2 stops40h 58m

$410

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Fri 3/6

7:46 pm-5:33 pm

2 stops20h 47m

Guayaquil Jose Joaquin de Olmedo

Thu 3/12

12:20 pm-7:46 am

2 stops19h 26m

$415

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Thu 2/19

9:15 pm-8:46 pm

2 stops22h 31m

Guayaquil Jose Joaquin de Olmedo

Mon 2/23

12:20 pm-7:46 am

2 stops20h 26m

$417

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 2/18

7:35 am-11:42 pm

2 stops15h 07m

Guayaquil Jose Joaquin de Olmedo

Mon 2/23

12:20 pm-12:26 am

2 stops13h 06m

$417

ChicagoGuayaquil

ORD - GYE

ORDGYE

Chicago O'Hare Intl

Wed 2/18

6:02 pm-12:04 am

2 stops29h 02m

Guayaquil Jose Joaquin de Olmedo

Sun 2/22

4:33 am-12:31 pm

1 stop8h 58m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Showing 1-10 of 22 results
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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 January.
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
OvagoPrice Accuracy2 starsTrust Score*2 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 January 2, 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, 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 April is currently the most expensive (average of $432). 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 68% 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 $645.

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 56m.

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 18m.

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 January 5, 2026.
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
1,566 reviews

Crew

8.1

Food

6.8

Overall

7.5

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
Copa Airlines
7.5
Good
1,566 reviews
Copa Airlines
7.5
Good
1,566 reviews

Crew

8.1

Food

6.8

Overall

7.5

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
United Airlines
7.4
Good
9,138 reviews
Copa Airlines
7.5
Good
1,566 reviews

Crew

8.1

Food

6.8

Overall

7.5

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
Avianca
6.6
Okay
2,497 reviews
Copa Airlines
7.5
Good
1,566 reviews

Crew

8.1

Food

6.8

Overall

7.5

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
Spirit Airlines
6.3
Okay
8,266 reviews
Copa Airlines
7.5
Good
1,566 reviews

Crew

8.1

Food

6.8

Overall

7.5

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing

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 4 different airlines.

  • How long is the flight from Chicago to Guayaquil?

    There are many flights that can get you from Chicago to Guayaquil in 17h 49m. Fly via Spirit 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 $344, Avianca will fly you from Chicago to Guayaquil and back. In addition to Avianca, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Copa Airlines and United Airlines - these airlines can fly you to your destination from $367 and $429, respectively. Avianca is currently priced 34% 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 $184 and $193 on Copa Airlines and American 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, 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 April is currently the most expensive (average of $432). 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 4 airlines flying from Chicago to Guayaquil

Discover the top 4 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 January 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$351Average$546FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$392Average$585FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$429Average$495FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$440Average$778FlexibilityNo cancel feeOn-time71%

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