$188 Cheap Flights from Chicago (ORD) to Guayaquil (GYE)

View $188 flight on Thu, Aug 21, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE)

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Guayaquil (ORD-GYE)

Prices were available within the past 7 days and start at $188 for one-way flights and $414 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Jan 11 - Fri, Jan 23
ORD
Chicago
GYE
Guayaquil
$414 Roundtrip, found 3 days ago
$414
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 11 from Chicago to Guayaquil, returning Fri, Jan 23, priced at $414 found 3 days ago
American Airlines
Sun, Jan 11 - Fri, Jan 23
ORD
Chicago
GYE
Guayaquil
$414 Roundtrip, found 3 days ago
$414
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 11 from Chicago to Guayaquil, returning Fri, Jan 23, priced at $414 found 3 days ago
American Airlines
Sat, Jan 10 - Sat, Jan 31
ORD
Chicago
GYE
Guayaquil
$419 Roundtrip, found 3 days ago
$419
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Jan 10 from Chicago to Guayaquil, returning Sat, Jan 31, priced at $419 found 3 days ago
American Airlines
Sun, Jan 11 - Fri, Jan 23
ORD
Chicago
GYE
Guayaquil
$421 Roundtrip, found 3 days ago
$421
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 11 from Chicago to Guayaquil, returning Fri, Jan 23, priced at $421 found 3 days ago
Copa
Tue, Sep 9 - Wed, Sep 24
ORD
Chicago
GYE
Guayaquil
$423 Roundtrip, found 5 hours ago
$423
Roundtrip
found 5 hours ago
Select Copa flight, departing Tue, Sep 9 from Chicago to Guayaquil, returning Wed, Sep 24, priced at $423 found 5 hours ago
avianca
Thu, Aug 21 - Thu, Aug 28
ORD
Chicago
GYE
Guayaquil
$423 Roundtrip, found 2 hours ago
$423
Roundtrip
found 2 hours ago
Select avianca flight, departing Thu, Aug 21 from Chicago to Guayaquil, returning Thu, Aug 28, priced at $423 found 2 hours ago
avianca
Thu, Aug 21 - Thu, Aug 28
ORD
Chicago
GYE
Guayaquil
$430 Roundtrip, found 2 hours ago
$430
Roundtrip
found 2 hours ago
Select avianca flight, departing Thu, Aug 21 from Chicago to Guayaquil, returning Thu, Aug 28, priced at $430 found 2 hours ago
avianca
Thu, Aug 21 - Thu, Aug 28
ORD
Chicago
GYE
Guayaquil
$430 Roundtrip, found 2 hours ago
$430
Roundtrip
found 2 hours ago
Select avianca flight, departing Thu, Aug 21 from Chicago to Guayaquil, returning Thu, Aug 28, priced at $430 found 2 hours ago
United
Wed, May 28 - Fri, Jun 6
ORD
Chicago
GYE
Guayaquil
$452 Roundtrip, found 5 days ago
$452
Roundtrip
found 5 days ago
Select United flight, departing Wed, May 28 from Chicago to Guayaquil, returning Fri, Jun 6, priced at $452 found 5 days ago
JetBlue Airways
Wed, Jun 11 - Tue, Jun 24
ORD
Chicago
GYE
Guayaquil
$512 Roundtrip, found 1 day ago
$512
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 11 from Chicago to Guayaquil, returning Tue, Jun 24, priced at $512 found 1 day ago
Flights from Chicago (ORD) to Guayaquil (GYE)
Origin airport
O'Hare Intl.
Destination airport
Jose Joaquin de Olmedo Intl.
Airlines serving
American Airlines, Copa, Delta, JetBlue Airways, LATAM Airlines Group, United, avianca
Roundtrip price
$413
Distance
3089 mi

Chicago to Guayaquil Flights

The cheapest times to fly from Chicago to Guayaquil

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Guayaquil are during the month of January. You can find some of the cheapest flights from Chicago to Guayaquil with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Guayaquil

Sunday is one of the best days to book for cheap flights from Chicago to Guayaquil: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Guayaquil

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Guayaquil in 2025. You can also book with separate airlines for your outbound and return journeys, from $188 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Guayaquil flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Guayaquil airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE) cost?
Discover the latest flight deals from ORD to GYE by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to GYE?
The cheapest flights from ORD to GYE are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to GYE?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to GYE. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE)?
Nonstop flights from O’Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filters. Enter your travel dates and select either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from ORD to GYE?
You’ll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE)?
To arrive at Jose Joaquin de Olmedo Intl. Airport (GYE) without delays, pick a flight that takes off from O’Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE) last-minute?
Holding off until just before your departure to book a ticket from ORD to GYE often results in higher prices. Although you may find some last-minute offers, they’re not always guaranteed. Keep your travel plans flexible to maximize your chances of getting a bargain.
Is it cheaper to book an ORD to GYE flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to GYE flight and hotel package with Expedia could lead to significant savings. What’s more, having everything in one place will take the stress out of planning your trip. Simply pick your flights and select from our wide range of hotels, then customize your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Jose Joaquin de Olmedo Intl. Airport (GYE)?
Typically, you can cancel or modify your ORD to GYE flight. However, additional fees may apply, especially if you booked over 24 hours ago. Double-check your itinerary for the airline’s fees and rules on flight changes, or if you’d like further details, go to our Customer Service portal.

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*Available to One Key members.