Cheap Flights from Chicago (CHIA) to Guayaquil (GYE)

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Find the cheapest month or even day of the year to fly to Guayaquil

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Flight deals from Chicago to Guayaquil

Looking for a cheap last-minute deal or the best return flight from Chicago to Guayaquil? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Guayaquil

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Guayaquil flights are currently cheapest in July.

Chicago to Guayaquil: Alternative routes

Compare routes from Chicago to Guayaquil below. You may find an airport to fly into that's cheaper, faster, or easier than Guayaquil.

Chicago to Guayaquil: Flight information

The things to know before you go.
Cheapest flight found$597
Cheapest month to flyJuly

Finding cheap flights from Chicago to Guayaquil: Frequently asked questions

The best price we found for a return flight from Chicago to Guayaquil is $597. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Guayaquil. But we found flights with one stop from $597.
As of May 2025, there are no flights flying from Chicago to Guayaquil.
The cheapest month to fly from Chicago to Guayaquil is usually May 2025.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Guayaquil Airport on Thursday, 3 July 2025.
No airlines currently offer direct flights between Chicago and Guayaquil Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Guayaquil but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Guayaquil is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Guayaquil is Avianca .

Flying from Chicago to Jose Joaquin de Olmedo Airport (GYE): what you need to know

  • Start your holiday planning by considering where you'll catch your flight from Chicago to Jose Joaquin de Olmedo Airport (GYE). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are Chicago's main airports.

  • Guayaquil's timezone is UTC-5, which is the same as Chicago. Jose Joaquin de Olmedo Airport is located in Guayaquil.

  • Arrive at the airport on time so you don't miss your flight from Chicago to GYE. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the stress of rushing.

  • If you're going away during a peak month like August, get to the airport even earlier. It's wise to arrive up to four hours before international flights and two hours ahead of domestic departures. Security lines will be longer during high seasons like summer, Christmas and New Year.

Airports in Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to potentially save money on your flight from Chicago to GYE. Simply uncheck 'Direct flights only' when browsing departures from O'Hare International Airport (ORD). Take a pause at one of these airports:

    • John F. Kennedy International Airport (JFK)

    • Tocumen International Airport (PTY)

    • Miami International Airport (MIA)

  • From the centre of Chicago, ORD is around 40 kilometres away. Visit the official airport website or use navigation apps to find the best way to reach the terminal.

  • Have an early flight from Chicago to Jose Joaquin de Olmedo Airport? Avoid the stress of rushing to the terminal (and sneak in some extra precious sleep) by picking one of these hotels near O'Hare International Airport:

Chicago Midway International Airport (MDW)

  • Break up your flight from Chicago to Jose Joaquin de Olmedo Airport with a stop so you can stretch your legs or tick a new place off your list. Some top stopovers between Chicago Midway International Airport and GYE include:

    • Fort Lauderdale-Hollywood International Airport (FLL)

    • Tocumen International Airport (PTY)

    • Miami International Airport (MIA)

  • You can reach MDW from the centre of Chicago in approximately 21 minutes by car, depending on traffic conditions. The journey by public transport takes roughly 46 minutes to cover the 19 kilometres or so.

  • You're going on holiday, so why not book another night away? Consider checking in to one of these accommodation options near Chicago Midway International Airport the day before your flight from Chicago to GYE:

About Jose Joaquin de Olmedo Airport (GYE)

Getting from Jose Joaquin de Olmedo Airport (GYE) to central Guayaquil

  • Jose Joaquin de Olmedo Airport is approximately 6 kilometres from the centre of Guayaquil. With a car rental or if you're catching a cab, the drive is about 10 minutes.

  • It takes around 20 minutes if you're travelling on public transport.

How to find the cheapest flights from Chicago to Jose Joaquin de Olmedo Airport (GYE)

  • The best price we've seen for a one-way ticket from Chicago to Jose Joaquin de Olmedo Airport is $263. The cheapest price for a return flight is $597. Remember fares may change due to demand at the time of booking.

  • We suggest booking as early as possible to lock in flight tickets from Chicago to GYE. You're more likely to snag a great deal and enjoy a larger selection of flight times and travel dates.

  • If you're flexible with your travel dates, try using the 'Whole month' tool. It'll find the cheapest price in every month when searching for your ticket from Chicago to Jose Joaquin de Olmedo Airport.

  • Snapping up a cheap ticket from Chicago to GYE couldn't be easier with Price Alerts. Simply set up one of these automatic alerts and we'll notify you as soon as the price has dropped.

  • Tailor your flights with filters. Select your departure and arrival times, total journey duration and airlines. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Chicago to Jose Joaquin de Olmedo Airport.

The best time to fly from Chicago to Jose Joaquin de Olmedo Airport (GYE)

  • It's time to pick your travel dates for your flight from Chicago to Jose Joaquin de Olmedo Airport. August is the most popular month for a trip to Guayaquil. If you like a more relaxed atmosphere, go in April.

  • Think about the kind of weather that'll work with your plans for Guayaquil. November is known as the warmest month. Lock in your flights from Chicago to GYE sometime then and you can expect temperatures of between 19ºC and 33ºC.

  • Travel in August if you want to explore when it's cooler. Temperatures average between 19ºC and 31ºC. However, this city promises a good time whenever you book your cheap flights from Chicago to Jose Joaquin de Olmedo Airport.

More about Guayaquil

Complete your Guayaquil trip with a car rental

  • After you've booked your hotel and cheap flight from Chicago to Jose Joaquin de Olmedo Airport, the next step is choosing one of our car rentals in Guayaquil. Browse the exclusive deals and easily compare options on price, pick-up convenience, and more.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.