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Cheap Flights from Chicago to Guayaquil

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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 Airport? If you want to travel next month, return fares start from R 8,126. Find the lowest prices on one-way and return tickets right here.
Guayaquil.R 2,851 per passenger.Departing Tue, 15 Sep.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Tue, 15 Sep, arriving in Guayaquil.Price includes taxes and charges.From R 2,851, select.
Guayaquil.R 2,869 per passenger.Departing Thu, 6 Aug.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Chicago Rockford on Thu, 6 Aug, arriving in Guayaquil.Price includes taxes and charges.From R 2,869, select.
Guayaquil.R 3,243 per passenger.Departing Wed, 7 Oct.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Wed, 7 Oct, arriving in Guayaquil.Price includes taxes and charges.From R 3,243, select.
Guayaquil.R 3,352 per passenger.Departing Tue, 12 Jan.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Tue, 12 Jan, arriving in Guayaquil.Price includes taxes and charges.From R 3,352, select.
Guayaquil.R 3,589 per passenger.Departing Tue, 23 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 23 Mar, arriving in Guayaquil.Price includes taxes and charges.From R 3,589, select.
Guayaquil.R 3,748 per passenger.Departing Sat, 25 Jul.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sat, 25 Jul, arriving in Guayaquil.Price includes taxes and charges.From R 3,748, select.
Guayaquil.R 3,794 per passenger.Departing Thu, 3 Dec.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Thu, 3 Dec, arriving in Guayaquil.Price includes taxes and charges.From R 3,794, select.
Guayaquil.R 3,794 per passenger.Departing Sun, 1 Nov.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sun, 1 Nov, arriving in Guayaquil.Price includes taxes and charges.From R 3,794, select.
Guayaquil.R 5,163 per passenger.Departing Tue, 23 Jun.One-way flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 23 Jun, arriving in Guayaquil.Price includes taxes and charges.From R 5,163, select.

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 September.
Jun
from R 5,163
Jul
from R 3,748
Aug
from R 2,869
Sep
from R 2,851
Oct
from R 3,243
Nov
from R 3,794
Dec
from R 3,794
Jan
from R 3,352
Feb
Find prices
Mar
from R 3,589
Apr
Find prices
May
Find prices

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.

Guayaquil

4km from central Guayaquil
ClosestCheapest
from R 2,851
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Chicago to Guayaquil: Flight information

The things to know before you go.
Cheapest flight foundR 2,851
Cheapest month to flySeptember

Finding cheap flights from Chicago to Guayaquil: Frequently asked questions

The best price we found for a return flight from Chicago to Guayaquil is R 6,353. 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 R 6,353.
As of June 2026, there are no flights flying from Chicago to Guayaquil.
The cheapest month to fly from Chicago to Guayaquil is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Guayaquil Airport on Tuesday, 8 September 2026.
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 American Airlines .

Travelling from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport (GYE): What you need to know

  • The timezone in Guayaquil is UTC-5, which is one hour ahead of Chicago. Guayaquil Jose Joaquin de Olmedo Intl Airport is located in Guayaquil.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules worth sticking to. Show up at the airport on time to board your flight from Chicago to GYE.

  • Hopping on a plane during a peak time like July? Popular periods (like Christmas and New Year) can add another hour at security. Play things extra safe and arrive up to four hours before international flights and two hours before domestic departures.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Stopovers are the perfect opportunity to take a travel break and perhaps even visit a new city. When browsing cheap flights from Chicago to GYE departing from Chicago O'Hare International Airport (ORD), uncheck the 'Direct flights only' box to get ideas for where to visit along the way. Here's where you could connect through:

    • New York John F. Kennedy International Airport (JFK)

    • Miami International Airport (MIA)

    • Panama City Tocumen International Airport (PTY)

  • ORD is around 27 kilometres from central Chicago. If you're ride-sharing, driving or catching a taxi from the centre, it'll take you 30 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the trip time to be around 45 minutes.

  • Planning to catch an early flight from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport? Avoid the stress of rushing to the terminal (and get some extra shut-eye) by staying at one of these stays near Chicago O'Hare International Airport:

  • Of all flights leaving Chicago O'Hare International Airport, 70% arrive on time at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Add a stopover to your journey at Miami International Airport (MIA). It's a key transfer point for flights from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport (GYE) departing Chicago Midway International Airport.

  • You can arrive at MDW from central Chicago in about 25 minutes by car (depending on traffic conditions). The journey on public transport will take roughly 30 minutes to cover the 16 kilometres or so.

  • Get a head start on your holiday with an extra night away from home. Before catching your Chicago to GYE flight, unwind in one of these hotels near Chicago Midway International Airport:

  • Chicago Midway International Airport has an on-time performance of 76%. This figure sheds light on how frequently flights that take off from this airport land on schedule.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 145 kilometres away. It'll take you roughly 1 hour 40 minutes to reach the airport by car and 2 hours or so if you take public transport.

  • Make catching an early Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport flight the easiest part of your trip. Book a room at one of these accommodation options near Chicago Rockford International Airport and get to your boarding gate feeling relaxed and unhurried:

  • Flights that take off from RFD arrive at their destination on schedule 71% of the time.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Guayaquil Jose Joaquin de Olmedo Intl Airport (GYE)

  • The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport. Book one of these accommodation options near GYE instead:

  • To secure the lowest price, book your vehicle around four weeks in advance of your Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport flight.

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

  • Guayaquil Jose Joaquin de Olmedo Intl Airport is around 8 kilometres from the centre of Guayaquil. It takes around 20 minutes or so to drive to the city.

  • If you're using public transport, expect a journey time of about 35 minutes.

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

  • The lowest price we've found for a one-way ticket from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport is R 2,851. For a return flight on this route, the best price is R 6,353. Depending on when and how early you book, these fares can change.

  • Booking in advance is often the key to scoring a cheap flight from Chicago to GYE. Flight prices rise as demand increases, so the closer you get to departure, the more you'll likely spend on your ticket.

  • If you're flexible with your trip dates, use the 'Whole month' search tool. It'll give you the cheapest price in every month when searching for your Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport ticket.

  • Stay on top of deals for plane tickets from Chicago to GYE by setting up a Price Alert. We'll send you an email or push notification on the app when a new discounted fare appears.

  • Filters make it easier to land a deal on your flight from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport. Pick the departure times, carriers and stops that line up with your plans. Then sort the results by 'Cheapest' to find the lowest price right away.

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

  • Think about the kind of experience you want when planning your trip dates. December is the quietest month to visit Guayaquil. July is when most people book flights from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport (GYE), which may be ideal if you're chasing more action.

  • The warmest month in Guayaquil is November, with temperatures ranging between 19ºC (66ºF) and 33ºC (91ºF). Book your Chicago to GYE plane ticket then if you enjoy this type of weather.

  • Look for cheap tickets from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport in August if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between 19ºC (66ºF) and 32ºC (90ºF).

More about Guayaquil

  • When it comes to searching for somewhere to rest your head, you'll find the best stays in Guayaquil right here. Explore these hotels after you've booked your flight from Chicago to Guayaquil Jose Joaquin de Olmedo Intl Airport:

  • Your Guayaquil visit wouldn't be complete without a bit of sightseeing. Major attractions you won't want to miss include Amazon Rainforest, Crystal Palace and Malecon 2000.

Explore more of Ecuador

  • Guayaquil will leave a lasting impression, but there are so many other parts of Ecuador you'll want to see. About 274 kilometres northeast of Guayaquil, a visit to Quito will fill your itinerary to the brim. Start with attractions like Quito Historic Centre, Catedral Metropolitana de Quito and Camino de los Incas.

  • Cuenca is another essential stop in Ecuador and is around 129 kilometres southeast of Guayaquil. No journey is complete without dropping by Inca Ruins, New Cathedral (Catedral de la Immaculada) and Old Cathedral of Cuenca.

Plan the rest of your trip from Chicago to Guayaquil

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.