$57 Flights from Chicago (CHIA) to Guayaquil (GYE)

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Flight deals from Chicago to Guayaquil

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Guayaquil? Find the lowest prices on one-way and round-trip 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 January.

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$57
Cheapest month to flyJanuary

Finding cheap flights from Chicago to Guayaquil: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Guayaquil is $186. 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 $186.
There are no flights flying from Chicago to Guayaquil, as of December 2025.
The cheapest month to fly from Chicago to Guayaquil is usually February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Guayaquil Airport on Saturday, February 7, 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 Spirit Airlines.

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

  • Start your travel 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 the two main airports in Chicago.

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

  • Leave plenty of time to catch your flight from Chicago to GYE. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.

  • With more travelers during high season, plan to be at your terminal even earlier. Two hours for domestic flights and up to four for international journeys will help you deal with any delays.

Airports in Chicago

O'Hare International Airport (ORD)

  • A stopover is the perfect opportunity to break up your journey and perhaps even explore a different city. When searching for cheap flights from Chicago to GYE leaving from O'Hare International Airport (ORD), uncheck the 'Direct flights only' box to find out where you can stop along the way. Top options include:

    • John F. Kennedy International Airport (JFK)

    • Miami International Airport (MIA)

    • Tocumen International Airport (PTY)

  • Located around 25 miles from the center of Chicago, ORD can be reached in about 35 minutes by car, depending on traffic. The journey by public transport is roughly 55 minutes.

  • Looking for a comfortable hotel close to O'Hare International Airport? If you're catching an early flight from Chicago to Jose Joaquin de Olmedo Airport, these stays will have you sleeping conveniently close to check-in:

  • 74.85% of flights departing from O'Hare International Airport land at their destination on schedule.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

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

  • Using public transport, you can travel from central Chicago to MDW in around 45 minutes. The airport is roughly 12 miles away, and making the journey by car takes approximately 20 minutes.

  • Flying out early in the morning? You might like to check in to one of these hotels near Chicago Midway International Airport the day before your Chicago to GYE flight:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure shows how frequently flights departing from this airport make it to their destination on time.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The trip to RFD from central Chicago is around 4 hours 15 minutes by public transport. If you prefer to travel by car, it'll take you roughly 1 hour 25 minutes to cover the 85 miles or so.

  • Skip the morning rush on departure day — stay close to Chicago Rockford International Airport and know you'll be at your boarding gate with time to spare. Check in to one of these hotels the day before if you've booked an early Chicago to Jose Joaquin de Olmedo Airport flight:

  • Airports have an on-time performance rating that tracks how often flights get to their destinations when they should. At RFD, that figure is 76.19%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Jose Joaquin de Olmedo Airport (GYE)

  • The last thing you need is a long journey to your hotel if you're getting in late on a flight from Chicago to Jose Joaquin de Olmedo Airport. Get comfy at one of these accommodation options near GYE instead:

  • Begin your adventure by picking up a Jose Joaquin de Olmedo Airport rental car. Grab your wheels from Europcar, Keddy By Europcar or Goldcar and explore beyond Guayaquil's usual tourist stops.

  • Lock in the best rate by booking your ride around four weeks ahead of your Chicago to Jose Joaquin de Olmedo Airport flight.

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

  • The center of Guayaquil is about 3 miles from Jose Joaquin de Olmedo Airport. Journey times by cab or car rental will vary depending on time of day and traffic conditions, so do some research before you go.

  • When traveling by public transport, expect a journey of around 20 minutes.

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

  • The cheapest price we've found for a one-way ticket from Chicago to Jose Joaquin de Olmedo Airport is $57. For a return flight on this route, the best price is $186. Depending on when and how early you book, these fares could change.

  • Don't wait until the last moment. You're more likely to walk away with cheap flights from Chicago to GYE if you book ahead. Airlines often have some fantastic early bird deals.

  • If you have some flexibility with your travel dates, try using the 'Whole month' search tool. It'll show you the cheapest price across each month when searching for your Chicago to Jose Joaquin de Olmedo Airport ticket.

  • There's no need to search every day to find out if fares have dropped when you create a Price Alert. We'll notify you when a lower fare pops up on plane tickets from Chicago to GYE.

  • Discover the best deal on a flight from Chicago to Jose Joaquin de Olmedo Airport with the help of the filters. Choose your ideal departure and arrival times, airlines and number of stops. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best.'

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

  • August is the most popular month for flights from Chicago to Jose Joaquin de Olmedo Airport (GYE). Visit Guayaquil in April if you'd rather be there when it's quieter.

  • The warmest month in Guayaquil is November, with temperatures ranging between 66ºF and 91ºF. Book your Chicago to GYE plane ticket then if that's your idea of comfortable weather.

  • August has temperatures of between 66ºF and 88ºF. Look for cheap tickets from Chicago to Jose Joaquin de Olmedo Airport around that time if you like cooler conditions.

More about Guayaquil

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

  • Your Guayaquil trip should come with a bit of sightseeing. Top attractions worth exploring include Amazon Rainforest, Stella Maris Galapagos Luxury Yacht and Palacio de Cristal.

Explore more of Ecuador

  • You've seen Guayaquil, now it's time to explore other corners of Ecuador. Journey about 170 miles north-east to Quito to check off its popular sights. From Free Walking Tour Quito to Quito Historic Center and Catedral Metropolitana de Quito, your itinerary will be busy.

  • If you're eager to discover another well-known destination in Ecuador, consider Cuenca, roughly 80 miles south-east of Guayaquil. Inca Ruins, New Cathedral (Catedral de la Immaculada) and Quetzal Park are key reasons to visit.

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