Cheap Flights from Chicago to Azores from 528 € Return

Flight deals from Chicago to Azores

Looking for cheap tickets from Chicago to Azores, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.

Ponta Delgada.528 € per passenger.Departing Sun, 1 Mar, returning Tue, 10 Mar.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Sun, 1 Mar, arriving in Ponta Delgada.Inbound indirect flight with TAP Air Portugal, departs from Ponta Delgada on Tue, 10 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From 528 €, select.

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Flying from Chicago to Azores

Arm yourself with these facts on the fly.

Cheapest flight found	528 €
Cheapest month to fly	March
Cheapest airport to fly from	Chicago O'Hare International

How to find cheap flights from Chicago to Azores

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago to Azores. Other savvy travellers recently found return flights from 528 € and one-way tickets from 252 € one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into Ponta Delgada

At the moment, the lowest priced flight tickets to Azores are from Chicago O'Hare International Airport to Ponta Delgada Airport.

Fly in March

We crunched the flight calendar and found the cheapest time to fly from Chicago to Azores is currently March.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago to anywhere you choose in Azores.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago to Azores go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Azores to Azores flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

What's the average Chicago to Azores flight price?

We looked at all of the upcoming return flights from Chicago to Azores we could find over the next 12 months. It looks like 528 € is the best price. This is good, compared to the average Azores ticket price of 528 €.

What is the cheapest month to fly from Chicago to Azores?

The cheapest month to fly from Chicago to Azores is currently March.

Which upcoming date is cheapest to fly from Chicago to Azores on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Azores on Sunday, 1 March 2026.

Are there any direct flights from Chicago to Azores?

Currently, there aren't any direct flights from Chicago to Azores, but you can still fly with a stopover.

If I'm flying from Chicago, where in Azores is cheapest to fly into?

If you're flying from Chicago, the cheapest city in Azores to fly into is Ponta Delgada. The cheapest airport serving Ponta Delgada at the moment is Ponta Delgada.