Flights from Chicago to South Aegean

Flight deals from Chicago to South Aegean

Looking for cheap flights from Chicago to South Aegean, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

Mykonos.$582 per passenger.Departing Wed, Sep 2, returning Tue, Sep 8.Round-trip flight with Air Serbia and SKY express.Outbound indirect flight with Air Serbia, departing from Chicago O'Hare International on Wed, Sep 2, arriving in Mykonos.Inbound indirect flight with SKY express, departing from Mykonos on Tue, Sep 8, arriving in Chicago O'Hare International.Price includes taxes and charges.From $582, select.

Santorini (Thira).$640 per passenger.Departing Sun, May 3, returning Tue, May 12.Round-trip flight with Icelandair and Ryanair.Outbound indirect flight with Icelandair, departing from Chicago O'Hare International on Sun, May 3, arriving in Santorini (Thira).Inbound indirect flight with Ryanair, departing from Santorini (Thira) on Tue, May 12, arriving in Chicago O'Hare International.Price includes taxes and charges.From $640, select.

Paros.$765 per passenger.Departing Mon, Mar 23, returning Mon, Mar 30.Round-trip flight with Austrian Airlines and SKY express.Outbound indirect flight with Austrian Airlines, departing from Chicago O'Hare International on Mon, Mar 23, arriving in Paros.Inbound indirect flight with SKY express, departing from Paros on Mon, Mar 30, arriving in Chicago O'Hare International.Price includes taxes and charges.From $765, select.

Rhodes.$770 per passenger.Departing Sun, Mar 22, returning Sun, Mar 29.Round-trip flight with Lufthansa and SKY express.Outbound indirect flight with Lufthansa, departing from Chicago O'Hare International on Sun, Mar 22, arriving in Rhodes.Inbound indirect flight with SKY express, departing from Rhodes on Sun, Mar 29, arriving in Chicago O'Hare International.Price includes taxes and charges.From $770, select.

Leros.$783 per passenger.Departing Sun, Mar 22, returning Sun, Mar 29.Round-trip flight with Lufthansa and Aegean Airlines.Outbound indirect flight with Lufthansa, departing from Chicago O'Hare International on Sun, Mar 22, arriving in Leros.Inbound indirect flight with Aegean Airlines, departing from Leros on Sun, Mar 29, arriving in Chicago O'Hare International.Price includes taxes and charges.From $783, select.

Naxos.$880 per passenger.Departing Wed, Sep 2, returning Thu, Sep 10.Round-trip flight with Turkish Airlines and SKY express.Outbound indirect flight with Turkish Airlines, departing from Chicago O'Hare International on Wed, Sep 2, arriving in Naxos.Inbound indirect flight with SKY express, departing from Naxos on Thu, Sep 10, arriving in Chicago O'Hare International.Price includes taxes and charges.From $880, select.

Milos.$967 per passenger.Departing Sun, Jul 5, returning Fri, Jul 17.Round-trip flight with HiSky Europe and Aegean Airlines.Outbound indirect flight with HiSky Europe, departing from Chicago O'Hare International on Sun, Jul 5, arriving in Milos.Inbound indirect flight with Aegean Airlines, departing from Milos on Fri, Jul 17, arriving in Chicago O'Hare International.Price includes taxes and charges.From $967, select.

Karpathos.$1,187 per passenger.Departing Fri, Mar 20, returning Fri, Mar 27.Round-trip flight with Frontier Airlines and SKY express.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Fri, Mar 20, arriving in Karpathos.Inbound indirect flight with SKY express, departing from Karpathos on Fri, Mar 27, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,187, select.

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Flying from Chicago to South Aegean

Arm yourself with these facts on the fly.

Cheapest flight found	$582
Cheapest month to fly	September
Cheapest airport to fly from	Chicago O'Hare International

How to find cheap flights from Chicago to South Aegean

We've compared the best online travel agents and flight providers on the Internet to find the cheapest plane tickets from Chicago to South Aegean. Other savvy travelers recently found round-trip flights from $582 and one-way tickets from $372. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into Mykonos

At the moment, the lowest-priced flight tickets to South Aegean are from Chicago O'Hare International Airport to Mykonos Airport.

Fly in September

We crunched the flight calendar and found the cheapest time to fly from Chicago to South Aegean is currently September.

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 South Aegean.

Watch as flight prices go up and down

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

Relax – these are fee-free plane tickets

With us, there are no added fees – the South Aegean to South Aegean 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 South Aegean flight price?

We looked at all of the upcoming round-trip flights from Chicago to South Aegean we could find over the next 12 months. It looks like $581 is the best price. This is good, compared to the average South Aegean ticket price of $933.

What is the cheapest month to fly from Chicago to South Aegean?

The cheapest month to fly from Chicago to Leros Airport is usually March. The cheapest month to fly from Chicago to Paros Airport is usually March. The cheapest month to fly from Chicago to Mykonos Airport is usually September. And the cheapest month to fly from Chicago to Astypalaia Airport is usually July.

On which upcoming date is it cheapest to fly from Chicago to South Aegean?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to South Aegean on Wednesday, September 2, 2026.

Are there any direct flights from Chicago to South Aegean?

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

If I'm flying from Chicago, where in South Aegean is cheapest to fly to?

If you're flying from Chicago, the cheapest city in South Aegean to fly into is Mykonos. The cheapest airport serving Mykonos at the moment is Mykonos.