Flights from Chicago to Oaxaca

Flight deals from Chicago to Oaxaca

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

Oaxaca.ر.ق.‏ 840 per passenger.Departing Sun, 17 Aug, returning Sun, 24 Aug.Return flight with Volaris.Outbound indirect flight with Volaris, departs from Chicago O'Hare International on Sun, 17 Aug, arriving in Oaxaca.Inbound indirect flight with Volaris, departs from Oaxaca on Sun, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From ر.ق.‏ 840, select.

Puerto Escondido.ر.ق.‏ 1,131 per passenger.Departing Fri, 26 Sep, returning Wed, 1 Oct.Return flight with Volaris and Viva.Outbound indirect flight with Volaris, departs from Chicago O'Hare International on Fri, 26 Sep, arriving in Puerto Escondido.Inbound indirect flight with Viva, departs from Puerto Escondido on Wed, 1 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ر.ق.‏ 1,131, select.

Huatulco.ر.ق.‏ 1,215 per passenger.Departing Sun, 17 Aug, returning Sun, 24 Aug.Return flight with Volaris.Outbound indirect flight with Volaris, departs from Chicago O'Hare International on Sun, 17 Aug, arriving in Huatulco.Inbound indirect flight with Volaris, departs from Huatulco on Sun, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From ر.ق.‏ 1,215, select.

Flying from Chicago to Oaxaca

Arm yourself with these facts on the fly.

Cheapest flight found	ر.ق.‏ 447, Oaxaca
Cheapest month to fly	October
Cheapest airport to fly from	Chicago O'Hare International

How to find cheap flights from Chicago to Oaxaca

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago to Oaxaca. Other savvy travellers recently found return flights from ر.ق.‏ 840 and one-way tickets from ر.ق.‏ 447 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 Oaxaca

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

Fly in October

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

Fly on a Monday

From our data, we can see that Monday seems to be the cheapest time to fly from Chicago to Oaxaca.

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 Oaxaca.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago to Oaxaca 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 Chicago to Oaxaca 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 Oaxaca flight price?

We looked at all of the upcoming return flights from Chicago to Oaxaca we could find over the next 12 months. It looks like ر.ق.‏ 840 is the best price. This is good, compared to the average Oaxaca ticket price of ر.ق.‏ 1,748.

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

The cheapest month to fly from Chicago to Puerto Escondido Airport is currently September. The cheapest month to fly from Chicago to Huatulco Airport is usually August. And the cheapest month to fly from Chicago to Oaxaca Airport is usually August.

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

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Oaxaca on Sunday, 17 August 2025.

Are there any direct flights from Chicago to Oaxaca?

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

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

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