Flights from Chicago to Western Cape

Flight deals from Chicago to Western Cape

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

Cape Town.$1,457 per passenger.Departing Fri, 3 Oct, returning Sun, 12 Oct.Return flight with Ethiopian Airlines.Outbound indirect flight with Ethiopian Airlines, departs from Chicago O'Hare International on Fri, 3 Oct, arriving in Cape Town.Inbound indirect flight with Ethiopian Airlines, departs from Cape Town on Sun, 12 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,457, select.

George.$3,155 per passenger.Departing Fri, 20 Jun, returning Fri, 27 Jun.Return flight with KLM and Safair.Outbound indirect flight with KLM, departs from Chicago O'Hare International on Fri, 20 Jun, arriving in George.Inbound indirect flight with Safair, departs from George on Fri, 27 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $3,155, select.

Flying from Chicago to Western Cape

Arm yourself with these facts on the fly.

Cheapest flight found	$1,457, Cape Town
Cheapest month to fly	October
Cheapest airport to fly from	Chicago O'Hare International

How to find cheap flights from Chicago to Western Cape

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago to Western Cape. Other savvy travellers recently found return flights from $1,457 and one-way tickets from $1,057 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago Midway into Cape Town

At the moment, the lowest priced flight tickets to Western Cape are from Chicago Midway Airport to Cape Town Airport.

Fly in May

We crunched the flight calendar and found the cheapest time to fly from Chicago to Western Cape is currently May.

Fly on a Thursday

From our data, we can see that Thursday seems to be the cheapest time to fly from Chicago to Western Cape.

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 Western Cape.

Watch as fares rise and fall

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

We looked at all of the upcoming return flights from Chicago to Western Cape we could find over the next 12 months. It looks like $1,457 is the best price. This is good, compared to the average Western Cape ticket price of $2,274.

What is the cheapest month to fly from Chicago to Western Cape?

The cheapest month to fly from Chicago to George Airport is currently June. The cheapest month to fly from Chicago to Cape Town Airport is usually October

Which upcoming date is cheapest to fly from Chicago to Western Cape on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Western Cape on Friday, 3 October 2025.

Are there any direct flights from Chicago to Western Cape?

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

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

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