Find flights
When to book
FAQs

Cheap flights from Chicago to Cape Town from R11 699

CHI — CPT
Oct 24 — Oct 311
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Cape Town

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Cape Town

Sun 25/1021:15 -
1 stop42h 45m
Mon 9/110:55 -
1 stop25h 25m
Deal found 20/9R18 118
Mon 7/1211:45 -
1 stop27h 15m
Wed 16/1217:15 -
1 stop33h 05m
Deal found 20/9R18 737
Fri 30/1012:45 -
1 stop27h 15m
Sat 7/110:55 -
1 stop41h 05m
Deal found 19/9R19 861
Sat 5/1220:15 -
1 stop42h 45m
Mon 21/1217:15 -
1 stop24h 45m
Deal found 20/9R19 927
Mon 19/1011:25 -
1 stop41h 25m
Mon 26/1017:15 -
1 stop24h 45m
Deal found 19/9R20 057
Wed 21/1010:15 -
1 stop20h 55m
Wed 28/1013:50 -
2 stops25h 50m
Deal found 21/9R20 155
Sat 24/1021:15 -
1 stop42h 45m
Mon 2/1114:00 -
2 stops29h 00m
Deal found 20/9R20 252

Find flight deals from Chicago to Cape Town

Round-trip from

R18 118

One-way from

R11 699

Popular in

March

Cheapest in

August

Average price

R24 342
Turkish Airlines
  • Turkish Airlines
  • 25/10-9/11
  • 2 total stops
  • 68h 10m total
  • Chicago to Cape Town
Search Deals
10/10-31/12
  • 10/10-31/12
  • 3 total stops
  • 50h 35m total
  • Chicago to Cape Town
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R7 098 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Cape Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Sat 10/10

20:25-6:00

3 stops50h 35m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R11 699

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Mon 18/1

18:30-10:35

3 stops32h 05m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R11 813

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Mon 19/10

10:26-22:10

3 stops52h 44m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R12 334
Fastest return journey

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Wed 18/11

20:15-12:05

1 stop31h 50m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R12 383

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Tue 17/11

11:45-12:05

1 stop40h 20m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R12 383

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Sun 31/1

18:30-10:35

3 stops32h 05m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R13 442

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Wed 4/11

21:15-14:35

2 stops57h 20m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R13 572

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Tue 17/11

18:30-10:30

3 stops32h 00m

Cape Town Intl

Wed 31/12

0:00-16:00

Nonstop0h 00m

R14 436

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Mon 8/2

11:45-23:00

1 stop27h 15m

Cape Town Intl

Thu 11/2

17:15-18:20

1 stop33h 05m

R19 242

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Fri 22/1

11:45-12:05

1 stop40h 20m

Cape Town Intl

Thu 28/1

17:15-18:20

1 stop33h 05m

R19 878

Flights are sorted by cheapest return flights first.

Deals found on 21/9

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Chicago to Cape Town

Have a flexible travel schedule? Discover the best time to fly to Cape Town from Chicago with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Chicago to Cape Town

What is the cheapest month to book a flight from Chicago to Cape Town?

Currently, April is the cheapest month in which you can book a flight from Chicago to Cape Town (average of R17 923). Flying from Chicago to Cape Town in December is currently the most expensive (average of R31 071). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Chicago to Cape Town?

Airfare is below average for this route at the moment.
Chicago to Cape Town flights typically cost between R21 768 and R29 947 in October.
The cheapest return price found within the last 5 days was R18 118 on Turkish Airlines (Oct 25–Nov 9).

What’s the top stopover airport for flights from Chicago to Cape Town?

Washington, D.C. (IAD) – chosen by Cheapflights users on 75% of one-stop itineraries from Chicago to Cape Town on Cheapflights.

What’s the cheapest stopover airport for flights from Chicago to Cape Town?

Istanbul (IST) is the most affordable one-stop option, with an average return flight price of R19 267.

What’s the fastest stopover option from Chicago to Cape Town?

Flights via Washington, D.C. (IAD) have the shortest average one-way travel time for one-stop routes: 17h 31m.

Which airport typically offers the quickest stopover for flights from Chicago to Cape Town?

Flights via Washington, D.C. (IAD) offer the fastest connection on this route, with an average stopover time of 1h 48m.

How far ahead should I book a flight from Chicago to Cape Town?

The price you pay for your flight from Chicago to Cape Town may vary depending on when you book. For the best chance of a lower fare, look to book 55 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

  • What airport do you fly into for flights to Cape Town from Chicago?

    Most people fly into Cape Town Intl (CPT) if they book a flight to Cape Town from Chicago. On average, Cape Town Intl has 0 inbound flights from Chicago per day from 0 airlines. Cape Town Intl is conveniently located just 15,6 km from Cape Town’s city centre.

  • How long is the flight from Chicago to Cape Town?

    For as low as R19 242, Turkish Airlines can have you in Cape Town from Chicago in 27h 15m. Airlines will cover a distance of 13700 km.

  • Can I find deals for flights from Chicago to Cape Town that include hotel bookings?

    Yes. In addition to deals on Chicago to Cape Town flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cape Town?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cape Town.

  • Can I find deals for business class flights from Chicago to Cape Town?

    Yes. Cheapflights offers flight deals from Chicago to Cape Town by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Cape Town?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Cape Town (average of R17 923). Flying from Chicago to Cape Town in December is currently the most expensive (average of R31 071). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Cape Town?

Book flights to Cape Town if you plan to visit one of these locations
Stellenbosch
Paarl
Gordon's Bay
Somerset West
Franschhoek
Hermanus
Simon's Town
Wellington
Porterville
Atlantis

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Cape Town

O'Hare Intl to OR Tambo flights
O'Hare Intl to Cape Town flights
Midway to OR Tambo flights
St. Louis to Cape Town flights
Bloomington to OR Tambo flights

Fly with Cheapflights

How does Cheapflights help users find flights from Chicago to Cape Town?

Cheapflights makes it easy to find Chicago to Cape Town flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Cape Town?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Cape Town for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to Cape Town with no change fees?

Certainly. Search results for flights to Cape Town from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Chicago to Cape Town become cheaper?

Of course! You can now track prices for flights from Chicago to Cape Town and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book With Flexibility

Our users can plan ahead with confidence and find flights with no change fees.

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.