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Cheap flights from Chicago to Cape Town from R14 436

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPT
Jun 8 — Jun 151
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
Explore the most affordable flight options available from Chicago to Cape Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9 May 2026.

Sun 6/920:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Sun 13/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 4/5R18 110
Mon 31/820:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Tue 8/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R18 324
Mon 31/811:25
ORD
-
CPT
1 stop41h 25m
Turkish Airlines
Fri 11/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R18 635
Mon 31/820:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Thu 10/916:35
CPT
-
ORD
1 stop32h 40m
Turkish Airlines
Deal found 7/5R19 308
Tue 1/920:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Thu 10/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R19 521
Mon 31/820:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Sun 13/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R19 619
Tue 1/920:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Tue 8/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R19 816
Mon 7/911:25
ORD
-
CPT
1 stop41h 25m
Turkish Airlines
Mon 14/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 5/5R20 210
Tue 1/920:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Fri 11/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R20 226
Wed 26/820:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Tue 8/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R20 276
Thu 27/820:10
ORD
-
CPT
1 stop32h 40m
Turkish Airlines
Tue 15/916:35
CPT
-
ORD
1 stop32h 40m
Turkish Airlines
Deal found 5/5R20 325
Sun 30/811:25
ORD
-
CPT
1 stop41h 25m
Turkish Airlines
Tue 8/916:35
CPT
-
ORD
1 stop24h 05m
Turkish Airlines
Deal found 7/5R20 341

Find flight deals from Chicago to Cape Town

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cape Town (CPT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 9 May 2026.

Round-trip from

R18 110

One-way from

R14 436

Popular in

July

Cheapest in

April

Average price

R23 655
Turkish Airlines
  • Turkish Airlines
  • 6/9-13/9
  • 2 total stops
  • 56h 45m total
  • Chicago to Cape Town
Search Deals
Turkish Airlines
  • Turkish Airlines
  • 2/8
  • 1 total stop
  • 32h 40m total
  • Chicago to Cape Town
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (R44 138 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R10 734 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Chicago to Cape Town that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 594 507 searches. Data last updated 9 May 2026.
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 - CPT

ORDCPT

Chicago O'Hare Intl

Mon 31/8

11:25-11:50

1 stop41h 25m

Cape Town Intl

Fri 11/9

16:35-9:40

1 stop24h 05m

R18 635

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Sun 6/9

20:10-11:50

1 stop32h 40m

Cape Town Intl

Mon 15/3

17:15-11:05

1 stop24h 50m

R21 654

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Thu 3/9

20:10-11:50

1 stop32h 40m

Cape Town Intl

Sun 13/9

16:35-18:15

1 stop32h 40m

R22 277

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Fri 28/8

20:10-11:50

1 stop32h 40m

Cape Town Intl

Mon 14/9

16:35-18:15

1 stop32h 40m

R22 605
Fastest return journey

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Sun 13/9

10:15-14:10

1 stop20h 55m

Cape Town Intl

Sun 4/10

13:50-8:15

2 stops25h 25m

R23 524

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Tue 1/9

20:10-11:50

1 stop32h 40m

Cape Town Intl

Sat 12/9

16:35-18:15

1 stop32h 40m

R24 606

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Sat 29/8

20:10-11:50

1 stop32h 40m

Cape Town Intl

Sat 12/9

16:35-18:15

1 stop32h 40m

R24 852

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Fri 4/9

20:35-16:40

1 stop37h 05m

Cape Town Intl

Mon 7/9

13:15-15:45

1 stop33h 30m

R26 378

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Fri 23/10

19:20-10:30

1 stop32h 10m

Cape Town Intl

Sat 31/10

15:20-15:30

2 stops31h 10m

R27 182

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Fri 28/8

20:35-16:40

1 stop37h 05m

Cape Town Intl

Sat 19/9

18:25-15:45

1 stop28h 20m

R27 215

Flights are sorted by cheapest return flights first.

Deals found on 7/5

Showing 1-10 of 33 resultsSorted by cheapest first
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Cape Town (average of R12 123). Flying from Chicago to Cape Town in July is currently the most expensive (average of R21 768). 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?

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

Share of one-stop return flights from Chicago to Cape Town chosen by Cheapflights users in the past 12 months, using the same stopover each way.

London (LHR) – chosen by Cheapflights users on 43% of one-stop itineraries from Chicago to Cape Town on Cheapflights.

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

Average return fare for one-stop flights from Chicago to Cape Town, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Istanbul (IST) is the most affordable one-stop option, with an average return flight price of R19 398.

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

Shortest average travel time for one-stop one-way flights from Chicago to Cape Town, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

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?

Average stopover duration for one-stop one-way flights from Chicago to Cape Town, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

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

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cape Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 R23 524, Turkish Airlines can have you in Cape Town from Chicago in 20h 55m. Airlines will cover a distance of 13700 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Cape Town (average of R12 123). Flying from Chicago to Cape Town in July is currently the most expensive (average of R21 768). 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
Hermanus
Franschhoek
Simon's Town
Wellington
Porterville
Atlantis

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Cape Town

See prices for flight routes from nearby airports that may be better suited for you.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

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