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Cheap flights from Chicago to Cape Town from R12 387

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 17/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPT
Sep 8 — Sep 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 August 2026.

Mon 7/920:10 -
1 stop32h 40m
Tue 22/916:35 -
1 stop24h 05m
Deal found 7/8R17 735
Sun 25/1012:45 -
1 stop27h 15m
Thu 12/1117:20 -
1 stop24h 40m
Deal found 4/8R17 896
Wed 18/1120:15 -
1 stop31h 50m
Tue 1/120:55 -
1 stop25h 25m
Deal found 8/8R18 444
Fri 30/1012:45 -
1 stop27h 15m
Tue 10/110:55 -
1 stop25h 25m
Deal found 4/8R18 476
Sun 25/1012:45 -
1 stop27h 15m
Sat 14/110:55 -
1 stop25h 25m
Deal found 4/8R18 766
Mon 26/1012:45 -
1 stop27h 15m
Sat 14/110:55 -
1 stop25h 25m
Deal found 4/8R18 782
Tue 3/1112:45 -
1 stop39h 20m
Mon 16/110:55 -
1 stop25h 25m
Deal found 5/8R18 943
Mon 7/920:10 -
1 stop32h 40m
Thu 1/1016:35 -
1 stop32h 40m
Deal found 6/8R19 008
Mon 7/912:46 -
1 stop22h 04m
Tue 22/920:05 -
1 stop27h 10m
Deal found 8/8R28 785
Mon 7/96:05 -
1 stop28h 45m
Tue 22/920:05 -
1 stop27h 10m
Deal found 5/8R29 397
Sat 24/1016:19 -
1 stop19h 16m
Fri 13/1120:50 -
1 stop21h 43m
Deal found 4/8R29 800
Fri 28/89:59 -
2 stops28h 26m
Sun 6/920:05 -
1 stop20h 54m
Deal found 7/8R30 058

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 August 2026.

Round-trip from

R17 735

One-way from

R12 387

Popular in

December

Cheapest in

March

Average price

R16 849
Turkish Airlines
  • Turkish Airlines
  • 7/9-22/9
  • 2 total stops
  • 56h 45m total
  • Chicago to Cape Town
Search Deals
17/11
  • 17/11
  • 3 total stops
  • 53h 55m total
  • Chicago to Cape Town
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R21 603 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (R5 958 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 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 August 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 Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Mon 1/2

20:15-12:05

1 stop31h 50m

Cape Town Intl

Fri 19/2

17:20-10:00

1 stop24h 40m

R18 524

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Wed 18/11

11:45-12:05

1 stop40h 20m

Cape Town Intl

Tue 1/12

0:55-18:20

1 stop25h 25m

R18 524

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Mon 1/2

11:45-12:05

1 stop40h 20m

Cape Town Intl

Thu 4/2

17:20-18:20

1 stop33h 00m

R19 008

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Wed 27/1

11:45-12:05

1 stop40h 20m

Cape Town Intl

Sat 6/2

0:55-10:00

1 stop41h 05m

R19 491

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Wed 3/2

20:15-12:05

1 stop31h 50m

Cape Town Intl

Sat 27/2

17:20-10:00

1 stop24h 40m

R19 491

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Mon 12/10

11:25-11:50

1 stop41h 25m

Cape Town Intl

Sat 24/10

16:35-19:20

1 stop33h 45m

R19 974

ChicagoCape Town

ORD Chicago O'Hare Intl - CPT Cape Town Intl

ORDCPT

Chicago O'Hare Intl

Tue 26/1

11:45-14:35

2 stops42h 50m

Cape Town Intl

Sun 7/2

17:20-10:00

1 stop24h 40m

R20 393

ChicagoCape Town

MDW Chicago Midway - CPT Cape Town Intl

MDWCPT

Chicago Midway

Mon 7/9

13:19-17:50

2 stops21h 31m

Cape Town Intl

Tue 22/9

20:05-9:49

1 stop20h 44m

R29 478

ChicagoCape Town

MDW Chicago Midway - CPT Cape Town Intl

MDWCPT

Chicago Midway

Sat 2/1

9:30-18:35

2 stops25h 05m

Cape Town Intl

Thu 21/1

20:50-16:50

2 stops28h 00m

R29 881

ChicagoCape Town

MDW Chicago Midway - CPT Cape Town Intl

MDWCPT

Chicago Midway

Fri 28/8

12:46-21:25

2 stops25h 39m

Cape Town Intl

Sun 6/9

20:05-16:15

1 stop27h 10m

R30 058

Flights are sorted by cheapest return flights first.

Deals found on 9/8

Showing 1-10 of 31 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

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 558). Flying from Chicago to Cape Town in December is currently the most expensive (average of R30 058). 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.

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.

Washington, D.C. (IAD) – chosen by Cheapflights users on 60% 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 048.

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.

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.

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 R29 413, Turkish Airlines can have you in Cape Town from Chicago in 22h 04m. Airlines will cover a distance of 13681 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, April is the cheapest month in which you can book a flight from Chicago to Cape Town (average of R17 558). Flying from Chicago to Cape Town in December is currently the most expensive (average of R30 058). 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
Gordon's Bay
Paarl
Somerset West
Franschhoek
Hermanus
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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O'Hare Intl to Cape Town flights
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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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