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Cheap flights from Chicago to Cape Town from R9 487

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 23/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPT
Jan 25 — Feb 11
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Chicago to Cape Town Intl are usually found in April or February, booked 79 days in advance, depart on a Saturday or Wednesday and return on a Sunday

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 26 December 2025.

Wed 31/1220:40ORD - CPT
1 stop31h 30mIberia
Sun 1/218:55CPT - ORD
1 stop26h 55mIberia
Deal found 24/12R26 031
Wed 31/1212:55ORD - CPT
2 stops64h 05mMultiple Airlines
Sun 1/214:25CPT - ORD
3 stops35h 20mMultiple Airlines
Deal found 24/12R27 429
Wed 31/128:00ORD - CPT
3 stops45h 35mMultiple Airlines
Thu 8/114:25CPT - ORD
3 stops35h 20mMultiple Airlines
Deal found 26/12R29 775
Tue 30/128:00ORD - CPT
2 stops30h 05mMultiple Airlines
Wed 7/123:25CPT - ORD
2 stops45h 49mMultiple Airlines
Deal found 25/12R35 118
Wed 31/129:45ORD - CPT
1 stop20h 50mEthiopian Air
Thu 8/113:50CPT - ORD
3 stops32h 35mEthiopian Air
Deal found 26/12R35 933
Wed 31/129:50MDW - CPT
1 stop25h 25mVirgin Atlantic
Sun 1/221:30CPT - MDW
1 stop27h 59mVirgin Atlantic
Deal found 24/12R37 964
Wed 31/1215:29MDW - CPT
1 stop19h 46mDelta
Sun 1/221:30CPT - MDW
2 stops29h 06mDelta
Deal found 24/12R38 031
Thu 25/1214:30ORD - CPT
2 stops40h 05mEthiopian Air
Thu 1/113:50CPT - ORD
2 stops25h 50mEthiopian Air
Deal found 24/12R38 080
Thu 25/1215:25MDW - CPT
1 stop19h 50mDelta
Thu 1/121:30CPT - MDW
1 stop22h 28mDelta
Deal found 24/12R44 022
Tue 30/1211:48MDW - CPT
2 stops26h 07mKLM
Wed 7/123:45CPT - MDW
2 stops30h 22mKLM
Deal found 25/12R50 463
Fri 26/129:50MDW - CPT
2 stops28h 05mDelta
Fri 2/120:50CPT - MDW
2 stops28h 29mDelta
Deal found 25/12R222 791

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 26 December 2025.

Round-trip from

R16 128

One-way from

R9 487

Popular in

July

Cheapest in

April

Average price

R28 244
Turkish Airlines
  • Turkish Airlines
  • 11/3-1/4
  • 2 total stops
  • 64h 05m total
  • Chicago to Cape Town
Search Deals
23/2
  • 23/2
  • 3 total stops
  • 46h 55m total
  • Chicago to Cape Town
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (R81 151 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R9 140 potential savings vs. average return price).
Search Deals
Average for round-trip flights in December 2025
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 26 December 2025.
Use the filters below to find and compare flights from Chicago to Cape Town that are best for you.

Fly from

Chicago

Fly to

Cape Town

Route

Depart

Return

Price

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Sat 24/1

9:45-14:35

1 stop20h 50m

Cape Town Intl

Sat 31/1

13:50-7:40

2 stops25h 50m

R18 890

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Sun 1/3

20:20-11:50

1 stop31h 30m

Cape Town Intl

Tue 17/3

17:15-11:05

1 stop24h 50m

R18 907

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Wed 22/4

19:50-11:50

1 stop33h 00m

Cape Town Intl

Sun 26/4

16:35-9:40

1 stop24h 05m

R19 223

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Wed 22/4

10:15-14:35

1 stop21h 20m

Cape Town Intl

Sun 26/4

13:50-8:15

2 stops25h 25m

R19 273

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Fri 23/1

20:20-11:50

1 stop31h 30m

Cape Town Intl

Sat 31/1

17:15-10:05

1 stop24h 50m

R19 290

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Tue 10/2

20:20-11:50

1 stop31h 30m

Cape Town Intl

Tue 17/2

15:20-10:05

2 stops26h 45m

R19 456

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Wed 27/5

10:15-14:35

1 stop21h 20m

Cape Town Intl

Sat 13/6

13:50-8:15

2 stops25h 25m

R20 522

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Fri 29/5

10:15-14:35

1 stop21h 20m

Cape Town Intl

Sun 14/6

13:50-8:15

2 stops25h 25m

R20 771

ChicagoCape Town

ORD - CPT

ORDCPT

Chicago O'Hare Intl

Sun 15/3

10:15-13:00

1 stop43h 45m

Cape Town Intl

Thu 2/4

13:50-8:15

2 stops25h 25m

R20 938

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/2

12:46-19:15

1 stop22h 29m

Cape Town Intl

Mon 16/2

21:30-9:54

1 stop20h 24m

R22 852

Flights are sorted by cheapest return flights first.

Deals found on 24/12

Showing 1-10 of 35 results
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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?

Use this chart to determine the optimal time to book a return flight from Chicago to Cape Town. Price data was last updated on 19 December 2025.

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 77 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 982). Flying from Chicago to Cape Town in July is currently the most expensive (average of R23 268). 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 is the cheapest time of day to fly from CHI to CPT?

Find hourly flight availability from Chicago to Cape Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 December 2025.

It’s typically best to fly out from Chicago to Cape Town in the evening. Doing so could potentially save you 21% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 41% 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 681.

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 R18 890, Ethiopian Air can have you in Cape Town from Chicago in 20h 50m. 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 982). Flying from Chicago to Cape Town in July is currently the most expensive (average of R23 268). 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
Hermanus
Somerset West
Gordon's Bay
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

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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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