Cheap flights from Cape Town to Chicago from R12 072
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 15/12. Fares are subject to change and may not be available on all flights or dates of travel.
CPT — CHI
Dec 26 — Jan 21
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Cape Town Intl to Chicago are usually found in September or May, booked 9 days in advance, depart on a Sunday or Tuesday and return on a Saturday
Find flight deals from Cape Town to Chicago
Enter your travel dates to find the best prices.
Cheapest flights from Cape Town to Chicago
Explore the most affordable flight options available from Cape Town to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 November 2025.
Tue 25/1120:50CPT - ORD
2 stops28h 08mUnited Airlines
Tue 27/115:35ORD - CPT
1 stop18h 25mUnited Airlines
Deal found 24/11R15 797
Sun 14/1220:50CPT - ORD
1 stop23h 00mUnited Airlines
Tue 30/1221:10ORD - CPT
1 stop36h 50mUnited Airlines
Deal found 24/11R15 918
Tue 25/1114:25CPT - ORD
3 stops30h 14mKenya Airways
Tue 27/17:00ORD - CPT
2 stops31h 05mKenya Airways
Deal found 24/11R20 419
Fri 28/1120:50CPT - ORD
1 stop23h 00mUnited Airlines
Fri 12/1218:10ORD - CPT
2 stops32h 50mUnited Airlines
Deal found 24/11R23 506
Sun 14/1214:25CPT - ORD
3 stops30h 18mKenya Airways
Tue 30/128:00ORD - CPT
2 stops30h 05mKenya Airways
Deal found 24/11R23 661
Sun 14/1220:50CPT - ORD
2 stops32h 57mDelta
Tue 30/1218:02ORD - CPT
2 stops27h 48mDelta
Deal found 24/11R24 178
Sun 14/1221:30CPT - MDW
2 stops23h 04mDelta
Tue 30/1218:08MDW - CPT
2 stops27h 42mDelta
Deal found 24/11R25 937
Fri 28/117:55CPT - ORD
1 stop39h 15mKLM
Fri 12/1217:20ORD - CPT
1 stop28h 30mKLM
Deal found 24/11R34 991
Fri 28/1114:35CPT - ORD
2 stops25h 05mMultiple Airlines
Fri 12/1215:50ORD - CPT
3 stops36h 00mMultiple Airlines
Deal found 24/11R44 545
Mon 24/1118:30CPT - ORD
1 stop28h 25mEmirates
Tue 25/1119:45ORD - CPT
1 stop31h 55mEmirates
Deal found 24/11R126 926
Best flights from Cape Town to Chicago
Discover carefully curated flight deals from Cape Town to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 26 November 2025.
Sun 14/1220:50CPT - ORD
1 stop23h 00mUnited Airlines
Tue 30/1221:10ORD - CPT
1 stop36h 50mUnited Airlines
Deal found 24/11R15 918
Sun 14/1221:30CPT - MDW
1 stop27h 04mDelta
Tue 30/1218:08MDW - CPT
2 stops27h 42mDelta
Deal found 24/11R25 937
Thu 8/123:10CPT - MDW
2 stops30h 57mVirgin Atlantic
Thu 15/16:45MDW - CPT
1 stop28h 30mVirgin Atlantic
Deal found 24/11R28 438
Sat 16/519:50CPT - ORD
1 stop21h 57mUnited Airlines
Thu 4/611:15ORD - CPT
1 stop21h 05mUnited Airlines
Deal found 25/11R15 987
Thu 14/519:50CPT - ORD
2 stops25h 14mUnited Airlines
Mon 1/614:24ORD - CPT
1 stop17h 56mUnited Airlines
Deal found 25/11R15 987
Sat 10/120:50CPT - MDW
2 stops33h 17mMultiple Airlines
Sat 17/111:21MDW - CPT
2 stops27h 29mMultiple Airlines
Deal found 26/11R38 216
Sun 17/520:00CPT - ORD
1 stop29h 33mUnited Airlines
Wed 3/621:13ORD - CPT
1 stop35h 07mUnited Airlines
Deal found 25/11R15 987
Fri 15/520:00CPT - ORD
1 stop27h 37mUnited Airlines
Thu 4/614:24ORD - CPT
1 stop17h 56mUnited Airlines
Deal found 25/11R15 987
Sat 16/519:50CPT - ORD
2 stops23h 51mUnited Airlines
Wed 3/621:13ORD - CPT
1 stop35h 07mUnited Airlines
Deal found 25/11R15 987
Fri 15/520:00CPT - ORD
2 stops24h 12mUnited Airlines
Tue 2/621:45ORD - CPT
2 stops58h 35mUnited Airlines
Deal found 25/11R15 987
Thu 14/519:50CPT - ORD
1 stop20h 47mUnited Airlines
Wed 3/621:13ORD - CPT
1 stop35h 07mUnited Airlines
Deal found 25/11R15 987
Wed 28/17:55CPT - MDW
2 stops60h 51mDelta
Sun 1/213:26MDW - CPT
2 stops45h 49mDelta
Deal found 23/11R29 990
Fri 15/520:00CPT - ORD
1 stop20h 39mUnited Airlines
Wed 3/621:13ORD - CPT
1 stop35h 07mUnited Airlines
Deal found 25/11R15 987
Thu 14/519:50CPT - ORD
2 stops23h 51mUnited Airlines
Thu 4/614:24ORD - CPT
1 stop17h 56mUnited Airlines
Deal found 25/11R15 987
Sat 10/120:50CPT - MDW
2 stops27h 39mVirgin Atlantic
Sat 17/111:21MDW - CPT
1 stop23h 54mVirgin Atlantic
Deal found 26/11R37 112
Thu 8/123:10CPT - MDW
2 stops27h 22mDelta
Thu 15/19:32MDW - CPT
2 stops25h 43mDelta
Deal found 24/11R35 612
Last-minute flights from Cape Town to Chicago
Discover last-minute flight deals from Cape Town to Chicago. Data last updated 26 November 2025 and is based on user searches.
Tue 25/1120:50CPT - ORD
2 stops28h 08mUnited Airlines
Tue 27/115:35ORD - CPT
1 stop18h 25mUnited Airlines
Deal found 24/11R15 797
Tue 25/1114:25CPT - ORD
3 stops30h 14mKenya Airways
Tue 27/17:00ORD - CPT
2 stops31h 05mKenya Airways
Deal found 24/11R20 419
Fri 28/1120:50CPT - ORD
1 stop23h 00mUnited Airlines
Fri 12/1218:10ORD - CPT
2 stops32h 50mUnited Airlines
Deal found 24/11R23 506
Fri 28/117:55CPT - ORD
1 stop39h 15mKLM
Fri 12/1217:20ORD - CPT
1 stop28h 30mKLM
Deal found 24/11R34 991
Fri 28/1114:35CPT - ORD
2 stops25h 05mMultiple Airlines
Fri 12/1215:50ORD - CPT
3 stops36h 00mMultiple Airlines
Deal found 24/11R44 545
Sun 14/1220:50CPT - ORD
1 stop23h 00mUnited Airlines
Tue 30/1221:10ORD - CPT
1 stop36h 50mUnited Airlines
Deal found 24/11R15 918
Sun 14/1214:25CPT - ORD
3 stops30h 18mKenya Airways
Tue 30/128:00ORD - CPT
2 stops30h 05mKenya Airways
Deal found 24/11R23 661
Sun 14/1220:50CPT - ORD
2 stops32h 57mDelta
Tue 30/1218:02ORD - CPT
2 stops27h 48mDelta
Deal found 24/11R24 178
Sun 14/1221:30CPT - MDW
2 stops23h 04mDelta
Tue 30/1218:08MDW - CPT
2 stops27h 42mDelta
Deal found 24/11R25 937
One-way flights from Cape Town to Chicago
Search for one-way flight options from Cape Town to Chicago. Find affordable one-way fares based on user searches. Data last updated 26 November 2025.
Mon 15/1220:50CPT - ORD
2 stops29h 12mDelta
Deal found 24/11R12 072
Mon 15/1217:15CPT - ORD
1 stop24h 50mTurkish Airlines
Deal found 26/11R13 313
Mon 15/1214:25CPT - ORD
3 stops30h 18mMultiple Airlines
Deal found 26/11R15 297
Tue 13/115:30CPT - ORD
3 stops55h 25mMultiple Airlines
Deal found 23/11R15 383
Tue 13/120:50CPT - ORD
2 stops28h 55mDelta
Deal found 23/11R16 435
Tue 13/18:00CPT - ORD
1 stop38h 20mKLM
Deal found 23/11R16 556
Wed 7/120:50CPT - ORD
2 stops33h 11mDelta
Deal found 24/11R18 280
Wed 7/114:25CPT - ORD
3 stops35h 20mKenya Airways
Deal found 24/11R23 281
Wed 7/117:15CPT - ORD
1 stop33h 10mTurkish Airlines
Deal found 24/11R29 024
Wed 7/118:55CPT - ORD
1 stop27h 35mJetBlue
Deal found 25/11R29 266
Sat 3/117:15CPT - ORD
1 stop24h 50mTurkish Airlines
Deal found 24/11R30 059
Sat 3/123:45CPT - MDW
2 stops30h 37mKLM
Deal found 24/11R169 730
Cheap flight deals from Cape Town to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Cape Town (CPT) to Chicago (CHI). 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 November 2025.
Customise your flight search to find flights from Cape Town to Chicago 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 November 2025.
Use the filters below to find and compare flights from Cape Town to Chicago that are best for you.
Fly from
Cape Town
Fly to
Chicago
Route
Depart
Return
Price
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Sun 14/12
20:50-11:50
1 stop23h 00m
Chicago O'Hare Intl
Tue 30/12
21:10-18:00
1 stop36h 50m
R15 918
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Sat 16/5
19:50-10:47
1 stop21h 57m
Chicago O'Hare Intl
Thu 4/6
11:15-15:20
1 stop21h 05m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Thu 14/5
19:50-14:04
2 stops25h 14m
Chicago O'Hare Intl
Mon 1/6
14:24-15:20
1 stop17h 56m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Sun 17/5
20:00-18:33
1 stop29h 33m
Chicago O'Hare Intl
Wed 3/6
21:13-15:20
1 stop35h 07m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Fri 15/5
20:00-16:37
1 stop27h 37m
Chicago O'Hare Intl
Thu 4/6
14:24-15:20
1 stop17h 56m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Sat 16/5
19:50-12:41
2 stops23h 51m
Chicago O'Hare Intl
Wed 3/6
21:13-15:20
1 stop35h 07m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Fri 15/5
20:00-13:12
2 stops24h 12m
Chicago O'Hare Intl
Tue 2/6
21:45-15:20
2 stops58h 35m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Thu 14/5
19:50-9:37
1 stop20h 47m
Chicago O'Hare Intl
Wed 3/6
21:13-15:20
1 stop35h 07m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Fri 15/5
20:00-9:39
1 stop20h 39m
Chicago O'Hare Intl
Wed 3/6
21:13-15:20
1 stop35h 07m
R15 987
Cape TownChicago
CPT - ORD
CPTORD
Cape Town Intl
Thu 14/5
19:50-12:41
2 stops23h 51m
Chicago O'Hare Intl
Thu 4/6
14:24-15:20
1 stop17h 56m
R15 987
Flights are sorted by cheapest return flights first.
Deals found on 24/11
Showing 1-10 of 25 results
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Best time to book a flight from Cape Town to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Cape Town 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 Cape Town to Chicago
How far ahead should I book a flight from Cape Town to Chicago?
Use this chart to determine the optimal time to book a return flight from Cape Town to Chicago. Price data was last updated on 21 November 2025.
Booking 9 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cape Town to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Cape Town to Chicago?
Currently, March is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R14 141). Flying from Cape Town to Chicago in August is currently the most expensive (average of R17 470). 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 CPT to CHI?
Find hourly flight availability from Cape Town to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 November 2025.
It’s typically best to fly out from Cape Town to Chicago in the morning. Doing so could potentially save you 16% on the flight price compared to flying in the evening, which is usually more expensive.
How much does it cost for a return flight from Cape Town to Chicago?
What’s the top stopover airport for flights from Cape Town to Chicago?
Share of one-stop return flights from Cape Town to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.
Istanbul (IST) – chosen by Cheapflights users on 32% of one-stop itineraries from Cape Town to Chicago on Cheapflights.
What’s the cheapest stopover airport for flights from Cape Town to Chicago?
Average return fare for one-stop flights from Cape Town to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.
Doha (DOH) is the most affordable one-stop option, with an average return flight price of R18 779.
What’s the fastest stopover option from Cape Town to Chicago?
Shortest average travel time for one-stop one-way flights from Cape Town to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via Newark (EWR) have the shortest average one-way travel time for one-stop routes: 20h 28m.
Which airport typically offers the quickest stopover for flights from Cape Town to Chicago?
Average stopover duration for one-stop one-way flights from Cape Town to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Addis Ababa (ADD) offer the fastest connection on this route, with an average stopover time of 0h 56m.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 26 November 2025.
Get a feel of what it's like to fly with KLM, United Airlines, andTurkish Airlines from Cape Town to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.
Related info for your journey
Find useful and relevant information for your journey from Cape Town to Chicago. 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 from for flights from Cape Town to Chicago?
For a flight from Cape Town to Chicago, you will be flying from Cape Town Intl. Cape Town Intl (CPT) is just 15,6 km from the centre of the city. Cape Town Intl is the only Cape Town airport and it handles 0 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Cape Town Intl on a regular basis.
How long is the flight from Cape Town to Chicago?
Airlines like United Airlines, Delta, and Virgin Atlantic fly from Cape Town to Chicago in about 23h. The time it takes to get you to your destination can typically vary by up to 7h 57m. Cape Town and Chicago are separated by a distance of 13700 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from Cape Town to Chicago round-trip?
Cheapflights users have booked flights from Cape Town to Chicago round-trip from R14 748. Other airlines that can offer you cheap pricing are United Airlines, from R16 016, and Turkish Airlines, from R16 344. Ethiopian Air is 26% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest airlines to fly from Cape Town to Chicago one-way?
One-way options have recently been found by users for as low as R12 072 on Delta. Other airlines that offer cheap prices include Turkish Airlines from R13 313 and KLM from R169 730 one-way.
Can I find deals for flights from Cape Town to Chicago that include hotel bookings?
Yes. In addition to deals on Cape Town to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Cape Town to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cape Town to Chicago.
Can I find deals for business class flights from Cape Town to Chicago?
Yes. Cheapflights offers flight deals from Cape Town to Chicago 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 Cape Town to Chicago?
Currently, March is the cheapest month in which you can book a flight from Cape Town to Chicago (average of R14 141). Flying from Cape Town to Chicago in August is currently the most expensive (average of R17 470). 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.
Browse thousands of different options on Cheapflights for your next trip
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Fly from Cape Town to Chicago on these airlines
Choose from the following airlines for your flight from Cape Town to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 26 November 2025.
Browse through other flights departing from Cape Town. Flights are based on user searches made on Cheapflights and were last updated on 26 November 2025.
Discover the top 5 airlines that operate flights from Cape Town to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 594 507 searches. Data last updated 26 November 2025.
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 Cape Town to Chicago?
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cape Town to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
Why should you use Cheapflights to find cheap flight tickets from Cape Town to Chicago?
Cheapflights helps you find that perfect flight to Chicago from Cape Town by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Cape Town to Chicago with no change fees?
Need flexible booking options for your flight to Chicago from Cape Town? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Can Cheapflights notify me if prices for flights from Cape Town to Chicago become cheaper?
Of course! You can now track prices for flights from Cape Town to Chicago 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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