CPT - CHI

R10 298 Find Cheap Flights from Cape Town to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cape Town to Chicago departing on 15/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cape Town to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cape Town to Chicago.
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Flight Deals

Cheap Flights from Cape Town to Chicago (CPT-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Cape Town to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Cape Town to Chicago

Tue, Nov 25 - Wed, Jan 7
Ethiopian Air Logo
13:50 - 7:40CPT-ORD
25h 50m2 stops
Ethiopian Air Logo
9:45 - 14:35ORD-CPT
20h 50m1 stop
R15 525Ethiopian Air
Find Deal
Wed, Nov 26 - Wed, Jan 7
Ethiopian Air Logo
14:35 - 7:40CPT-ORD
25h 05m2 stops
Ethiopian Air Logo
9:45 - 14:35ORD-CPT
20h 50m1 stop
R15 887Ethiopian Air
Find Deal
Mon, Nov 24 - Tue, Jan 6
Turkish Airlines Logo
17:15 - 10:05CPT-ORD
24h 50m1 stop
Turkish Airlines Logo
11:50 - 11:50ORD-CPT
40h 00m1 stop
R16 163Turkish Airlines
Find Deal
Tue, Nov 25 - Tue, Jan 6
Turkish Airlines Logo
17:15 - 10:05CPT-ORD
24h 50m1 stop
Turkish Airlines Logo
11:50 - 11:50ORD-CPT
40h 00m1 stop
R16 250Turkish Airlines
Find Deal
Sun, Dec 14 - Sat, Jan 3
Delta Logo
20:50 - 8:54CPT-MDW
44h 04m2 stops
Delta Logo
18:08 - 12:05MDW-CPT
57h 57m2 stops
R17 233Delta
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Sun, Dec 14 - Sat, Jan 3
Delta Logo
20:50 - 8:04CPT-ORD
43h 14m2 stops
Delta Logo
18:02 - 12:05ORD-CPT
58h 03m2 stops
R17 233Delta
Find Deal
Wed, Mar 11 - Sun, Mar 15
British Airways Logo
20:35 - 17:33CPT-ORD
27h 58m2 stops
British Airways Logo
21:45 - 12:40ORD-CPT
31h 55m2 stops
R18 889British Airways
Find Deal
Wed, Mar 11 - Sun, Mar 15
British Airways Logo
18:55 - 17:33CPT-ORD
29h 38m2 stops
British Airways Logo
21:45 - 12:40ORD-CPT
31h 55m2 stops
R19 027British Airways
Find Deal
Sun, Dec 14 - Fri, Jan 2
KLM Logo
23:45 - 18:18CPT-MDW
26h 33m2 stops
KLM Logo
12:45 - 21:55MDW-CPT
25h 10m2 stops
R35 277KLM
Find Deal
Mon, Dec 15 - Fri, Jan 2
KLM Logo
23:45 - 18:18CPT-MDW
26h 33m2 stops
KLM Logo
12:45 - 21:55MDW-CPT
25h 10m2 stops
R37 088KLM
Find Deal

Everything you should know

Top airlines
Ethiopian Air
Cheapest • from R15 525 (return)
KLM
Best reviews • 7,7 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travellers who book at least 4 weeks in advance save around 20% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
November
Cheapest • 13% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
R15 525
Typical prices: R16 491-R19 864
Ethiopian Air
Tue 25/11Wed 7/1
CPT - ORD • 2 stops
Cheapest one-way flight
R10 298
Typical prices: R10 988-R14 059
Turkish Airlines
Mon 15/12
CPT - ORD • 1 stop
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Cape Town to Chicago flights

Get data-powered insights and trends into flights from Cape Town to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Cape Town to Chicago?

The average price of all round-trip flights from Cape Town to Chicago clicked on KAYAK for each day over the last 12 months.

When flying from Cape Town to Chicago, you should consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Cape Town, you’ll find the best rates on Saturdays and the most expensive ones on Fridays.

What is the cheapest month to fly from Cape Town to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cape Town to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cape Town to Chicago is November, where tickets cost R17 129 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is R23 115 and R22 891 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cape Town to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cape Town to Chicago, you should book around 4 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flightR10 298
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Cape Town to Chicago O'Hare Airport

When to book flights from Cape Town to Chicago

Are your dates flexible? Find out the best times to travel from Cape Town to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cape Town to Chicago

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

    In the last 3 days, the lowest price for a flight from Cape Town to Chicago was R10 298 for a one-way ticket and R15 525 for a return.

  • Which airports will I be using when flying from Cape Town to Chicago?

    When flying out of Cape Town you will be using Cape Town Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Cape Town to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Cape Town to Chicago?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Cape Town and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Cape Town to Chicago, United Airlines or Ethiopian Air?

    The two airlines most popular with KAYAK users for flights from Cape Town to Chicago are United Airlines and Ethiopian Air. With an average price for the route of R19 740 and an overall rating of 7,4, United Airlines is the most popular choice. Ethiopian Air is also a great choice for the route, with an average price of R16 727 and an overall rating of 7,2.

  • How does KAYAK find such low prices on flights from Cape Town to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cape Town to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cape Town to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Cape Town is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cape Town to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Cape Town with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cape Town to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Cape Town up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines flying from Cape Town to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Cape Town to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cape Town to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7,7
KLMOverall score based on 1406 reviews
7,8Boarding
8,4Crew
7,3Food
7,7Comfort
7,1Entertainment
Airline reviews

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

4,0 OkayMarcel, Oct 2025JFK - AMS
Read more KLM reviews

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

Couldn’t get boarding pass in SLC even with help from a redcoat, so had to find a desk in AMS to get boarding pass. Technical problems so not sure why. Very inconvenient. The KLM app is not as user friendly as most apps. Also had to wait almost an hour on the tarmac for a fuel truck, which caused us to miss a connecting bus in LUX.

The immigration hall in Amsterdam was understaffed, so passport checking was slower than it should be for a major airport. They need to get the automatic readers up and running for non EU passport holders. Waiting in line after a long flight feels a bit abusive.

Over 1 Hr delay. No APU so no AC on ground. Plane was hot during boarding and then they closed the doors over 20 minutes before engine start so interior of plane was steamy hot and stuffy. Could have been helped by opening doors until ready to depart.

Short flight so it was okay. Nice crew, all very pleasant and professional. We were near the back in row 27 so just as we got our drinks, we started our descent so had to drink very quickly!

Our first flight was delayed so we missed our connecting flight. However it was easy to book a later flight on their app.

My flight was delayed by 6 hours then I missed BOTH of my connecting flights, I then had to stay in the AIRPORT at JFK because soooooo many people also suffered from missing flights and there was no hotels available. I would like to be compensated for this experience! I had to stay in the airport for over 16 hours!

Klm start boarding while somw air issue in the plan

The service was great. However the lounge only gets passing grade

I appreciate that KLM was proactive in informing me of the 2 hour delay which enabled me to replan my travel. It was a bit stressful not knowing whether my connection from Montreal to Ottawa was happening. But the ground and air crew did a good job at comforting and assuring me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

The best airline for international travel in terms of value you get in business class (service/cost)

I liked the overall flight experience. However, Turkish officials could do a better job at guiding non-Turkish speakers to their connecting flight gates in such a huge & vast airport.

Very small and cramped aisles and seats. Food was poor but the fresh hot roll and hummus was good. No cans of soda given but they had small bottles of water. Crew was nice and pleasant and kept bathroom clean.

We couldn’t fly to Chicago on our booked flight. The flight was overbooked.

Small seat space for 13 hours flight, they charged for baggage , very bad quality of food,

I was sitting almost in the back, the seats are very tight and there’s no legroom, it’s uncomfortable for a long distance

Absolute worst airline. Charged us $720 to check 4 bags (2 of which were carry-on). Entertainment systems didnt work. And on a 12 hour flight they served 2 meals and never once came around outside of those 2 meals with a beverage or cup of water. Will never fly them again.

Took forever to board. They made announcements without the loudspeaker and since the waiting room was full of screaming kids, no one could hear what they were saying. The business class sleeper seats were designed for tall skinny people. When partially reclined there was nowhere to rest my feet because they did not reach the footrest. and when fully reclined there wasn't room at my sides for my arms. Definitely one of the worst sleeper seats I have ever had.

About an hour delay but we made it to Chicago. I feel that the smaller connecting flights are the ones that cause the delays on the bigger planes that fly international.

Amazing trip! No delays, no broken or lost luggage, and amazing food.

Need to do a lot of improvement on service and cleaness

They only gave us 30 minutes to make an international connecting flight. We didn’t make the connection but they did do a good job rebooking us despite the chaos. Our bags didn’t make it back and their process for customer support is pretty bad when it comes to luggage.

POSITIVES The hostesses were mostly pleasant, NEGATIVES The full flight wifi was horrible, hardly able to use it. My charger port was not working which made me use my neighbour's port which resulted in an accident which ruined her flight. During dinner, meat ran out when the cart got to us forcing us to eat vegetarian which was not great. We watched everyone around us eating meat. My wifi did not transfer to the second leg of my trip as they promised as they changed the plane. I was thrown off the window seat I booked for the 2nd leg of my journey as they changed planes, all done at my expense. This was not a cheap flight ($2600) which i hurriedly had to book to attend my mother's funeral who passed away suddenly. I was honestly disappointed with the whole saga as I heard Ethiopian Airlines was one of Africa's best.

The food was terrible and the seating was uncomfortable, but the airline did a great thing letting us board in Abbis Ababa on our connecting flight after our original flight was very delayed.

Checking in wasn't organized, too many so-called diplomats were jumping line while everyone was waiting in line. They should have their own line not to impede on other passengers that was also waiting to be served. We all paid money and there should be no discrimination because everyone's money should have the same value diplomat or not! If they want to give diplomats some special treatment then let them create their own check in desk and not treat other passengers some that are (elderly, some with children, pregnant women) making them stand longer in line than necessary just because people are jumping line 😡

Forgotten Suite inside of the top compartment but went back to ask and they didn’t leave at the lost and found place. Also the checking in was so horrible. I had multi city and one of the passenger saint have visa go go go Dubai. The Ethiopian airlines never had information about requirement for US permanent resident so couldn’t go to Dubai. And when coming back to US we were told we can not use our Addis to Washington ticket and they forced us to get new ticket. Very horrible experience.

Im if Ethiopian can allow customers to use their mileage for in flight connexion it will be great.

United was best airlines I have seen since I got there choose united airlines

No Asian Vegetarian food was available on this sector but only fish and chicken and pasta were offered.

The plane was overbooked and the crew was very rude. My luggage was never put on the plane. I got to NY and waited 2 hours just to find out that my luggage was left.

Unfortunately, my flight was cancelled because of some sort of emergency over the Atlantic and had to return to London. While I think British Airways made every effort to mitigate the situation, I must say it was still pretty unpleasant. I do appreciate the fact, however, that British Airways put my safety first…and I think the effort to correct a bad situation was very sincere. But I think the process might be handled better in future.

Crew service was poor and very little difference between premium economy and economy. Disappointed.

My bags never made it on the flight and I now have to wait for them to arrive hopefully tomorrow. You can’t even track your bags in the app to see where they are since they didn’t arrive. You have to file a claim and then wait for them to inform you when you will receive your bag. We were already delayed for an hour due to baggage so I don’t understand how my bag didn’t make the flight.

One of the worst experience given the middle seat even asked for the change no one honored,boarded at the end and overall one of the worst experience

It was good although our flight to the UK was cancelled and rescheduled for two days later. This was after we were already seated on the plane. We missed the first leg of our trip. BA did put us up at a hotel and paid for our meals but we lost our hotel costs in Glasgow.

The crew was very nice and pleasant. We were very reluctant to book our flight with British Airlines because we had bad experience with their flight attendants on the previous trips, they were rude and not helpful.

I am a 25+ years American Airlines member. British Airways is simply above and beyond in every customer satisfaction category.

The seat pads are past there sell by date now and are uncomfotable. Also, with screens in the back of the seat, the seats shouldnt be able to recline as this puts rhe screen in your face.

1. The website didn’t allow me to checkin from London as I have Bangladesh passport with US permanent resident card. This pushed me to sit with my wife in the middle of two aisle seats, terrible experience! 2. BA should allow within 24 hours to checkin with other passport holders to choose better seats. A 2nd verification of travel documents can be done at the desk about immigration status. 3. Food options were poor for vegetarian passengers, try to introduce healthy options avoiding carb-dense food ingredients.

Cabin crew lovely and accommodating and I'll always fly BA in the future

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

Information on your arrival and departure airports

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