CPT - CHI

R15 010 Find Cheap Flights from Cape Town to Chicago

This is the cheapest return flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cape Town to Chicago departing on 12/2. 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

KAYAK searches hundreds of travel sites at once for deals on flights 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.
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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Everything you should know

Cheapest return fare
R15 010
Virgin Atlantic
Thu 12/2Thu 19/2
CPT - MDW • 1 stop
Cheapest one-way flight
R17 539
Typical prices: R12 830-R36 044
Kenya Airways
Wed 7/1
CPT - ORD • 2 stops
Top airlines
Virgin Atlantic
Cheapest • from R15 010 (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
September
Cheapest • 15% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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

Thu, Feb 12 - Thu, Feb 19
Virgin Atlantic Logo
21:30 - 17:45
CPT
-
MDW
28h 15m1 stop
Virgin Atlantic Logo
10:49 - 19:15
MDW
-
CPT
24h 26m1 stop
R15 010Virgin Atlantic
Thu, Feb 12 - Thu, Feb 19
Virgin Atlantic Logo
21:30 - 16:49
CPT
-
ORD
27h 19m1 stop
Virgin Atlantic Logo
14:46 - 19:15
ORD
-
CPT
20h 29m1 stop
R15 010Virgin Atlantic
Mon, Jan 19 - Mon, Feb 2
Virgin Atlantic Logo
21:30 - 16:55
CPT
-
ORD
27h 25m1 stop
Virgin Atlantic Logo
14:50 - 19:15
ORD
-
CPT
20h 25m1 stop
R15 543Virgin Atlantic
Mon, Feb 9 - Mon, Feb 16
United Airlines Logo
20:50 - 9:40
CPT
-
ORD
20h 50m1 stop
United Airlines Logo
10:55 - 16:10
ORD
-
CPT
21h 15m2 stops
R15 576United Airlines
Thu, Feb 12 - Thu, Feb 19
United Airlines Logo
20:50 - 14:22
CPT
-
ORD
25h 32m2 stops
United Airlines Logo
7:10 - 16:10
ORD
-
CPT
25h 00m2 stops
R15 592United Airlines
Mon, Feb 9 - Mon, Feb 16
Multiple Airlines Logo
21:30 - 22:22
CPT
-
MDW
32h 52m1 stop
Multiple Airlines Logo
10:49 - 22:50
MDW
-
CPT
28h 01m2 stops
R16 524Multiple Airlines
Thu, Feb 12 - Thu, Feb 19
Multiple Airlines Logo
21:30 - 22:31
CPT
-
MDW
33h 01m1 stop
Multiple Airlines Logo
12:45 - 22:50
MDW
-
CPT
26h 05m2 stops
R16 541Multiple Airlines
Mon, Jan 19 - Mon, Feb 2
KLM Logo
21:30 - 9:53
CPT
-
MDW
20h 23m1 stop
KLM Logo
10:46 - 19:15
MDW
-
CPT
24h 29m1 stop
R16 974KLM
Wed, Feb 18 - Sun, Feb 22
Turkish Airlines Logo
17:15 - 18:25
CPT
-
ORD
33h 10m1 stop
Turkish Airlines Logo
11:50 - 11:50
ORD
-
CPT
40h 00m1 stop
R17 506Turkish Airlines
Wed, Feb 18 - Sun, Feb 22
Turkish Airlines Logo
17:15 - 10:05
CPT
-
ORD
24h 50m1 stop
Turkish Airlines Logo
20:20 - 11:50
ORD
-
CPT
31h 30m1 stop
R17 523Turkish Airlines
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.

How much is a return flight from Cape Town to Chicago?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Cape Town to Chicago departing in February.

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 September, where tickets cost R16 657 (return) on average. On the other hand, the most expensive months are November and March, where the average cost of round-trip tickets is R23 630 and R22 781 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 25 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flightR15 010
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly and prices are also 3% lower on average.
Flight from Cape Town to Chicago Midway 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 R17 539 for a one-way ticket and R15 010 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?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Cape Town and Chicago, with oneworld 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 R18 802 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 163 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 1435 reviews
7,1Entertainment
8,4Crew
7,7Boarding
7,2Food
7,6Comfort
Airline reviews

Flight was on time, staff are friendly and helpful onboard.

8,0 ExcellentShereen, Dec 2025
AMS - YUL
Read more KLM reviews

Flight was on time, staff are friendly and helpful onboard.

Terrible last row seats many seats available but no offer to move to better seat

Delay and had to run between flight to get my connection due to this delay but besides that the overall experience was ok. I arrived with just an hour of delay.

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!

An international flight on an apron is pretty unusual in my 40 years of traveling. Departure delay. Luggage despite over an hour connection did not make it to the flight. Actually still in Germany. My luggage was not moved until I reached my final destination despite knowing it to be left in Germany upon my arrival in Chicago. The service left me a little off, both going and returning from Europe. Light on in the cabin even during a night flight and lots of traffic no matter what. Maybe passengers want more service? As a frequent traveler i just want to be able to sleep, the food will be better at the destination anyway. So since the cabin crew woke me up I asked for a cocktail, I did not get the best response although sitting in row 20 premium economy. I usually fly premium economy or business and my 2 flight to Europe in 2025 with United both had luggage delays and other minor issues. American flights to Australia, Canada and Europe went smoothly and Premium plus feels very much like business light. Is United Club becoming a waste and Silver/Gold levels another waste??

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

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

To be prepared for being treated with disrespect by the ground crew.

Seats too much and for the price we paid eve thought economy we still had to pay $169 to check a ba that’s ridiculous and also my daughter needed water so she can take her medicine we push the boton for the attendant to get us water they never came we push it 3 times no one came and ask what we needed . Am not happy with the service at all I will not fly with TK anymore

Boarding experience was a mess- both to and from Istanbul airport. No one knew anything. They asked everyone to line up according to their sit numbers- it was unbelievable. Business class had a separate line, but it was hard to find- I had to go through all that mess before finding it. Would not recommend

Excellent food and service on my international flight. Most notable is the food provided by Turkish even for coach passengers is very good.

They can my date of travel and let me standard in Istanbul for three days stop over and only pay for one day in a hotel with only one breakfast for three days.

the flight was cancelled and I was rebooked twice, once 26 hours later, then another 24 hours later. In total the flight was delayed for 40 hours. Never again will I use kayak or Turkish Airlines for my travel.

Worst experience with boarding once we left the wheel chair even traveling business we had to wait with all the crowd for the bus to take us to the plane then climb the stairs with our bags When you pay extra for comfort and convenience and you don’t get any is disappointing

Food is very turkish. No regard for other natinalities taste and preference. The entertainment can be improved- it was the same menu on 10/8/25 and 10/25/25. The boarding is the worst in the airline industry- I suggest you ask your staff to and watch how other airlines do it.

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.

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.

Everything. Employees offered to help me because I had to use a cane.

Check-in and boarding were great. On flight staff were rude and disrespectful. Paid for extra room and found it incredibly cramped. Bathrooms kept in poor condition. Overall negative experience.

Great seat in premium economy, great food and drinks throughout lots of in flight entertainment. 1 hour 40 min delayed flying out , 2 1/2 hour wait at passport control in tampa

Plane was extremely delayed, but not all of it was BA fault (some was). Worst part was lack of room - this had as much space as an Allegiant flight. I thought transatlantic usually gave you an extra inch or two, but not this one. Entertainment system sporadically worked and didn’t have great options. Overhead bins are old and tiny, not as good as aunties new planes.

My seat cushion was poor. The cushion was compressed and was uncomfortable for such a long flight.

Besides having a LONG layover in Philadelphia to begin with, our flight was delayed and left late. We spent 7 hours in the Philadelphia airport after being in the air 7 hours from Portugal to Philly. It turned into a 24 hour day of travel which was exhausting. I know you can't help weather but our layover was difficult as my husband is handicapped. The staff was EXTREMELY helpful with his wheelchair tho!!

I was in a bulkhead seat and my tray table wasn't level. Eating was difficult.

Audi visual not working for a whole group of seats in first class. How does a plane leave the main hub in such poor condition? How much that we can’t see so immediately is also compromised?

main meals are horrible but then you dont fly for the food

It was good. Couldn’t Check in online and select seats

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

Information on your arrival and departure airports