CPT - CHI

R9 570 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 23/3. 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 404
Typical prices: R16 183-R19 823
Ethiopian Air
Sat 27/6Tue 21/7
CPT - ORD • 2 stops
Cheapest one-way flight
R9 824
Multiple Airlines
Mon 23/3
CPT - MDW • 2 stops
Top airlines
Ethiopian Air
Cheapest • from R15 404 (return)
Emirates
Best reviews • 8,1 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 21% 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

Sat, Jun 27 - Tue, Jul 21
Ethiopian Air Logo
13:50 - 8:15
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R15 404Ethiopian Air
Thu, Jun 25 - Tue, Jul 21
Ethiopian Air Logo
13:50 - 8:15
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R16 580Ethiopian Air
Fri, Jun 26 - Tue, Jul 21
Ethiopian Air Logo
13:50 - 8:15
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 - 14:35
ORD
-
CPT
21h 20m
1 stop
R17 359Ethiopian Air
Sun, Apr 12 - Wed, Apr 22
Multiple Airlines Logo
14:25 - 17:41
CPT
-
ORD
34h 16m
3 stops
Multiple Airlines Logo
6:04 - 13:35
ORD
-
CPT
48h 31m
3 stops
R17 407Multiple Airlines
Thu, May 28 - Thu, Jun 4
Delta Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
Delta Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R17 963Delta
Thu, May 28 - Thu, Jun 4
KLM Logo
18:25 - 14:15
CPT
-
ORD
26h 50m
2 stops
KLM Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R17 995KLM
Thu, May 28 - Thu, Jun 4
Delta Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
Delta Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R18 011Delta
Thu, May 28 - Thu, Jun 4
Delta Logo
23:15 - 14:15
CPT
-
ORD
22h 00m
1 stop
Delta Logo
16:20 - 21:25
ORD
-
CPT
22h 05m
1 stop
R18 027Delta
Sun, Apr 12 - Wed, Apr 22
Multiple Airlines Logo
18:25 - 9:40
CPT
-
ORD
46h 15m
2 stops
Multiple Airlines Logo
11:25 - 11:50
ORD
-
CPT
41h 25m
1 stop
R18 058Multiple Airlines
Fri, Mar 27 - Sun, Apr 5
KLM Logo
23:45 - 18:40
CPT
-
MDW
25h 55m
2 stops
KLM Logo
13:10 - 21:25
MDW
-
CPT
25h 15m
2 stops
R31 475KLM
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 June.

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 R15 912 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is R22 573 and R21 540 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 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flightR9 824
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly and prices are also 8% 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 R9 824 for a one-way ticket and R15 404 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 R17 124 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 R15 365 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.
8,1
EmiratesOverall score based on 3516 reviews
8,3Crew
7,9Food
8,0Comfort
8,2Entertainment
8,1Boarding
Airline reviews

The stewardess took a picture as a gift , if you asked for it. Every thing was very good, Especially the food, big and tasty. The service was good, they served water several times, very frequent.

8,0 ExcellentAnonymous, Jan 2026
DXB - LAX
Read more Emirates reviews

The stewardess took a picture as a gift , if you asked for it. Every thing was very good, Especially the food, big and tasty. The service was good, they served water several times, very frequent.

I liked the newer aircraft CRJ-550 since it had WIFI and the seats are more spacious.

Sadly I couldn't get the food I requested as it was out. Also, if you don't want to be woken up make sure the crew knows it. My wife was woken on every service.

This was my first time flying with Emirates. Overall, the experience was very good. I thought the seats in economy would have been a bit more comfortable, but, they seem to be on par with other airlines. The food was excellent and very satisfying. If you can afford it, I would definitely suggest upgrading to at lest premium economy seats for long haul flights.

Three meals on a single flight is disgusting. Even if I reject them all, sleeping is impossible and all that food (especially wasted food) is just antithetical to a pleasant flight experience. People were chucking multiple abandoned trays on the floor in front of my seat.

Similar to Hyd->Dubai this too was worst airlines. Bad seats, bad seating arrangement which created lot of confusion since family member were not given seat together. However most of them changed the seat and got with the family. Cheap tactics by Emirates.

The best ever, friendly and attentive cabin crew, amazing captains who utilised their expertise for less turbulence, just overall amazing

First time and very memorable, the finest flying experience ive ever had

Overall I was quite pleased with the experience; the cleanliness; the polite and attentiveness of the cabin crew; and the delicious food options.

I would never have been able to make the transfer in time without asking for a wheelchair

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!

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

Reliable, nice crew, I fly often on that flight and I like it all.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Very hot cabin made long flight uncomfortable, even in business class! Food was great. Istanbul business lounge had great food but too few bathrooms and seating . They also need more electric outlets for charging devices. Appreciate the ability to go through fast track lines w business class

The crew on this flight provided exceptional business class service to me.

The staff at the boarding or the rudest uninformative and no English whatsoever they’re very rude as if they are envious of you travelling I don’t understand how could someone would be this rude and this out of touch and cold

You charged me for luggage although the airline does not- you charged me for seat when customers can pick their own seat at checkout in I travel to Europe slot and I will not use kayak again

They oversold the tickets by one which was my ticket so I didn’t have a ticket till last second

Not good. I was supposed to be in Mint but got in economy class

Requested food options were always finished. Supplied food items were good but of course not the desired choices.

The airport staff never announced that boarding has started. Both at iad or Islamabad or Istanbul.

Very bad experience with turkish airline tk 0001. Very uncomfortable seats and food ran out and crew was not helpful

The airline could improve its business class seats and privacy in line with its competitors.

Planes are good. However the entertainement system is slow. The headphones are of low quality and I could hardly hear a movie The movies lack subtitiles

The crew were amazing. They should improve the inflight entertainment

Delay not posted, only departure time listed- not boarding time. We left an hour late and arrived 45 min late. Restrooms had backed up sinks and toilets not flushed ) passenger error). Lots of screen for entertainment didn’t work. But we arrived with our luggage

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.

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

Information on your arrival and departure airports