$582 Find Cheap Flights from South Africa 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 to Chicago departing on 4/19. 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 for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from South Africa to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from South Africa 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 round-trip flight deals from South Africa to Chicago

Sun, Apr 26 - Sun, May 3
Etihad Airways Logo
9:45 am - 8:35 am
JNB
-
ORD
29h 50m
1 stop
Etihad Airways Logo
2:00 pm - 7:10 am
ORD
-
JNB
58h 10m
2 stops
$846Etihad Airways
Fri, Apr 10 - Fri, Apr 17
Etihad Airways Logo
9:45 am - 8:35 am
JNB
-
ORD
29h 50m
1 stop
Etihad Airways Logo
2:00 pm - 8:15 am
ORD
-
JNB
35h 15m
1 stop
$855Etihad Airways
Mon, Jun 8 - Thu, Jun 18
Etihad Airways Logo
9:50 am - 8:35 am
JNB
-
ORD
29h 45m
1 stop
Etihad Airways Logo
9:10 pm - 8:20 am
ORD
-
JNB
28h 10m
1 stop
$876Etihad Airways
Mon, Sep 7 - Thu, Sep 17
Turkish Airlines Logo
6:00 pm - 6:15 pm
JNB
-
ORD
31h 15m
1 stop
Turkish Airlines Logo
8:10 pm - 10:30 am
ORD
-
JNB
31h 20m
1 stop
$909Turkish Airlines
Wed, Jul 15 - Wed, Aug 19
Turkish Airlines Logo
4:35 pm - 6:15 pm
CPT
-
ORD
32h 40m
1 stop
Turkish Airlines Logo
8:10 pm - 11:50 am
ORD
-
CPT
32h 40m
1 stop
$953Turkish Airlines
Tue, May 26 - Mon, Jun 8
British Airways Logo
7:25 pm - 2:00 pm
JNB
-
ORD
25h 35m
2 stops
British Airways Logo
10:20 pm - 7:00 am
ORD
-
JNB
25h 40m
2 stops
$959British Airways
Thu, May 28 - Thu, Jun 4
KLM Logo
6:25 pm - 2:15 pm
CPT
-
ORD
26h 50m
2 stops
KLM Logo
11:26 am - 9:25 pm
ORD
-
CPT
26h 59m
2 stops
$1,018KLM
Thu, May 28 - Thu, Jun 4
KLM Logo
6:25 pm - 2:15 pm
CPT
-
ORD
26h 50m
2 stops
KLM Logo
4:20 pm - 9:25 pm
ORD
-
CPT
22h 05m
1 stop
$1,020KLM
Sat, Apr 25 - Sat, May 2
Delta Logo
8:25 pm - 5:58 pm
JNB
-
MDW
28h 33m
2 stops
Delta Logo
9:27 am - 9:20 pm
MDW
-
JNB
28h 53m
2 stops
$1,063Delta
Tue, Apr 28 - Tue, May 5
Delta Logo
8:05 pm - 12:07 pm
CPT
-
MDW
23h 02m
1 stop
Delta Logo
9:27 am - 9:25 pm
MDW
-
CPT
28h 58m
2 stops
$1,129Delta
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights 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 to Chicago is February, where tickets cost $900 on average for return flights. On the other hand, the most expensive months are July and December, where the average cost of tickets from South Africa is $1,228 and $1,154 respectively. For one-way flights, the best month to travel is February with an average price of $900.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights 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, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $151.

Good to know

Low seasonJanuary
Cheapest flight$582
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Cape Town to Chicago

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    9 miles away from Chicago’s city center, Chicago Midway Airport is the closest of the 3 major airports in the city. There are 16 miles separating Chicago city center to Chicago O'Hare Airport, and 79 miles to Chicago Greater Rockford.

  • How does KAYAK find such low prices on flights 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 to Chicago.

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

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

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

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

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago are there each week?

    Each week there are around 17,148 direct flights from within South Africa to Chicago. The most common day for departures is Monday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 3 airlines serving from South Africa to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from South Africa to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with 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.
7.9
DeltaOverall score based on 8293 reviews
7.8Entertainment
8.5Crew
7.9Comfort
7.2Food
8.1Boarding
Airline reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

10.0 ExcellentAnonymous, Mar 2026
ATL - DTW
Read more Delta reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

No pilots so we were two hours late taking off and then no gate agents when we arrived in Salt Lake.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

The crew were unprofessional with a racist element. I was physically abused as well from one of the crew members

Crew is not the cheerful type. very slow meal service (this is their style as have flown this many times)

Delay on my previous leg, had to run to catch my flight. But that happens. Overall ok.

Flight was ok but lack of communication cost me to literally beg to be put on another flight as connecting flight had departed

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.

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!

KLM remains a quality flag carrier airline which maintains its standards whilst all their competitors are lowering theirs.

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

the service on Business class should be improved to be at par with industry leaders like Cathay Pacific and Singapore AIrlines. A lot of room for improvement.

I paid for a very expensive Business Class seat to and from Cairo Egypt from Charleston SC. There was partnership from states to London using American Airlines. That leg was amazing. The British Airlines leg was a joke. They used the standard no leg room 3 by 3 seats. A tray was put on the middle seat. The trip was 5 hours, from London to Cairo, thus my BC purchase. There was no screen proving tv/movie options, only a small device plug. The fold down tray and the bag of peanuts were typical of normal short run flying. The one toilet was located in the galley. We all got to know each other well. This was my first and last trip with British Airlines. I now understand why they would NEVER give me a seat chart so that I could make a selection.prior to departure. It honestly would not have made a difference, there were less than 50% of occupied seats. Apparently everyone got the memo but me. I have never felt so cheated as with that trip, got to so another going back to London, yeah. I will be sending a letter to customer service and asking for a refund. I will be photos comparing the two BC legs. OH, one more thing. The FC ticket holders got bulkhead and exit row seats. I know they had to be thrilled

Late takeoff, but on time landing. Lost bags, 3 days to find them, still in transit to my location. Power outlets broken, Wi-Fi not working, so much for working on the long flight.

Late! Late and late! More than 1hr 30mn. This sucks when it is the last of a 4 flight journey. I missed my dinner! Which is not nice on Valentine’s Day!!! But better than the gate next to us, the poor Chinese people were rebooked to the next day flight. AA had to call security as it became very heated with the passengers! It was a mess at DFW that afternoon/evening. I wish they had some food for the people who travel as part of international journey. Indigo does it in India and it is fantastic.

Good. For a long flight. The comfort of the seat could be better. Also, the food was « normal » plane food. Not indian plane food unfortunately! Everything else was smooth and great.

The seats were comfortable. So many empty seats allowed for stretching out and sleeping. The onboard entertainment was pretty good. The cabin crew were so kind and kept the passengers well- hydrated, and well fed.

We had American Airlines on our return and it was confusing if we were going with Aa or BA I had 2 different flight numbers and didn’t get our gate until it was boarding. So we were a bit nervous as the which it was

Our Jackson, Mississippi to Dallas Fort Worth flight was delayed on 1/19/26.. This was changed to Jackson to Charlotte in the last minute because of this delay. This started some kind of disconnect between American Airlines and British Airways bookings. We could not go past the passport control in London Heathrow. I had to go to the counter and waited for more than 30 minutes to get a new boarding pass. Problems did not end there. Somehow our entire return flight was canceled by someone. I had to make several phone calls over several days to fix the problem – this was not easy from India. Looks like there was some kind of disconnect between two airlines or some agent did not do it right. I’m anxious to know what went wrong.

My touch screen at my seat wasn't working, the films BA advertised on the website for this flight were not available, and the plane was a little dated, food was good and the staff were good, just let down by the aircraft facilities.

Did not like the seating configuration at all with 2+3+2 in business class. Lacking total privacy and comfort

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
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Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.