$542 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 5/15. 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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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

Wed, Apr 15 - Wed, Apr 22
Ethiopian Air Logo
8:20 am - 8:15 am
JNB
-
ORD
30h 55m
2 stops
Ethiopian Air Logo
10:15 am - 1:05 pm
ORD
-
JNB
19h 50m
1 stop
$832Ethiopian Air
Wed, Jun 24 - Wed, Jul 22
Ethiopian Air Logo
1:50 pm - 8:15 am
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 am - 2:35 pm
ORD
-
CPT
21h 20m
1 stop
$836Ethiopian Air
Wed, Apr 15 - Wed, Apr 22
Etihad Airways Logo
9:50 am - 8:35 am
JNB
-
ORD
29h 45m
1 stop
Etihad Airways Logo
2:00 pm - 8:20 am
ORD
-
JNB
35h 20m
1 stop
$853Etihad Airways
Mon, Mar 16 - Wed, Apr 1
Etihad Airways Logo
9:50 am - 8:35 am
JNB
-
ORD
29h 45m
1 stop
Etihad Airways Logo
2:00 pm - 8:20 am
ORD
-
JNB
35h 20m
1 stop
$857Etihad Airways
Mon, Jun 29 - Thu, Jul 23
Ethiopian Air Logo
1:50 pm - 8:15 am
CPT
-
ORD
25h 25m
2 stops
Ethiopian Air Logo
10:15 am - 2:35 pm
ORD
-
CPT
21h 20m
1 stop
$861Ethiopian Air
Fri, Apr 24 - Thu, Apr 30
Delta Logo
8:05 pm - 10:28 pm
CPT
-
MDW
33h 23m
1 stop
Delta Logo
1:24 pm - 5:50 pm
MDW
-
CPT
21h 26m
2 stops
$1,010Delta
Tue, Mar 31 - Tue, Apr 7
Delta Logo
8:25 pm - 6:40 pm
JNB
-
MDW
29h 15m
2 stops
Delta Logo
12:47 pm - 7:40 pm
MDW
-
JNB
23h 53m
1 stop
$1,015Delta
Tue, Jun 9 - Tue, Aug 18
British Airways Logo
11:15 am - 3:00 pm
DUR
-
ORD
34h 45m
2 stops
British Airways Logo
7:05 pm - 10:40 am
ORD
-
DUR
32h 35m
2 stops
$1,090British Airways
Wed, Apr 15 - Wed, Apr 22
KLM Logo
11:15 pm - 6:36 pm
JNB
-
MDW
26h 21m
2 stops
KLM Logo
1:24 pm - 9:20 pm
MDW
-
JNB
24h 56m
2 stops
$1,326KLM
Thu, May 28 - Thu, Jun 4
KLM Logo
11:15 pm - 6:33 pm
CPT
-
MDW
26h 18m
2 stops
KLM Logo
1:22 pm - 9:25 pm
MDW
-
CPT
25h 03m
2 stops
$1,601KLM
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 $948 on average for one-way flights. On the other hand, the most expensive months are January and July, where the average cost of tickets from South Africa is $1,274 and $1,212 respectively. For return trips, the best month to travel is February with an average price of $948.

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 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 46 days 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, with an average flight price of $137.

Good to know

Low seasonJanuary
Cheapest flight$542
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Durban 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 12,066 direct flights from within South Africa to Chicago. The most common day for departures is Sunday, 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 8250 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.2Food
7.9Comfort
Airline reviews

The whole experience was excellent. As it most often is with Delta

10.0 ExcellentRay, Mar 2026
LGA - MCO
Read more Delta reviews

The whole experience was excellent. As it most often is with Delta

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Flight was warm for first few hours and quite rough

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Improve boarding- the zone assignment and boarding is always a mess- there is not clear instructions of what is going on at the gate. As a meme bet there is no more selection of a good seats when booking. Only offers middle seats to choose or pay extra. There is not more benefit with Amex no benefits at all.

alike schedule and times it’s very good for me, I will stay wad delta for ever

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

It was really nice experience by flying this klm flight.I personally recommend everyone to please try this klm flight

It was really nice journey i personally recommend klm flight

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!

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

The flight crew was kind, flexible, and accommodating. The seats on the plane were extremely uncomfortable.

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.