$627 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 8/31. 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

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

Thu, Nov 13 - Thu, Dec 4
Turkish Airlines Logo
7:10 pm - 6:25 pmJNB-ORD
31h 15m1 stop
Turkish Airlines Logo
8:20 pm - 10:50 amORD-JNB
30h 30m1 stop
$894Turkish Airlines
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Thu, Nov 6 - Mon, Nov 10
Etihad Airways Logo
9:50 am - 8:15 amJNB-ORD
30h 25m1 stop
Etihad Airways Logo
1:10 pm - 8:20 amORD-JNB
35h 10m1 stop
$895Etihad Airways
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Thu, Dec 11 - Sun, Jan 4
British Airways Logo
10:05 pm - 1:55 pmJNB-ORD
23h 50m1 stop
British Airways Logo
5:00 pm - 7:30 amORD-JNB
30h 30m1 stop
$986British Airways
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Thu, Nov 6 - Mon, Nov 10
British Airways Logo
10:05 pm - 5:55 pmJNB-ORD
27h 50m2 stops
British Airways Logo
4:34 pm - 7:30 amORD-JNB
30h 56m2 stops
$996British Airways
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Fri, Sep 5 - Sat, Sep 13
Delta Logo
8:05 pm - 6:37 pmCPT-MDW
29h 32m2 stops
Delta Logo
4:31 pm - 5:50 pmMDW-CPT
18h 19m1 stop
$1,011Delta
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Sun, Aug 17 - Sun, Aug 24
Delta Logo
8:05 pm - 9:44 pmCPT-MDW
32h 39m1 stop
Delta Logo
1:43 pm - 9:10 pmMDW-CPT
24h 27m2 stops
$1,021Delta
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Fri, Sep 5 - Sat, Sep 13
KLM Logo
11:15 pm - 2:10 pmCPT-ORD
21h 55m1 stop
KLM Logo
1:00 pm - 9:25 pmORD-CPT
25h 25m2 stops
$1,030KLM
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Fri, Sep 5 - Sat, Sep 13
KLM Logo
11:15 pm - 7:14 pmCPT-ORD
26h 59m2 stops
KLM Logo
1:00 pm - 9:25 pmORD-CPT
25h 25m2 stops
$1,040KLM
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Fri, Aug 15 - Fri, Aug 22
United Airlines Logo
6:05 pm - 5:10 pmCPT-ORD
30h 05m2 stops
United Airlines Logo
9:31 pm - 3:20 pmORD-CPT
34h 49m1 stop
$1,392United Airlines
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Sun, Aug 17 - Sun, Aug 24
United Airlines Logo
6:05 pm - 11:55 amCPT-ORD
24h 50m2 stops
United Airlines Logo
10:00 am - 5:10 pmORD-CPT
24h 10m2 stops
$1,421United Airlines
Find Deal
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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 $974 on average for return flights. On the other hand, the most expensive months are December and August, where the average cost of tickets from South Africa is $1,219 and $1,215 respectively. For one-way flights, the best month to travel is February with an average price of $974.

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 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 17 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 $114.


Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$627
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Johannesburg to Chicago O'Hare Airport

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.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where round-trip tickets can be as cheap as $967. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $1,318 on average.

  • 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.

  • What is the cheapest time of day to fly to Chicago?

    The cheapest time of day to fly to Chicago is generally in the morning, when round-trip flights cost $1,005 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,099.

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

    Each week there are around 10,038 direct flights from within South Africa to Chicago. The most common day for departures is Friday, 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 4 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.
8.0
DeltaOverall score based on 7982 reviews
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
8.5Crew
Airline reviews

After all the weather issues at least they got me to my destination the next day

4.0 OkayAnonymous, Jul 2025HSV - ATL
Read more Delta reviews

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

From Atlanta to Savannah - flight connection was way to short (we weren't even late landing ) and flight was already boarding when we landed - we were told we were the last on board and so we had to gate check our bags. Once we got on the plane, there were at least seven open bag spots so that was unnecessary delay. There should be better communication between the gate agent and the crew.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

The way BCN airport handled boarding was a huge improvement over our trip to Spain from JFK. Instead of gate-mosquitos edging in before their zone was called, in BCN they had clearly marked lines for Zones 1-8 and people just lined up correctly. The flight itself was uneventful. The meal (curried chicken and rice) was one of the better meals we've had on Delta. Entertainment options were plentiful, power chargers were available in Main Cabin, and seats were decent. Flight staff were very friendly and positive throughout the 8 hour flight.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

The checkpoint hornets are always looking fhrough Americans' luggage keeping what they deem impassible! Grrrrr!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

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

Klm start boarding while somw air issue in the plan

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

Cabin crew professional, polite and friendly, boarding was seemless, but come on KLM surely you can do better than a pack of cheesy biscuits as an inflight snack

Cabin crew were excellent, very proffesional, polite and friendly, in flight snack was underwhelming, a packet of cheese biscuits, im sure KLM could run to a sandwich!

Legroom not all it could be, especially when the seat in front is reclined. Otherwise it was good, food and beverage were nice.

This portion of the flight was through Indigo. A local carrier. So all economy seating. No real service some refreshments for purchase standard economy stuff.

You should not have to pay for WiFi in business class

Transfer at Amsterdam airport is very convenient and the airport is easy to navigate. Boarding was also quick and easy. Cabin crew were excellent and the meals were good, although lacking in options.

This fight left ahead of time which meant it arrived early which was great. Staff were very professional, but as with all these Short hop Flights the food was a disappointing snack There was no entertainment on this flight, but I did not expect any

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

The flight was an hour late leaving Heathrow. The food was mediocre. When we got to Austin, my husband’s luggage was missing. He filled out information at baggage claim. We are waiting to hear something. His name is Henry Jacob Braunig.

The food was very good and it came multiple times

Flight from LGW to JFK delayed by 4 hrs No explanation given until the pilot said the delay due to planned maintenance on the aircraft

We arrived late to London, and consequently were 5 min. late to be allowed through security for our next flight. Even though dozens of people missed the same flight, BA did not radio ahead to hold open security for an extra 5-10 min. to allow people to get on the flight. This caused an additional 6 hour delay in London after waiting over an hour in Customer Service to get rebooked. They did not have enough staff on hand to help people in a timely manner. Not at all happy with the BA's customer care or customer service.

All service prior to the flight was terrible: online check-in not working, no customer service tel,, multiple airport scanners not working, A huge mess.

CONSTANT ERROR MESSAGE THAT THE WIFI COULD NOT BE PURCHASED DUE TO INABILITY TO CONNECT PAYMENT SYSTEM VIA SATELLITE. THIS HAPPENED IN BOTH DIRECTIONS. THE MAIN REASON I TRAVEL IN PRIORITY IS TO BE ABLE TO WORK FOR WHICH I NEED ACCESS TO INTERNET. .

They lost my luggage. Lady who was helping with it in Austin was rude. Not very helpful!

Waited 3.25 hours in plane only to have the flight cancelled.

bad, made it to connecting flight and they didnt let me board

More space, of course. a footrest! more room to walk. Movie selection was awful. Some good documentaries would help if the movies can't be better. The flight itself was great, crew was great.

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.

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