$558 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 6/16. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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.

Recent round-trip flight deals from South Africa to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from South Africa to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Turkish Airlines Logo
5:50 pm - 9:40 amJNB-ORD
22h 50m1 stop
Turkish Airlines Logo
7:50 pm - 10:35 amORD-JNB
31h 45m1 stop
$949Turkish Airlines
Find Deal
mar, lug 15 - dom, ago 10
SWISS Logo
7:35 pm - 3:55 pmJNB-ORD
27h 20m1 stop
SWISS Logo
7:05 pm - 9:20 amORD-JNB
31h 15m1 stop
$984SWISS
Find Deal
mar, mag 13 - mer, mag 28
Delta Logo
8:05 pm - 11:55 pmCPT-ORD
34h 50m1 stop
Delta Logo
9:30 am - 7:15 pmORD-CPT
25h 45m1 stop
$994Delta
Find Deal
dom, lug 27 - dom, gen 18
Delta Logo
11:15 pm - 2:10 pmCPT-ORD
21h 55m1 stop
Delta Logo
9:39 am - 5:50 pmORD-CPT
25h 11m1 stop
$998Delta
Find Deal
gio, mag 22 - gio, mag 29
KLM Logo
11:15 pm - 2:10 pmCPT-ORD
21h 55m1 stop
KLM Logo
11:22 am - 9:25 pmORD-CPT
27h 03m2 stops
$1,012KLM
Find Deal
sab, giu 7 - sab, giu 14
KLM Logo
6:25 pm - 2:10 pmCPT-ORD
26h 45m2 stops
KLM Logo
1:30 pm - 9:25 pmORD-CPT
24h 55m2 stops
$1,021KLM
Find Deal
gio, mag 22 - gio, mag 29
United Airlines Logo
8:00 pm - 4:44 pmCPT-ORD
27h 44m1 stop
United Airlines Logo
4:00 pm - 12:40 pmORD-CPT
37h 40m2 stops
$1,112United Airlines
Find Deal
mar, mag 6 - mar, set 30
United Airlines Logo
8:00 pm - 1:06 pmCPT-ORD
24h 06m2 stops
United Airlines Logo
2:20 pm - 5:20 pmORD-CPT
44h 00m2 stops
$1,117United Airlines
Find Deal
mar, mag 6 - mar, set 30
British Airways Logo
7:25 pm - 11:50 amJNB-ORD
23h 25m1 stop
British Airways Logo
7:10 pm - 7:00 amORD-JNB
28h 50m1 stop
$1,197British Airways
Find Deal
ven, lug 25 - sab, ago 16
British Airways Logo
7:25 pm - 3:55 pmJNB-ORD
27h 30m1 stop
British Airways Logo
4:55 pm - 9:25 amORD-JNB
33h 30m1 stop
$1,277British Airways
Find Deal
ven, ago 1 - ven, ago 22

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 day to fly to Chicago?

The average price of all round-trip flights to Chicago clicked on KAYAK for each day over the last 12 months.
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.

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 $981 on average for return flights. On the other hand, the most expensive months are August and December, where the average cost of tickets from South Africa is $1,238 and $1,198 respectively. For one-way flights, the best month to travel is February with an average price of $981.

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

The average price for all round-trip flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
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 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 20 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 Midway Airport (MDW), with an average flight price of $211.

Good to know

Low season

February

High season

June

Cheapest flight

$558
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 0% 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.

  • 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 11,789 direct flights from within South Africa to Chicago. The most common day for departures is Thursday, with 16% of flights taking off on this day.

See more FAQs

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.

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 7920 reviews
8.5Crew
7.3Food
7.9Comfort
8.2Boarding
7.9Entertainment
Airline reviews

Delta flight was on time, seats were comfortable, and crew was nice.

8.0 ExcellentAnonymous, Apr 2025LAX - DEN
Read more Delta reviews

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

I love the free WiFi!! Crew was nice. Bathroom was decent. First time flying delta in a long time and I enjoyed it. Will definitely look into booking with Delta more but I think Delta is a little more expensive than the other airlines.

third trip overseas with delta recently where the TV did not work- not acceptable for a 8 hour flight! your food really has declined crew great and I am loyal to delta

Boarding in Amsterdam is always chaotic. KLM/ Delta has not streamlined or made it efficient as it was boarding in Detroit . The food was mediocre The crew was unfriendly and more focused on getting things done quickly rather than service with a smile .

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

I flew premium economy and this was a good option. Although the seats didn’t recline much, I was able to get some sleep with my head propped against the window. The food was good and the entertainment was wonderful The staff were very attentive and professional

They only had vegetarian food left on the flight which I wasn’t happy about. I didn’t get any food to eat at all.

Overall very poor. Flight was disorganised, staff were rude and this is my second experience with KLM that I've had baggage go missing. It feels like, if you are an economy customer, KLM staff do not show you any care. I shall never fly with KLM again. Worst airline in Europe

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

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

The boarding process was quite loud and chaotic. The flight attendants kept barking over the PA system about people needing to only stow large items in the overhead bins. During the one and only service, I was hit by the service cart. At the same time, a passenger was returning from the bathroom and the crew definitely saw him but stopped a few seats short of allowing him to sit down before starting service and made him wait a good 10 minutes before passing his seat and allowing him to sit down, after which he had to ask for his snack and beverage or he would have been passed over. Neither flight attendant thanked passengers as they left; in fact, I did not see them again once the plane door was opened.

Flight Attendant Karen Lynn was an absolute delight. She assisted in every portion of the services provided throughout the flight, aided with any and all concerns expressed by passengers, and even helped comfort an upset child who was one of five of a traveling family. This quality of service is what keeps me coming back to American. Thank you!

The worst, flight cancelled because the aircraft was not full. Heathrow ground crew totally not helpful and arrogant. Lady proposed us flight with 40min layover instead of direct and said it is our problem of course she was unable to do anything as everything was beyond her control she claimed. after calling on hotline another flight was booked. Flight was cancelled last second so we could not take direct from Zurich but we had to stay overnight in London.

The seats in row 31 are terrible and small and uncomfortable. Don't ever sit there. The window seat is so close to the curve of the plane is so annoying. I paid extra for this seat and I hated all 10 hours in it.

Food was terrible , crew were excellent , IFE was dire . Overall comfortable seat and cabin. Nothing special .

If my tv wasn’t broken and I wasn’t in a seat that didn’t allow for sleeping

Delayed flight due to lack of crew caused me to miss my connection

Please make sure the number of seats matches the number of overhead bins and passengers don't carry on more than one bag.

Seating is tight if you don’t upgrade. Food was decent. Boarding and unboarding was efficient. Smooth flight. Could make upgrades more affordable

Boarding was chaotic. Glad we were group 5 and still had cabin storage available when we boarded. I was expecting crew would get our carryons at the gate since theyclaimed it was a full flight.

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.