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Find cheap flights to Chicago from R9 749

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 3/6. 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
0 bags
Sat 15/6
Sat 22/6

Search 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
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days, travellers have searched 42 211 976 times on KAYAK, and here's why:

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Cheap flight deals to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights 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 and deals for you by selecting your travel dates.
Choose your dates
18:50 - 18:24JNB-ORD
30h 34m2 stops
6:00 - 19:00ORD-JNB
30h 00m1 stop
R17 074Delta
Find Deal
Tue, Jul 16 - Tue, Aug 6
18:50 - 17:04JNB-MDW
29h 14m2 stops
13:10 - 19:00MDW-JNB
22h 50m2 stops
R17 074Delta
Find Deal
Tue, Jul 16 - Tue, Aug 6
8:20 - 8:05JNB-ORD
30h 45m2 stops
10:15 - 13:05ORD-JNB
19h 50m1 stop
R17 840Ethiopian Air
Find Deal
Wed, Jun 26 - Sat, Sep 7
8:20 - 8:05JNB-ORD
30h 45m2 stops
10:15 - 20:00ORD-JNB
26h 45m1 stop
R17 913Ethiopian Air
Find Deal
Wed, Jun 26 - Sat, Sep 7
21:05 - 19:05JNB-ORD
29h 00m2 stops
18:21 - 9:25ORD-JNB
32h 04m2 stops
R19 261British Airways
Find Deal
Tue, Jul 2 - Sun, Jul 28
21:05 - 12:45JNB-ORD
22h 40m1 stop
21:15 - 9:25ORD-JNB
29h 10m1 stop
R19 407British Airways
Find Deal
Wed, Jul 17 - Mon, Sep 30
19:50 - 14:40CPT-ORD
25h 50m2 stops
9:00 - 16:10ORD-CPT
23h 10m2 stops
R20 373United Airlines
Find Deal
Thu, Jul 4 - Mon, Nov 11
20:00 - 21:00CPT-ORD
32h 00m2 stops
21:25 - 18:00ORD-CPT
36h 35m2 stops
R20 500United Airlines
Find Deal
Tue, Jun 4 - Tue, Nov 12
23:15 - 14:20JNB-ORD
22h 05m1 stop
17:30 - 22:00ORD-JNB
21h 30m1 stop
R22 596KLM
Find Deal
Tue, Jun 18 - Mon, Mar 10
23:15 - 14:15CPT-ORD
22h 00m1 stop
11:19 - 22:45ORD-CPT
27h 26m2 stops
R25 712KLM
Find Deal
Fri, Jul 5 - Tue, Nov 12

Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends into 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 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 Wednesday where tickets can be as cheap as R19 128. On the other hand, the most expensive day to fly is Saturday, where prices are R22 551 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 R16 546 on average for one-way flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from South Africa is R22 268 and R22 086 respectively. For return trips, the best month to travel is October with an average price of R17 275.

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

The average price for all 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 flights cost R18 612 on average. The most expensive time of day to fly to Chicago is generally in the evening, which is peak travel time and where the average cost of a ticket is R20 484.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
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 3 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 O'Hare Intl Airport, with an average flight price of R13 939.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 75% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Johannesburg, which takes 22h 20m, Cape Town, which takes 24h 05m, and Durban, which takes 30h 05m.

Good to know

Low season

January

High season

June

Cheapest flight

R9 749
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly (9% more expensive on average)
Flight from Johannesburg to Chicago O'Hare Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel 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. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    The distance between Chicago Midway Airport and the city centre of Chicago is 14 km, which makes it the closest of the 3 Chicago airports airports. Chicago O'Hare Airport is 26 km away from the centre and Chicago Greater Rockford is 126 km away.

  • 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 travellers 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.

  • Which airline offers the most flights to Chicago?

    Of the 14 airlines that fly to Chicago, American Airlines offers the most flights, with around 4 324 per week, followed by United Airlines with 3 437 flights per week.

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.

Prefer to fly direct to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Direct departures

South Africa to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Direct returns

Chicago to South Africa

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Top 5 airlines flying 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.
7,8
KLMOverall score based on 1568 reviews
8,4Crew
7,6Comfort
7,8Boarding
7,3Food
7,2Entertainment
Airline reviews

The flight was delayed for 2 hrs. Because they didn’t have a crew to fly. And it is not a first time for klm to do that. Last time they cancelled my filght and rebooked me 3 days later. Not reliable airline

2,0 MediocreDavor, Mar 2024AMS - ZAG
Read more about KLM reviews

The flight was delayed for 2 hrs. Because they didn’t have a crew to fly. And it is not a first time for klm to do that. Last time they cancelled my filght and rebooked me 3 days later. Not reliable airline

We left one hour late because of technical difficulties. The economy comfort seats are great for the price. The crew was mediocre, they do not provide a pleasant experience, they just deliver food and drinks and give orders, not very amicable, no service and hospitality focus.

The food was ok. The crew seemed like they were cranky. I had one guy get mad at me for passing in between the storage area to get to the other toilet. I can understand if it's not allowed but reprimanding me like I'm a student saying "This is the last time!" was not appropriate. During my meal time, there was a French family around me. No problems there but when we usually have meals, they are supposed to put their chair in the upright position. These people did not do it and the steward did not tell them to raise their seat in the upright position. However, I was told to do so! So, me and another person next to me had to eat with the monitor almost touching our faces. Furthermore, a lady in front of me was putting her feet up and preventing another elder passenger from putting her seat back. To make it worse, she was continuously hitting her back into her seat, shaking my monitor while I was watching a movie. A crew member did speak to her about it but then she accused me of pushing her seat forward! The crew member gave me a death stare and told me to stop pushing the seat forward. I did not even touch her seat at all, if I did, she would know it. Her boyfriend also stood up and tried to push her seat even further past the maximum decline to no avail. None of these people were reprimanded but the steward, some bald guy, was extremely friendly with them and did not even try to instruct them to do anything until it was time to land. I resisted the urge to really argue with them because I would have obviously been seen as the aggressor (I have no idea why). I hardly said anything on this flight except "more wine please" and "sorry" if I bumped into someone accidentally. Overall, it was an annoying flight and I had to resist the urge to yell at the steward and the people he was overly friendly with. The happiest moment of this flight was leaving it.

It was nice to be on a legacy airline, people try at least.

I travel frequently. The flight was late again... KLM should really try and be on time

The flight itself it was great nice food the crew were very nice and helpful, Checking in from Birmingham wasn't great long queues for bag dropped, And I had my hand luggage case taken away from me even though I requested to have it with me as I had breakables items. I was told I can not because of the length of the flight with no explanation at all no options was given for me to take my fragile items out of my case it was taken away with hold buggage I find the staff member who was checking me in very unpleasant !! Can we please be advise if the rules have changed about the the carry on hand luggage it will be easier to be advise on booking your tickect if we not allowed to take the hand luggage with me. Overall I had a good flight .

One of their staff was so rude with discriminative. Such a reputed airline shouldn't hire such kind of arrogant attendants.

All and all pretty good. It’s crowded but that is what flying is all about. But no complaints otherwise.

At the transit could be less time not like 12 hour 6 hours the mix should be 4 hour, thanks

The Crew have no idea about the food they're serving the passengers. The Crew MUST be instructed before each flight about the menu that will be served to the passengers, whether the food is vegetarian or non-vegetarian, whether it is Halal, Kosher or not.

More facilities to transport to the gates......felt too much walking distance

Just happy I flew Qatar Airways awesome no wonder they are #1 in the world right now! The food was just delicious, very courteous, professional crew.

It was good no problems made it on time for the next flight overseas!

It was a really long flight from Doha to Philadelphia and it was overall a good one. The one area that I would comment on is that there is a lot of single-use plastic and disposables in the meal service for American Airlines. It would be great to see more circular options in the meal service to reduce the amount of waste.

Suddenly Flight has been change by Qatar and there’s no information is there of us from Bom to Doha and counter person is behaving like Qatar owner next I will not buy Qatar and I will not suggest anyone to fly in Qatar

The crew was fantastic and the over flight was perfect as well.

They shld provide food. Between food they are giving 10 hours gap which is toooo much

The crew was great and the food and liquor offerings were good. Seats were a bit cramped. Flight arrived early at destination. That's a plus.

All over with Qatar airlines my experience was really bad due to delays and then putting me on different airlines and after 8 hours of wait I had to listen to their is no plane to fly for another 24 hours. Wore experience ever.

I had already opted for Vegan food before 2 months yet they say we have no record for it,

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

The gate was changed at the very last moment and no one informed us. The flight was one hour late and the screen broken, the remote control not working. One toilet was out of order . the other toilets were also not totally functioning, because the washbasin was plugged and the water couldn't flow away.

It is just ok, the sits are very uncomfortable, the temperature too low and there weren’t blankets. The food is mediocre and there are no screens to watch movies.

Flight was smooth but unnecessary long because we had to refuel at FCO Rome. Air hostesses service and response to call light could be better. Both planes were old with broken seat arms and toilets. Why Africans had to be given the farthest Gates is what baffles me and why we have to pay for Aisle seats I found really strange. Is there ever an end to ripping people off even after paying over $2300 for one seat.

it was a nice tripe but they need to work on the serving of soda,they should be abled to serve cain soda not on cup.At least each passenger should be entitled to one cain of soda not serving on cup.thanks.

On my return flight the TV did not work the entire flight! They knew it wasn’t working but they let me sit there. The guy sitting nièce to me told me he was ok the previous flight and it wasn’t working. This is business class by the way!

Same but worse than international. The inter African flights are worse.

The entertainment (movies) blockbuster and classics never change. I am a frequent Ethiopian flyer and this should be addressed. Not much changed from my summer flight and my December flight. It is annoying - surely you can update the selections more often. Same with food options. It becomes extremely boring to be offered the same exact meals from Washington to Addis to Maputo every trip, each time. AS

Entertainment was very poor. Couldn’t watch anything. Ear pieces were the wrong type .

The check in staff was amazing. Best customer service! The plane was old! My entertainment on the first flight didn't work at all, in my seat or in the seat next to me. The bathroom doors were old and troublesome. One of the bathrooms, the whole sink panel was broken. Everything felt old and falling apart. The airline stewardesses were amazing and quite hospitable. When there were delays, they kept us well informed. Transit was GREAT! I wasn't sure how I would make it to my next flight in 1 1/2 hours but the security lines were short and efficient. The C gates in Addis Ababa were CROWDED! That whole space downstairs was too crowded and challenging to manuever. I usually fly Ethiopian within Africa and was interested to see how the experience would be intercontinental. Overall, I would choose it again if it was cheaper than Delta/Air France or Lufthansa/KLM. I wouldn't make it a first choice if the prices were the same because the planes are so old! The food and entertainment also weren't as good. Good selection of movies but as I mentioned, on the first flight they didn't work at all (I slept so it was okay) and the 2nd flight it was glitchy. All in all, I didn't hate it but it would be a first choice only if it's cheaper.

The wifi service was really poor I try to use it the service was extremely poor if that could be improved that will go a long way

Boarding good. Seats uncomfortable when lie flat. Food was awful. Tasted stale and chicken was dry. No live tv or flight map. Had to pay for internet.

Poor technical details on this plane. 1) There was no WiFi on an 8 hour long-haul flight. So no work could be done. That's below the standard expected for airlines these days. 2) The power outlet at my seat was busted and not working. 3) The headphone jack was loose and I had to keep adjusting my headphones to get good reception, or when it slipped out. - The flight was delayed to due mechanics. Sometimes this can't be avoided, I understand, and it's a big inconvenience to arrive that much later when traveling across time zones (then arriving at 4am from the prior time zone). - Also unique to this flight, the northern lights were visible on the right side of the aircraft, but I only found out after we landed (b/c again no wifi). I understand there are considerations about people being out of their seats to look, but I feel extremely disappointed and resentful that I wasn't told so that I could have a chance to look at this probably once-in-a-lifetime cosmic event from a view in the sky. - Flight crew was otherwise friendly and helpful.

I would have preferred something lighter for the second meal. Maybe a small sandwich .

They cancelled our flight the morning of departure at 4:30am.

Coach seats are too tight. Seem designed for small people. Food different but OK. Staff helpful.

my original flight was cancelled the previous day, and i was rescheduled onto this flight, which left much earlier in the morning, impacting my previous evening and requiring me to get up much earlier in the morning to get to the airport online. This practice happens way way way too much, and it seems on every airline, though AA is probably the worst.

Spending 10 hours on a flight with no video or wifi access due to issues per stewardess was not enjoyable nor acceptable. Will follow up directly with the airline as well

I really did not like being ordered to pull my shade down by the attendants. One of them was very rude to me about it, standing there until I closed it like I was a child brusquely reaching across me to close an adjoining one. They claim it was so people who wanted to could sleep. It’s a 10:30am flight not a red eye. Closing your shade or leaving it up for natural light should be a choice. Ruined my flight!

My baggage did not arrived with me. Took 3 days to get it after so may calls and follow up

The crew was very attentive and kept busy serving a variety of treats!

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
16/7Tue
2 stopsDelta
30h 34mJNB-ORD
6/8Tue
1 stopDelta
30h 00mORD-JNB
R17 074
16/7Tue
2 stopsDelta
29h 14mJNB-MDW
6/8Tue
2 stopsDelta
22h 50mMDW-JNB
R17 074
26/6Wed
2 stopsEthiopian Air
30h 45mJNB-ORD
7/9Sat
1 stopEthiopian Air
19h 50mORD-JNB
R17 840
26/6Wed
2 stopsEthiopian Air
30h 45mJNB-ORD
7/9Sat
1 stopEthiopian Air
26h 45mORD-JNB
R17 913
2/7Tue
2 stopsBritish Airways
29h 00mJNB-ORD
28/7Sun
2 stopsBritish Airways
32h 04mORD-JNB
R19 261
17/7Wed
1 stopBritish Airways
22h 40mJNB-ORD
30/9Mon
1 stopBritish Airways
29h 10mORD-JNB
R19 407
4/7Thu
2 stopsUnited Airlines
25h 50mCPT-ORD
11/11Mon
2 stopsUnited Airlines
23h 10mORD-CPT
R20 373
4/6Tue
2 stopsUnited Airlines
32h 00mCPT-ORD
12/11Tue
2 stopsUnited Airlines
36h 35mORD-CPT
R20 500
18/6Tue
1 stopKLM
22h 05mJNB-ORD
10/3Mon
1 stopKLM
21h 30mORD-JNB
R22 596
5/7Fri
1 stopKLM
22h 00mCPT-ORD
12/11Tue
2 stopsKLM
27h 26mORD-CPT
R25 712

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
3/6Mon
2 stops
32h 41mJNB-ORD
R9 749
3/6Mon
3 stops
38h 16mJNB-ORD
R11 079
1/11Fri
2 stops
34h 10mCPT-ORD
R11 152
4/6Tue
2 stopsEthiopian Air
25h 15mCPT-ORD
R12 938
4/6Tue
2 stopsEthiopian Air
25h 15mCPT-ORD
R12 956
3/6Mon
1 stopBritish Airways
23h 40mJNB-ORD
R14 031
3/8Sat
2 stopsBritish Airways
25h 40mJNB-ORD
R14 341
31/10Thu
1 stopKLM
21h 55mCPT-ORD
R18 259
3/7Wed
2 stopsKLM
26h 16mCPT-MDW
R18 660
12/8Mon
1 stopUnited Airlines
21h 45mCPT-ORD
R49 255

Search by stops

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Search by price

Recent domestic flight deals

29/5Wed
directJetBlue
2h 56mJFK-ORD
31/5Fri
directJetBlue
2h 23mORD-JFK
R2 132
18/6Tue
directJetBlue
2h 43mJFK-ORD
24/7Wed
directJetBlue
2h 20mORD-JFK
R2 314
9/7Tue
directDelta
2h 47mLGA-ORD
16/7Tue
directDelta
2h 24mORD-LGA
R2 314
23/9Mon
directSpirit Airlines
2h 30mEWR-ORD
26/9Thu
directSpirit Airlines
2h 12mORD-EWR
R2 314
17/9Tue
multi-stopSpirit Airlines
18h 00mEWR-ORD
18/9Wed
multi-stopSpirit Airlines
14h 04mORD-EWR
R2 424
5/6Wed
directDelta
2h 55mBOS-ORD
11/6Tue
directDelta
2h 28mORD-BOS
R2 496
30/5Thu
directUnited Airlines
2h 50mBOS-ORD
31/5Fri
directUnited Airlines
2h 35mORD-BOS
R3 717
15/6Sat
directUnited Airlines
2h 29mEWR-ORD
19/6Wed
directUnited Airlines
2h 21mORD-EWR
R3 954
11/9Wed
directAmerican Airlines
2h 40mLGA-ORD
15/9Sun
multi-stopAmerican Airlines
3h 49mORD-LGA
R7 107
11/9Wed
multi-stopAmerican Airlines
4h 46mLGA-ORD
15/9Sun
multi-stopAmerican Airlines
3h 49mORD-LGA
R7 872

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Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
17/5Fri
multi-stopDelta
26h 17mCPT-ORD
31/5Fri
multi-stopDelta
38h 05mORD-CPT
R17 111
17/5Fri
multi-stopDelta
26h 17mCPT-ORD
31/5Fri
multi-stopDelta
38h 05mORD-CPT
R17 129
19/5Sun
multi-stopKLM
22h 20mJNB-ORD
26/5Sun
multi-stopKLM
22h 00mORD-JNB
R17 238
17/5Fri
multi-stopUnited Airlines
23h 03mCPT-ORD
31/5Fri
multi-stopUnited Airlines
37h 50mORD-CPT
R17 402
19/5Sun
multi-stopKLM
26h 02mJNB-ORD
26/5Sun
multi-stopKLM
24h 18mORD-JNB
R18 988
19/5Sun
multi-stopEthiopian Air
35h 05mJNB-ORD
26/5Sun
multi-stopEthiopian Air
40h 15mORD-JNB
R37 283
19/5Sun
multi-stopEthiopian Air
35h 05mJNB-ORD
3/6Mon
multi-stopEthiopian Air
42h 20mORD-JNB
R41 784
21/5Tue
multi-stopUnited Airlines
30h 11mCPT-ORD
25/5Sat
multi-stopUnited Airlines
36h 00mORD-CPT
R94 301
21/5Tue
multi-stopBritish Airways
27h 55mCPT-ORD
24/5Fri
multi-stopBritish Airways
34h 50mORD-CPT
R104 324
21/5Tue
multi-stopBritish Airways
27h 55mCPT-ORD
25/5Sat
multi-stopBritish Airways
32h 50mORD-CPT
R105 381

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Flights to Chicago

Return flight deals:

Chicago - South Africa

Cabin classes: