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 Cape Town , which takes 20h 55m , Johannesburg , which takes 24h 45m, and Durban , which takes 28h 05m.

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.

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 $137.

What is the cheapest month to fly to Chicago?

The cheapest month for flights to Chicago is November , where tickets cost $1,005 on average for return flights. On the other hand, the most expensive months are January and April, where the average cost of tickets from South Africa is $1,368 and $1,321 respectively. For one-way flights, the best month to travel is February with an average price of $583.

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 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 96% of all flights arriving there.

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

To get a below average price, you should book around 3 weeks before departure , which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

How many direct flights to Chicago are there each day?

There are around 5,532 direct flights from within South Africa to Chicago every day. Most flights depart in the morning, with 49% of flights departing in the morning.

How many direct flights to Chicago are there each week?

Each week there are around 38,723 direct flights from within South Africa to Chicago. The most common day for departures is Sunday, with 17% of flights taking off on this day.

$514 CHEAP FLIGHTS from South Africa to Chicago

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Flight Deals

Cheap Flights from South Africa to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from South Africa to Chicago

Fri, Nov 6 - Sun, Nov 22

9:00 pm - 10:40 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 40m2 stops London Heathrow Boston Logan Intl

1:30 pm - 6:35 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

21h 05m1 stop Atlanta Hartsfield-Jackson

$913Virgin Atlantic

Sun, Nov 1 - Mon, Nov 16

12:20 am - 7:20 pmJNB Johannesburg OR Tambo-ORD Chicago O'Hare Intl

27h 00m1 stop Istanbul

8:15 pm - 10:55 amORD Chicago O'Hare Intl-JNB Johannesburg OR Tambo

30h 40m1 stop Istanbul

$924Turkish Airlines

Fri, Mar 19 - Sat, Mar 27

1:50 pm - 8:40 amCPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 50m2 stops Addis Ababa Bole Rome Fiumicino

10:15 am - 2:10 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

20h 55m1 stop Addis Ababa Bole

$927Ethiopian Air

Wed, Nov 4 - Thu, Dec 3

6:50 pm - 11:00 amJNB Johannesburg OR Tambo-ORD Chicago O'Hare Intl

24h 10m1 stop Istanbul

11:45 am - 10:25 pmORD Chicago O'Hare Intl-JNB Johannesburg OR Tambo

26h 40m1 stop Istanbul

$930Turkish Airlines

Tue, Mar 30 - Wed, May 5

11:00 pm - 8:15 amJNB Johannesburg OR Tambo-ORD Chicago O'Hare Intl

40h 15m2 stops Addis Ababa Bole Rome Fiumicino

10:15 am - 8:10 pmORD Chicago O'Hare Intl-JNB Johannesburg OR Tambo

26h 55m1 stop Addis Ababa Bole

$934Ethiopian Air

Sun, Nov 1 - Mon, Nov 16

12:20 am - 7:20 pmJNB Johannesburg OR Tambo-ORD Chicago O'Hare Intl

27h 00m1 stop Istanbul

8:15 pm - 10:55 amORD Chicago O'Hare Intl-JNB Johannesburg OR Tambo

30h 40m1 stop Istanbul

$935Turkish Airlines

Sun, Nov 1 - Mon, Nov 16

12:20 am - 7:20 pmJNB Johannesburg OR Tambo-ORD Chicago O'Hare Intl

27h 00m1 stop Istanbul

8:15 pm - 10:55 amORD Chicago O'Hare Intl-JNB Johannesburg OR Tambo

30h 40m1 stop Istanbul

$936Turkish Airlines

Mon, Nov 2 - Mon, Nov 16

11:00 pm - 7:40 amJNB Johannesburg OR Tambo-ORD Chicago O'Hare Intl

40h 40m2 stops Addis Ababa Bole Rome Fiumicino

9:45 am - 1:30 pmORD Chicago O'Hare Intl-JNB Johannesburg OR Tambo

19h 45m1 stop Addis Ababa Bole

$937Ethiopian Air

Thu, Feb 4 - Tue, Feb 16

8:50 pm - 10:02 amCPT Cape Town Intl-ORD Chicago O'Hare Intl

21h 12m1 stop Newark

3:35 pm - 6:00 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

18h 25m1 stop Newark

$1,024United Airlines

Wed, Feb 3 - Sun, Feb 21

8:50 pm - 2:23 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 33m2 stops Newark Washington, D.C. Reagan-National

3:35 pm - 6:00 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

18h 25m1 stop Newark

$1,024United Airlines

Recent last minute flight deals from South Africa to Chicago

Mon, Oct 26 - Sun, Nov 8

9:00 pm - 7:11 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

29h 11m2 stops London Heathrow Atlanta Hartsfield-Jackson

11:21 am - 6:35 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

23h 14m1 stop Atlanta Hartsfield-Jackson

$913Virgin Atlantic

Mon, Oct 26 - Sun, Nov 8

8:50 pm - 7:11 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

29h 21m1 stop Atlanta Hartsfield-Jackson

6:08 pm - 6:35 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

40h 27m1 stop Atlanta Hartsfield-Jackson

$924Virgin Atlantic

Wed, Oct 28 - Sat, Oct 31

1:50 pm - 8:40 amCPT Cape Town Intl-ORD Chicago O'Hare Intl

25h 50m2 stops Addis Ababa Bole Rome Fiumicino

10:15 am - 2:10 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

20h 55m1 stop Addis Ababa Bole

$968Ethiopian Air

Wed, Oct 28 - Sat, Oct 31

5:15 pm - 7:20 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 05m1 stop Istanbul

9:15 pm - 11:00 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

42h 45m1 stop Istanbul

$1,158Turkish Airlines

Wed, Oct 28 - Sat, Oct 31

5:15 pm - 7:20 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 05m1 stop Istanbul

9:15 pm - 11:00 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

42h 45m1 stop Istanbul

$1,175Turkish Airlines

Mon, Oct 26 - Sun, Nov 8

2:25 pm - 5:20 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 55m3 stops Victoria Falls Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

6:10 am - 6:00 amORD Chicago O'Hare Intl-CPT Cape Town Intl

39h 50m2 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl

$1,222Kenya Airways

Mon, Oct 26 - Sun, Nov 8

2:25 pm - 5:20 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

33h 55m3 stops Victoria Falls Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

6:15 am - 1:35 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

47h 20m3 stops New York LaGuardia Nairobi Jomo Kenyatta Intl Livingstone

$1,269Multiple Airlines

Wed, Oct 28 - Sat, Oct 31

11:25 pm - 12:46 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

44h 21m2 stops Nairobi Jomo Kenyatta Intl New York John F Kennedy Intl

1:50 pm - 6:00 amORD Chicago O'Hare Intl-CPT Cape Town Intl

57h 10m2 stops New York John F Kennedy Intl Nairobi Jomo Kenyatta Intl

$1,331Multiple Airlines

Fri, Oct 23 - Sat, Nov 7

8:15 pm - 10:33 pmJNB Johannesburg OR Tambo-MDW Chicago Midway

33h 18m2 stops London Heathrow Atlanta Hartsfield-Jackson

6:04 am - 7:10 pmMDW Chicago Midway-JNB Johannesburg OR Tambo

29h 06m1 stop Atlanta Hartsfield-Jackson

$1,340Virgin Atlantic

Mon, Oct 26 - Sun, Nov 8

8:30 am - 4:32 pmCPT Cape Town Intl-ORD Chicago O'Hare Intl

39h 02m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

1:50 pm - 10:40 pmORD Chicago O'Hare Intl-CPT Cape Town Intl

24h 50m2 stops New York John F Kennedy Intl Amsterdam Schiphol

$1,386Multiple Airlines

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.

Prices

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 round-trip 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 November, where tickets cost $1,005 on average for return flights. On the other hand, the most expensive months are January and April, where the average cost of tickets from South Africa is $1,368 and $1,321 respectively. For one-way flights, the best month to travel is February with an average price of $583.
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 3 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 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 $137.

Find deals

Low season	February
High season	June
Cheapest flight	$514

Best time to beat the crowds with an average 2% drop in price.

Most popular time to fly with an average 6% increase in price.

Flight from Cape Town to Chicago

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 38,723 direct flights from within South Africa to Chicago. The most common day for departures is Sunday, with 17% of flights taking off on this day.

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

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Saint Joseph

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$514 Find Cheap Flights from South Africa to Chicago - Compare and Save

Cheap Flights from South Africa to Chicago

Recent round-trip flight deals from South Africa to Chicago

Recent one-way flight deals from South Africa to Chicago

Recent last minute flight deals from South Africa to Chicago

KAYAK's insights & trends for flights to Chicago

What is the cheapest month to fly to Chicago?

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

Which is the cheapest airport to fly into in Chicago?

How many airports are there in Chicago?

How long is the flight to Chicago?

How many direct flights to Chicago are there each day?

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