ZAR/ZA
Find cheap flights to Chicago, Illinois in 2025/2026 from R14,778 This is the cheapest return flight found to Chicago, Illinois from South Africa on FlightsFinder on March 26th 2025 at 20:49. This offer may no longer be available. Click the offer to check live prices & dates of travel.
Our Flight Finder compares the cheapest flights to Chicago, Illinois from the most established flight comparison sites.
Fly to Chicago, Illinois and visit sites like Willis Tower, Navy Pier, Millennium Park & Cloud Gate.
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These economy flights were found on FlightsFinder from South Africa to Chicago, Illinois in the last few days. Prices subject to availability.
No flights found for this month.
No flights found for this month.
These economy flights were found on FlightsFinder from South Africa to Chicago, Illinois in the last few days. Prices subject to availability.
No flights found for this month.
No flights found for this month.
No flights found for this month.
According to our data, October is on average the cheapest time to book flights to Chicago, Illinois.
You can get flights from R14,778 return.
According to our data, December is on average the most expensive time to book flights to Chicago, Illinois.
A return flight could set you back more than R28,918.
Chicago, Illinois, fondly known as the "Windy City," is a vibrant metropolis that seamlessly blends tradition with innovation. From its iconic architecture showcasing the birthplace of the skyscraper to its rich cultural scene encompassing world-class museums, theaters, and music venues, Chicago offers a dynamic urban experience like no other. The city's diverse neighborhoods each have their own distinct character, from the historic charm of the Loop to the trendy vibes of Wicker Park. Renowned for its deep-dish pizza, passionate sports fans, and stunning waterfront views along Lake Michigan, Chicago invites visitors to explore its unique blend of history, culture, and modernity.
17 °C
Sun, 30 Mar 2025
Average Temperature
-0°C
Jan
2°C
Feb
8°C
Mar
15°C
Apr
21°C
May
27°C
Jun
29°C
Jul
28°C
Aug
24°C
Sep
17°C
Oct
9°C
Nov
2°C
Dec
Famously referred to the world over as the windy city, this metropolis lies adjacent to lake Michigan and is a vibrant and popular place.
Originally named the windy city after a commentary once made about it, the actual origin of the term is largely unknown and most believe it acquired its name because of the severe gales which swoop in from the surrounding lake.
Also sometimes refferred to as the 'second city' this land is one of the most populated in the whole of the United States of America. This is the reason it has acquired that name, as it was widely known as the second most populous area after New York.
Another explanation is that it was named the second city after it was rebuilt after the great fire of Chicago destroyed the entire location forcing the people to rebuild the entire area. This is conjectural however and the majority of people prefer the explanation given above.
The most popular tourist attraction in the city is Sears tower.
The amazing city of Chicago has practically something for every type of person – Whether you are into designer shopping, museums, cheap and cheerful unique neighbourhoods, art galleries or historical places of interest, Chicago will not disappoint.
Right adjacent to the lakefront, stretching from Oak Street Beach to the Gold Coast , the city is brimming with activities for one to do. Moreover there are numerous amusement parks, live concerts and riverboat casinos to select from.
It is near impossible to typecaste the people of this city. Whilst before it was infamous as a gangsters haven today it is home to first class theatres, amazing architecture and it is widely known for their abundance of sports enthusiasts.
Chicago has changed quite drastically over the last 50 or so years. Known nowadays as simply one of the finest cities of America, 3 million residents are know settled in what is now mostly known for the art and culture prevalent in the city.
Not fit to be known as the second city anymore, it is a popular place to hold opening events of major cultural occasions.
So what are you waiting for? find your cheap flights to Chicago now!
Happy Searching!
Cheap Flights Finder - Chicago Flights
Johannesburg, South Africa - O.R. Tambo Internationall Airport (JNB) to Chicago, Illinois (CHI)
Distance:
8,711 miles (14,019 kilometres)
Average flight time (direct 19 hours 51 minutes)
Cape Town, South Africa - Cape Town International Airport (CPT) to Chicago, Illinois (CHI)
Distance:
8,518 miles (13,709 kilometres)
Average flight time (direct 19 hours 25 minutes)
Durban, South Africa - King Shaka Intl Airport (DUR) to Chicago, Illinois (CHI)
Distance:
8,989 miles (14,466 kilometres)
Average flight time (direct 20 hours 28 minutes)
George, South Africa - George Airport (GRJ) to Chicago, Illinois (CHI)
Distance:
8,705 miles (14,010 kilometres)
Average flight time (direct 19 hours 50 minutes)
Lanseria, South Africa - Lanseria International Airport (HLA) to Chicago, Illinois (CHI)
Distance:
8,687 miles (13,980 kilometres)
Average flight time (direct 19 hours 48 minutes)
Port Elizabeth, South Africa - Port Elizabeth Airport (PLZ) to Chicago, Illinois (CHI)
Distance:
8,865 miles (14,267 kilometres)
Average flight time (direct 20 hours 12 minutes)
Bloemfontein, South Africa - Bloemfontein International Airport (BFN) to Chicago, Illinois (CHI)
Distance:
8,724 miles (14,041 kilometres)
Average flight time (direct 19 hours 53 minutes)
East London, South Africa - King Phalo Airport (ELS) to Chicago, Illinois (CHI)
Distance:
8,943 miles (14,393 kilometres)
Average flight time (direct 20 hours 22 minutes)
Hoedspruit, South Africa - AFB Airport (HDS) to Chicago, Illinois (CHI)
Distance:
8,785 miles (14,138 kilometres)
Average flight time (direct 20 hours 1 minute)
Kimberley, South Africa - Kimberley Airport (KIM) to Chicago, Illinois (CHI)
Distance:
8,636 miles (13,898 kilometres)
Average flight time (direct 19 hours 41 minutes)
Nelspruit, South Africa - Kruger Mpumalanga Intl Airport (MQP) to Chicago, Illinois (CHI)
Distance:
8,828 miles (14,207 kilometres)
Average flight time (direct 20 hours 7 minutes)
Phalaborwa, South Africa - Hendrik van Eck Airport (PHW) to Chicago, Illinois (CHI)
Distance:
8,773 miles (14,119 kilometres)
Average flight time (direct 19 hours 59 minutes)
Pietermaritzburg, South Africa - Pietermaritzburg Airport (PZB) to Chicago, Illinois (CHI)
Distance:
8,953 miles (14,409 kilometres)
Average flight time (direct 20 hours 23 minutes)
Polokwane, South Africa - Polokwane International Airport (PTG) to Chicago, Illinois (CHI)
Distance:
8,682 miles (13,973 kilometres)
Average flight time (direct 19 hours 47 minutes)
Richards Bay, South Africa - Richards Bay Airport (RCB) to Chicago, Illinois (CHI)
Distance:
9,007 miles (14,495 kilometres)
Average flight time (direct 20 hours 30 minutes)
Upington, South Africa - Upington Airport (UTN) to Chicago, Illinois (CHI)
Distance:
8,443 miles (13,587 kilometres)
Average flight time (direct 19 hours 15 minutes)
Umtata, South Africa - K.D. Matanzima Airport (UTT) to Chicago, Illinois (CHI)
Distance:
8,934 miles (14,378 kilometres)
Average flight time (direct 20 hours 21 minutes)
From Johannesburg (JNB), South Africa to Chicago, United States (ORD): R14,778
Depart: 14 Oct 2025 · Return: 28 Oct 2025 Price found 26 Mar 2025, 20:49
From Cape Town (CPT), South Africa to Chicago, United States (ORD): R17,609
Depart: 16 Jun 2025 · Return: 26 Jun 2025 Price found 30 Mar 2025, 10:40
From Durban (DUR), South Africa to Chicago, United States (ORD): R20,336
Depart: 13 May 2025 · Return: 20 May 2025 Price found 29 Mar 2025, 19:14
From Port Elizabeth (PLZ), South Africa to Chicago, United States (ORD): R20,976
Depart: 11 May 2025 · Return: 18 May 2025 Price found 27 Mar 2025, 12:20
From Umtata (UTT), South Africa to Chicago, United States (ORD): R22,816
Depart: 13 May 2025 · Return: 20 May 2025 Price found 29 Mar 2025, 13:40
From Pietermaritzburg (PZB), South Africa to Chicago, United States (ORD): R28,324
Depart: 04 Jul 2025 · Return: 18 Jul 2025 Price found 28 Mar 2025, 19:27
From George (GRJ), South Africa to Chicago, United States (ORD): R30,444
Depart: 01 Apr 2025 · Return: 08 Apr 2025 Price found 26 Mar 2025, 20:44
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