ZAR/ZA
Find cheap flights to Chicago Midway, Illinois in 2026/2027 from R15,277 This is the cheapest return flight found to Chicago Midway, Illinois from South Africa on FlightsFinder on July 21st 2026 at 21:59. 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 Midway, Illinois from the most established flight comparison sites.
Fly to Chicago Midway, Illinois and visit sites like Chicago Aerial Tours, Chicago Midway Aviators, Mr C's Midway Bar Inc & Lagunitas Taproom.
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These economy flights were found on FlightsFinder from South Africa to Chicago Midway, Illinois in the last few days. Prices subject to availability.
No flights found for this month.
These economy flights were found on FlightsFinder from South Africa to Chicago Midway, Illinois in the last few days. Prices subject to availability.
According to our data, August is on average the cheapest time to book flights to Chicago Midway, Illinois.
You can get flights from R15,238 return.
According to our data, January is on average the most expensive time to book flights to Chicago Midway, Illinois.
A return flight could set you back more than R39,855.
Nestled on the southwest side of the vibrant city of Chicago, Midway represents a blend of rich history, modernity, and Midwestern charm. Known for its bustling Midway International Airport, this diverse neighborhood offers visitors a taste of authentic Chicago culture through its lively music scene, delicious culinary options, and iconic landmarks. Explore the historic Garfield Ridge neighborhood, catch a live performance at a local theater, or indulge in some deep-dish pizza at one of the many renowned eateries. With its welcoming atmosphere and distinct character, Chicago Midway invites travelers to experience the heart and soul of the Windy City.
A good price for a flight to Chicago is R13749 - R16805.
The popular airports near Chicago Midway, Illinois are O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW).
The flight to Chicago Midway, Illinois (MDW) is roughly 19 hours 50 minutes and 8,702 miles (14,004 kilometres) from Johannesburg, South Africa - Pretoria - O.R. Tambo International Airport (JNB).
The best way is to compare flights to Chicago Midway, Illinois from leading comparison sites using our search engine dashboard.
We have currently found no direct flights to Chicago Midway, Illinois.
Here is the average weather forecast in Chicago Midway, Illinois by month:
• Jan: -0°C
• Feb: 2°C
• Mar: 8°C
• Apr: 15°C
• May: 21°C
• Jun: 27°C
• Jul: 29°C
• Aug: 28°C
• Sep: 24°C
• Oct: 17°C
• Nov: 9°C
• Dec: 2°C
Chicago Midway International Airport is approximately 11 miles southwest of the city center of Chicago.
Typically, flights are cheapest to Chicago Midway, Illinois 2 months before departure.
Studies show flights to Chicago Midway, Illinois are typically cheaper on Tuesdays and Wednesdays.
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
Johannesburg, South Africa - Pretoria - O.R. Tambo International Airport (JNB) to Chicago Midway, Illinois (MDW)
Distance:
8,702 miles (14,004 kilometres)
Average flight time (direct 19 hours 50 minutes)
Cape Town, South Africa - Cape Town International Airport (CPT) to Chicago Midway, Illinois (MDW)
Distance:
8,507 miles (13,690 kilometres)
Average flight time (direct 19 hours 24 minutes)
Durban, South Africa - King Shaka Intl Airport (DUR) to Chicago Midway, Illinois (MDW)
Distance:
8,980 miles (14,451 kilometres)
Average flight time (direct 20 hours 27 minutes)
George, South Africa - George Airport (GRJ) to Chicago Midway, Illinois (MDW)
Distance:
8,694 miles (13,992 kilometres)
Average flight time (direct 19 hours 49 minutes)
Lanseria, South Africa - Lanseria International Airport (HLA) to Chicago Midway, Illinois (MDW)
Distance:
8,678 miles (13,965 kilometres)
Average flight time (direct 19 hours 47 minutes)
Port Elizabeth, South Africa - Port Elizabeth Airport (PLZ) to Chicago Midway, Illinois (MDW)
Distance:
8,854 miles (14,250 kilometres)
Average flight time (direct 20 hours 10 minutes)
Bloemfontein, South Africa - Bloemfontein International Airport (BFN) to Chicago Midway, Illinois (MDW)
Distance:
8,715 miles (14,025 kilometres)
Average flight time (direct 19 hours 51 minutes)
East London, South Africa - King Phalo Airport (ELS) to Chicago Midway, Illinois (MDW)
Distance:
8,933 miles (14,376 kilometres)
Average flight time (direct 20 hours 21 minutes)
Hoedspruit, South Africa - AFB Airport (HDS) to Chicago Midway, Illinois (MDW)
Distance:
8,777 miles (14,125 kilometres)
Average flight time (direct 20 hours)
Kimberley, South Africa - Kimberley Airport (KIM) to Chicago Midway, Illinois (MDW)
Distance:
8,626 miles (13,881 kilometres)
Average flight time (direct 19 hours 40 minutes)
Nelspruit, South Africa - Kruger Mpumalanga Intl Airport (MQP) to Chicago Midway, Illinois (MDW)
Distance:
8,819 miles (14,194 kilometres)
Average flight time (direct 20 hours 5 minutes)
Phalaborwa, South Africa - Hendrik van Eck Airport (PHW) to Chicago Midway, Illinois (MDW)
Distance:
8,765 miles (14,106 kilometres)
Average flight time (direct 19 hours 58 minutes)
Pietermaritzburg, South Africa - Pietermaritzburg Airport (PZB) to Chicago Midway, Illinois (MDW)
Distance:
8,944 miles (14,394 kilometres)
Average flight time (direct 20 hours 22 minutes)
Polokwane, South Africa - Polokwane International Airport (PTG) to Chicago Midway, Illinois (MDW)
Distance:
8,674 miles (13,959 kilometres)
Average flight time (direct 19 hours 46 minutes)
Richards Bay, South Africa - Richards Bay Airport (RCB) to Chicago Midway, Illinois (MDW)
Distance:
8,998 miles (14,480 kilometres)
Average flight time (direct 20 hours 29 minutes)
Upington, South Africa - Upington Airport (UTN) to Chicago Midway, Illinois (MDW)
Distance:
8,433 miles (13,571 kilometres)
Average flight time (direct 19 hours 14 minutes)
Umtata, South Africa - K.D. Matanzima Airport (UTT) to Chicago Midway, Illinois (MDW)
Distance:
8,924 miles (14,361 kilometres)
Average flight time (direct 20 hours 19 minutes)
From Cape Town (CPT), South Africa to Chicago, United States (MDW): R15,277
Depart: 21 Aug 2026 · Return: 27 Aug 2026 Price found 21 Jul 2026, 21:59
From Johannesburg (JNB), South Africa to Chicago, United States (MDW): R16,338
Depart: 08 Sep 2026 · Return: 15 Sep 2026 Price found 25 Jul 2026, 17:14
From Hoedspruit (HDS), South Africa to Chicago, United States (MDW): R24,076
Depart: 06 Sep 2026 · Return: 13 Sep 2026 Price found 23 Jul 2026, 08:18
From Durban (DUR), South Africa to Chicago, United States (MDW): R25,318
Depart: 23 Oct 2026 · Return: 07 Nov 2026 Price found 29 Jul 2026, 13:10
From Port Elizabeth (PLZ), South Africa to Chicago, United States (MDW): R30,587
Depart: 14 Aug 2026 · Return: 04 Sep 2026 Price found 27 Jul 2026, 08:51
From Bloemfontein (BFN), South Africa to Chicago, United States (MDW): R33,704
Depart: 12 Sep 2026 · Return: 19 Sep 2026 Price found 29 Jul 2026, 10:21
From Kimberley (KIM), South Africa to Chicago, United States (MDW): R38,160
Depart: 11 Sep 2026 · Return: 18 Sep 2026 Price found 28 Jul 2026, 08:37
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