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$582+ Cheap flights from South Africa to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
JNB — MDW
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheap flight deals from South Africa to Midway

Keep the following information in mind while searching for South Africa to Midway flight deals. Data was last updated September 25, 2025.

Round-trip from

$1,010
(Delta)

One-way from

$582
(Kiwi.com)

Popular in

January

Cheapest in

February

Average price

$997
From South Africa to Chicago Midway
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One-way flight from South Africa to Chicago Midway
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Highest demand for flights based on searches. 4% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from South Africa to Midway

Cheapest flights from South Africa to Midway
Explore the most affordable flight options available from South Africa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/39:30 pmCPT - MDW
1 stop20h 15mDelta
Mon 11/175:34 pmMDW - CPT
1 stop17h 41mDelta
Deal found 9/23$1,010
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:00 pmJNB - MDW
2 stops27h 43mDelta
Fri 11/141:15 pmMDW - JNB
2 stops24h 50mDelta
Deal found 9/23$1,018
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:55 pmJNB - MDW
1 stop33h 45mDelta
Sat 11/151:26 pmMDW - JNB
2 stops24h 39mDelta
Deal found 9/24$1,021
This Trip.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:55 pmJNB - MDW
1 stop26h 43mVirgin Atlantic
Sat 11/1510:47 amMDW - JNB
1 stop24h 13mVirgin Atlantic
Deal found 9/24$1,209
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:50 pmCPT - MDW
2 stops34h 50mDelta
Sat 11/159:32 amMDW - CPT
2 stops25h 43mDelta
Deal found 9/24$1,289
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:30 pmCPT - MDW
1 stop20h 10mDelta
Fri 11/149:41 amMDW - CPT
2 stops28h 14mDelta
Deal found 9/23$1,413
This flightsite.co.za deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flightsite.co.za is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:45 pmCPT - MDW
2 stops26h 40mKLM
Fri 11/141:15 pmMDW - CPT
2 stops24h 40mKLM
Deal found 9/23$1,492
This Trip.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/259:55 pmJNB - MDW
1 stop26h 56mVirgin Atlantic
Thu 10/212:43 pmMDW - JNB
1 stop23h 57mVirgin Atlantic
Deal found 9/24$1,561
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:40 pmJNB - MDW
2 stops29h 45mDelta
Thu 10/3010:40 amMDW - JNB
1 stop25h 20mDelta
Deal found 9/24$1,806
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/219:55 pmJNB - MDW
1 stop26h 20mDelta
Wed 12/3111:48 amMDW - JNB
2 stops26h 17mDelta
Deal found 9/24$3,978
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/189:55 pmJNB - MDW
1 stop33h 45mDelta
Fri 11/286:00 amMDW - JNB
1 stop29h 00mDelta
Deal found 9/24$4,978
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:00 pmJNB - MDW
2 stops26h 38mDelta
Thu 11/2710:47 amMDW - JNB
1 stop24h 13mDelta
Deal found 9/24$5,100

Cheapflights Fare Finder

 
Customize your flight search to find flights from South Africa to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 25, 2025.
Use the filters below to find and compare flights from South Africa to Chicago Midway Airport that are best for you.

Fly from

South Africa

Fly to

Midway

Route

Depart

Return

Price

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 11/3

9:30 pm-12:28 pm

2 stops22h 58m

Chicago Midway

Mon 11/17

1:15 pm-7:15 pm

2 stops22h 00m

$1,010

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 11/7

10:00 pm-5:43 pm

2 stops27h 43m

Chicago Midway

Fri 11/14

1:15 pm-10:05 pm

2 stops24h 50m

$1,018

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 11/8

10:00 pm-6:18 pm

2 stops28h 18m

Chicago Midway

Sat 11/15

1:26 pm-10:05 pm

2 stops24h 39m

$1,067

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 11/13

9:30 pm-6:18 pm

2 stops28h 48m

Chicago Midway

Sun 11/30

9:34 am-10:05 pm

2 stops28h 31m

$1,067

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sat 11/8

8:50 pm-11:40 pm

2 stops34h 50m

Chicago Midway

Sat 11/15

4:28 pm-7:15 pm

1 stop18h 47m

$1,289

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 11/7

9:30 pm-9:40 am

1 stop20h 10m

Chicago Midway

Fri 11/14

9:41 am-9:55 pm

2 stops28h 14m

$1,413

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 11/7

11:45 pm-6:25 pm

2 stops26h 40m

Chicago Midway

Fri 11/14

1:15 pm-9:55 pm

2 stops24h 40m

$1,492

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 10/27

7:40 pm-6:25 pm

2 stops29h 45m

Chicago Midway

Thu 10/30

1:08 pm-7:00 pm

2 stops22h 52m

$1,806

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 3/11

11:45 pm-12:35 pm

2 stops43h 50m

Chicago Midway

Sun 3/15

1:00 pm-7:15 pm

2 stops23h 15m

$1,809

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 12/21

9:55 pm-4:15 pm

1 stop26h 20m

Chicago Midway

Wed 12/31

11:48 am-10:05 pm

2 stops26h 17m

$3,978

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 28 results
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Best time to book a flight from South Africa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from South Africa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from South Africa to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from South Africa to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from South Africa to Chicago Midway Airport?

    Airlines like Delta fly from South Africa to Chicago Midway Airport in about 22h 58m. The time it takes to get you to your destination can typically vary by up to . South Africa and Chicago Midway Airport are separated by a distance of 8501 mi.

  • Can I find deals for flights from South Africa to Midway that include hotel bookings?

    Yes. In addition to deals on South Africa to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from South Africa to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from South Africa to Midway.

  • Can I find deals for business class flights from South Africa to Midway?

    Yes. Cheapflights offers flight deals from South Africa to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from South Africa to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from South Africa to Chicago Midway Airport (average of $160). Flying from South Africa to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for South Africa to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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