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$574+ Cheap flights from Midway (MDW) to South Africa

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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JNB
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Midway to South Africa

Cheapest flights from Midway to South Africa
Explore the most affordable flight options available from Midway to South Africa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Virgin Atlantic deal was found by Cheapflights users on 12/22. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:50 amMDW - JNB
1 stop25h 10mVirgin Atlantic
Sun 12/289:55 pmJNB - MDW
1 stop26h 25mVirgin Atlantic
Deal found 12/22$2,481
This Delta deal was found by Cheapflights users on 12/21. 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 12/295:05 pmMDW - JNB
1 stop17h 55mDelta
Tue 1/137:20 pmJNB - MDW
2 stops30h 14mDelta
Deal found 12/21$2,485
This Virgin Atlantic deal was found by Cheapflights users on 12/20. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:50 amMDW - JNB
2 stops28h 35mMultiple Airlines
Fri 12/269:55 pmJNB - MDW
1 stop32h 27mMultiple Airlines
Deal found 12/20$2,515
This KLM deal was found by Cheapflights users on 12/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:48 amMDW - JNB
2 stops26h 17mKLM
Thu 1/811:59 pmJNB - MDW
2 stops26h 33mKLM
Deal found 12/21$2,663
This Delta deal was found by Cheapflights users on 12/21. 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 12/225:05 pmMDW - CPT
1 stop18h 10mDelta
Tue 12/309:30 pmCPT - MDW
1 stop25h 14mDelta
Deal found 12/21$2,705
This KLM deal was found by Cheapflights users on 12/22. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2711:48 amMDW - JNB
2 stops26h 17mMultiple Airlines
Sat 1/107:20 pmJNB - MDW
2 stops29h 09mMultiple Airlines
Deal found 12/22$2,724
This Delta deal was found by Cheapflights users on 12/22. 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 12/279:50 amMDW - JNB
1 stop25h 10mDelta
Sat 1/107:20 pmJNB - MDW
2 stops31h 12mDelta
Deal found 12/22$2,737
This Delta deal was found by Cheapflights users on 12/22. 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 12/239:29 amMDW - CPT
2 stops28h 26mDelta
Tue 12/309:30 pmCPT - MDW
1 stop25h 14mDelta
Deal found 12/22$2,747
This KLM deal was found by Cheapflights users on 12/22. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:48 amMDW - CPT
2 stops26h 07mKLM
Wed 1/711:45 pmCPT - MDW
2 stops26h 47mKLM
Deal found 12/22$3,153
This Virgin Atlantic deal was found by Cheapflights users on 12/22. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:50 amMDW - JNB
1 stop25h 10mVirgin Atlantic
Fri 1/99:55 pmJNB - MDW
1 stop26h 34mVirgin Atlantic
Deal found 12/22$10,073

Find flight deals from Midway to South Africa

Keep the following information in mind while searching for Midway to South Africa flight deals. Data was last updated December 23, 2025.

Round-trip from

$1,373
(Delta)

One-way from

$574
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$1,641
From Chicago Midway to South Africa
Search Deals
One-way flight from Chicago Midway to South Africa
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to South Africa 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 December 23, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to South Africa that are best for you.

Fly from

Midway

Fly to

South Africa

Route

Depart

Return

Price

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/2

10:46 am-7:15 pm

1 stop24h 29m

Cape Town Intl

Sun 2/15

9:30 pm-9:54 am

1 stop20h 24m

$1,373

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 2/19

9:34 am-7:15 pm

2 stops25h 41m

Cape Town Intl

Thu 2/26

9:30 pm-5:45 pm

1 stop28h 15m

$1,377

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 1/19

12:48 pm-7:15 pm

1 stop22h 27m

Cape Town Intl

Tue 2/3

9:30 pm-5:29 pm

1 stop27h 59m

$1,398

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 2/4

12:46 pm-7:15 pm

1 stop22h 29m

Cape Town Intl

Wed 2/18

11:45 pm-9:06 am

2 stops41h 21m

$1,420

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/16

12:45 pm-7:15 pm

1 stop22h 30m

Cape Town Intl

Wed 2/25

2:00 pm-5:45 pm

2 stops35h 45m

$1,422

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 1/19

1:26 pm-9:55 pm

2 stops24h 29m

Cape Town Intl

Tue 2/3

8:00 am-5:55 pm

2 stops41h 55m

$1,448

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 2/5

12:46 pm-7:15 pm

1 stop22h 29m

Cape Town Intl

Sun 3/15

9:30 pm-12:02 pm

1 stop21h 32m

$1,463

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Mon 1/26

12:48 pm-7:00 pm

1 stop22h 12m

Johannesburg OR Tambo

Tue 3/31

9:55 pm-4:55 pm

1 stop26h 00m

$1,553

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Sat 3/21

4:30 pm-7:00 pm

1 stop19h 30m

Johannesburg OR Tambo

Tue 3/31

9:55 pm-4:55 pm

1 stop26h 00m

$1,553

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Mon 1/26

6:00 am-7:00 pm

1 stop29h 00m

Johannesburg OR Tambo

Wed 3/25

9:55 pm-4:55 pm

1 stop26h 00m

$1,553

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 27 results
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Best time to book a flight from Midway to South Africa

Have a flexible travel schedule? Discover the best time to fly to South Africa from Midway 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 Chicago Midway Airport to South Africa
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 Midway to South Africa. 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 Chicago Midway Airport to South Africa?

    Departing from Chicago Midway Airport to South Africa will take you 24h 29m. Airlines will cover a distance of 8501 mi.

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

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

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

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

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

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

See more FAQs

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Alternative routes for Midway to South Africa

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