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$577+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JNB
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheap 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 September 25, 2025.

Round-trip from

$1,377
(Tripair)

One-way from

$577
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$1,033
From Chicago Midway to South Africa
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One-way flight from Chicago Midway to South Africa
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Highest demand for flights based on searches. 12% potential increase in price ($177 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($26 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 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 September 25, 2025.

This Tripair 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 Tripair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:34 pmMDW - CPT
1 stop17h 41mVirgin Atlantic
Tue 11/259:30 pmCPT - MDW
1 stop27h 09mVirgin Atlantic
Deal found 9/23$1,377
This Virgin Atlantic deal was found by Cheapflights users on 9/25. 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.
Thu 11/65:09 pmMDW - CPT
1 stop18h 06mVirgin Atlantic
Thu 11/209:30 pmCPT - MDW
1 stop27h 08mVirgin Atlantic
Deal found 9/25$1,381
This Delta deal was found by Cheapflights users on 9/25. 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.
Thu 11/61:08 pmMDW - CPT
2 stops22h 07mDelta
Thu 11/209:30 pmCPT - MDW
2 stops23h 37mDelta
Deal found 9/25$1,386
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/101:14 pmMDW - CPT
2 stops24h 41mKLM
Mon 11/1711:45 pmCPT - MDW
2 stops26h 23mKLM
Deal found 9/23$1,410
This Delta deal was found by Cheapflights users on 9/25. 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 11/71:08 pmMDW - CPT
2 stops32h 42mDelta
Thu 11/209:30 pmCPT - MDW
1 stop20h 22mDelta
Deal found 9/25$1,423
This Delta deal was found by Cheapflights users on 9/25. 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 11/910:47 amMDW - CPT
1 stop24h 28mDelta
Sun 11/1611:45 pmCPT - MDW
2 stops26h 33mDelta
Deal found 9/25$1,424
This Virgin Atlantic 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:09 pmMDW - CPT
2 stops32h 36mMultiple Airlines
Thu 11/209:30 pmCPT - MDW
1 stop27h 08mMultiple Airlines
Deal found 9/23$1,430
This Virgin Atlantic 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:23 pmMDW - CPT
1 stop18h 52mVirgin Atlantic
Sat 11/158:50 pmCPT - MDW
2 stops34h 50mVirgin Atlantic
Deal found 9/24$1,434
This Virgin Atlantic 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:09 pmMDW - CPT
2 stops32h 36mMultiple Airlines
Sat 11/158:50 pmCPT - MDW
2 stops34h 50mMultiple Airlines
Deal found 9/23$1,483
This Virgin Atlantic 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:09 pmMDW - CPT
2 stops22h 26mMultiple Airlines
Fri 11/148:50 pmCPT - MDW
2 stops34h 50mMultiple Airlines
Deal found 9/23$1,486
This Virgin Atlantic 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:09 pmMDW - CPT
1 stop18h 06mVirgin Atlantic
Sun 11/239:30 pmCPT - MDW
1 stop27h 09mVirgin Atlantic
Deal found 9/23$1,576
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:08 pmMDW - JNB
2 stops25h 12mKLM
Wed 10/297:40 pmJNB - MDW
2 stops29h 03mKLM
Deal found 9/24$1,580

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 September 25, 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 11/10

1:15 pm-7:15 pm

2 stops22h 00m

Cape Town Intl

Tue 11/25

9:30 pm-12:34 pm

2 stops23h 04m

$1,386

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 11/6

1:08 pm-7:15 pm

2 stops22h 07m

Cape Town Intl

Thu 11/20

9:30 pm-1:07 pm

2 stops23h 37m

$1,386

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sun 11/9

10:47 am-7:15 pm

1 stop24h 28m

Cape Town Intl

Sun 11/16

11:45 pm-6:18 pm

2 stops26h 33m

$1,424

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 11/7

1:08 pm-5:50 am

2 stops32h 42m

Cape Town Intl

Thu 11/20

9:30 pm-6:14 pm

2 stops28h 44m

$1,428

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 11/7

5:09 pm-9:45 am

2 stops32h 36m

Cape Town Intl

Sat 11/15

8:50 pm-11:40 pm

2 stops34h 50m

$1,483

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 11/7

5:09 pm-11:35 pm

2 stops22h 26m

Cape Town Intl

Fri 11/14

8:50 pm-11:40 pm

2 stops34h 50m

$1,486

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Tue 1/20

1:05 pm-7:00 pm

1 stop21h 55m

Johannesburg OR Tambo

Sun 2/1

9:55 pm-12:01 pm

1 stop22h 06m

$1,551

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 11/5

5:09 pm-7:15 pm

1 stop18h 06m

Cape Town Intl

Sun 11/23

9:30 pm-4:39 pm

1 stop27h 09m

$1,576

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Wed 11/5

1:48 pm-10:05 pm

2 stops24h 17m

Johannesburg OR Tambo

Thu 11/13

11:59 pm-6:18 pm

2 stops26h 19m

$1,605

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Mon 3/23

2:00 pm-10:05 pm

2 stops25h 05m

Johannesburg OR Tambo

Wed 4/8

11:15 pm-6:34 pm

2 stops26h 19m

$1,626

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 32 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 22h. Airlines will cover a distance of 8501 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to South Africa (average of $1,173). Flying from Chicago Midway Airport to South Africa in July is currently the most expensive (average of $1,673). 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

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Alternative routes for Midway to South Africa

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