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South Africa

$645+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JNB
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
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 February 9, 2026.

This Delta deal was found by Cheapflights users on 2/6. 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 2/1910:49 am
MDW
-
CPT
1 stop24h 26m
Delta
Mon 3/99:30 pm
CPT
-
MDW
1 stop21h 32m
Delta
Deal found 2/6$1,375
This Delta deal was found by Cheapflights users on 2/7. 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 2/84:30 pm
MDW
-
CPT
1 stop18h 45m
Delta
Sun 2/159:30 pm
CPT
-
MDW
2 stops23h 16m
Delta
Deal found 2/7$1,379
This Virgin Atlantic deal was found by Cheapflights users on 2/8. 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 2/206:40 pm
MDW
-
CPT
1 stop40h 35m
Virgin Atlantic
Sun 3/89:30 pm
CPT
-
MDW
1 stop26h 52m
Virgin Atlantic
Deal found 2/8$1,380
This Ovago deal was found by Cheapflights users on 2/6. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:40 pm
MDW
-
CPT
1 stop40h 35m
SAUDIA
Mon 3/99:30 pm
CPT
-
MDW
1 stop21h 32m
SAUDIA
Deal found 2/6$1,382
This Gurufare deal was found by Cheapflights users on 2/6. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:40 pm
MDW
-
CPT
1 stop40h 35m
Multiple Airlines
Mon 3/99:30 pm
CPT
-
MDW
2 stops27h 24m
Multiple Airlines
Deal found 2/6$1,397
This Delta deal was found by Cheapflights users on 2/8. 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 2/206:40 pm
MDW
-
CPT
2 stops27h 10m
Delta
Sun 3/89:30 pm
CPT
-
MDW
1 stop21h 32m
Delta
Deal found 2/8$1,417
This Delta deal was found by Cheapflights users on 2/6. 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 2/201:26 pm
MDW
-
CPT
2 stops32h 24m
Delta
Mon 3/99:30 pm
CPT
-
MDW
2 stops27h 24m
Delta
Deal found 2/6$1,422
This Delta deal was found by Cheapflights users on 2/6. 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 2/710:53 am
MDW
-
CPT
1 stop24h 22m
Delta
Sat 2/147:55 am
CPT
-
MDW
2 stops40h 19m
Delta
Deal found 2/6$1,430
This Gurufare deal was found by Cheapflights users on 2/7. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:07 pm
MDW
-
CPT
1 stop18h 08m
Multiple Airlines
Wed 3/188:50 pm
CPT
-
MDW
2 stops28h 50m
Multiple Airlines
Deal found 2/7$1,445
This Virgin Atlantic deal was found by Cheapflights users on 2/8. 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.
Tue 3/1010:45 am
MDW
-
CPT
2 stops29h 05m
Multiple Airlines
Tue 3/172:00 pm
CPT
-
MDW
2 stops34h 22m
Multiple Airlines
Deal found 2/8$1,474
This Virgin Atlantic deal was found by Cheapflights users on 2/8. 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 4/1512:53 pm
MDW
-
JNB
1 stop23h 47m
Virgin Atlantic
Sat 4/259:55 pm
JNB
-
MDW
1 stop25h 30m
Virgin Atlantic
Deal found 2/8$1,762
This Delta deal was found by Cheapflights users on 2/7. 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 3/96:07 pm
MDW
-
JNB
1 stop17h 53m
Delta
Tue 4/79:55 pm
JNB
-
MDW
1 stop26h 27m
Delta
Deal found 2/7$1,766

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 February 9, 2026.

Round-trip from

$1,375
(Delta)

One-way from

$645
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$1,052
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. 10% potential increase in price ($143 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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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 February 9, 2026.
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

Thu 2/19

12:45 pm-7:15 pm

1 stop22h 30m

Cape Town Intl

Sun 2/22

9:30 pm-5:45 pm

1 stop28h 15m

$1,375

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 2/21

11:06 am-7:15 pm

1 stop24h 09m

Cape Town Intl

Tue 3/10

9:30 pm-12:02 pm

1 stop21h 32m

$1,375

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 3/4

9:34 am-7:15 pm

2 stops25h 41m

Cape Town Intl

Mon 3/23

9:30 pm-12:02 pm

1 stop21h 32m

$1,379

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 2/19

9:34 am-7:15 pm

2 stops25h 41m

Cape Town Intl

Sun 2/22

9:30 pm-5:45 pm

1 stop28h 15m

$1,380

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 2/20

6:40 pm-7:15 pm

1 stop40h 35m

Cape Town Intl

Sun 3/8

9:30 pm-5:22 pm

1 stop26h 52m

$1,380

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 2/20

6:40 pm-7:15 pm

1 stop40h 35m

Cape Town Intl

Mon 3/9

9:30 pm-12:02 pm

1 stop21h 32m

$1,382

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 2/20

1:26 pm-5:50 am

2 stops32h 24m

Cape Town Intl

Sun 3/8

9:30 pm-12:02 pm

1 stop21h 32m

$1,417

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 2/20

6:40 pm-5:50 am

2 stops27h 10m

Cape Town Intl

Mon 3/9

9:30 pm-5:22 pm

1 stop26h 52m

$1,417

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Wed 4/15

12:53 pm-7:40 pm

1 stop23h 47m

Johannesburg OR Tambo

Sat 4/25

9:55 pm-4:25 pm

1 stop25h 30m

$1,762

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Wed 4/15

5:21 pm-7:40 pm

1 stop19h 19m

Johannesburg OR Tambo

Tue 4/28

9:55 pm-4:25 pm

1 stop25h 30m

$1,762

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 35 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 30m. 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.

See more FAQs

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Alternative routes for Midway to South Africa

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