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Cheap flights from Chicago Midway Airport to South Africa from R10 034

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to South Africa departing on 25/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to South Africa

Cheap return flights

Enter your travel dates to find the best prices.
Delta Logo
17:34 - 19:15MDW-CPT
17h 41m1 stop
Delta Logo
23:45 - 23:40CPT-MDW
31h 55m2 stops
R22 099Delta
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Wed, Nov 19 - Wed, Nov 26
Delta Logo
9:34 - 19:15MDW-CPT
25h 41m2 stops
Delta Logo
23:45 - 23:40CPT-MDW
31h 55m2 stops
R22 186Delta
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Wed, Nov 19 - Wed, Nov 26
Delta Logo
10:36 - 19:15MDW-CPT
24h 39m1 stop
Delta Logo
21:30 - 11:55CPT-MDW
22h 25m1 stop
R23 123Delta
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Sun, Dec 7 - Sun, Dec 14
Delta Logo
13:50 - 19:15MDW-CPT
21h 25m2 stops
Delta Logo
21:30 - 12:34CPT-MDW
23h 04m2 stops
R23 193Delta
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Sun, Dec 7 - Sun, Dec 14
KLM Logo
13:00 - 21:55MDW-CPT
24h 55m2 stops
KLM Logo
23:45 - 18:08CPT-MDW
26h 23m2 stops
R24 582KLM
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Mon, Feb 2 - Sun, Feb 15
Multiple Airlines Logo
13:05 - 9:45MDW-CPT
36h 40m2 stops
Multiple Airlines Logo
15:20 - 16:25CPT-MDW
33h 05m2 stops
R25 519Multiple Airlines
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Fri, Jan 23 - Sun, Feb 1
KLM Logo
13:00 - 21:55MDW-CPT
24h 55m2 stops
KLM Logo
23:45 - 18:08CPT-MDW
26h 23m2 stops
R26 213KLM
Find Deal
Mon, Feb 2 - Sun, Feb 15
Virgin Atlantic Logo
17:09 - 19:15MDW-CPT
18h 06m1 stop
Virgin Atlantic Logo
20:50 - 23:40CPT-MDW
34h 50m2 stops
R28 279Virgin Atlantic
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Wed, Nov 5 - Wed, Nov 12
Virgin Atlantic Logo
12:50 - 19:00MDW-JNB
22h 10m1 stop
Virgin Atlantic Logo
22:00 - 21:46JNB-MDW
31h 46m2 stops
R31 751Virgin Atlantic
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Tue, Dec 9 - Fri, Jan 23
Multiple Airlines Logo
12:50 - 22:50MDW-CPT
26h 00m2 stops
Multiple Airlines Logo
20:50 - 22:22CPT-MDW
33h 32m2 stops
R34 772Multiple Airlines
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Tue, Dec 9 - Mon, Dec 22

Virgin Atlantic flights from Chicago Midway Airport to South Africa

Our best Virgin Atlantic deals on Chicago Midway Airport to South Africa flight tickets
Virgin Atlantic
Nov 5
MDW17:09Chicago Midway
18h 06m
1 stop
CPT19:15Cape Town Intl
Nov 12
CPT20:50Cape Town Intl
34h 50m
2 stops
MDW23:40Chicago Midway
R28 279
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Virgin Atlantic
Dec 9
MDW12:50Chicago Midway
22h 10m
1 stop
JNB19:00Johannesburg OR Tambo
Jan 23
JNB22:00Johannesburg OR Tambo
31h 46m
2 stops
MDW21:46Chicago Midway
R31 751
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Virgin Atlantic
Jan 15
MDW10:35Chicago Midway
24h 25m
1 stop
JNB19:00Johannesburg OR Tambo
Jan 24
JNB21:55Johannesburg OR Tambo
31h 51m
1 stop
MDW21:46Chicago Midway
R36 056
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KLM flights from Chicago Midway Airport to South Africa

Our best KLM deals on Chicago Midway Airport to South Africa flight tickets
KLM
Feb 2
MDW13:00Chicago Midway
24h 55m
2 stops
CPT21:55Cape Town Intl
Feb 15
CPT23:45Cape Town Intl
26h 23m
2 stops
MDW18:08Chicago Midway
R24 582
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KLM
Feb 2
MDW13:00Chicago Midway
24h 55m
2 stops
CPT21:55Cape Town Intl
Feb 15
CPT23:45Cape Town Intl
26h 23m
2 stops
MDW18:08Chicago Midway
R26 213
Find similar
KLM
Jan 16
MDW13:00Chicago Midway
25h 05m
2 stops
JNB22:05Johannesburg OR Tambo
Jan 25
JNB23:59Johannesburg OR Tambo
26h 09m
2 stops
MDW18:08Chicago Midway
R27 429
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momondo Fare Finder

 
Customise your flight search to find flights from Chicago Midway Airport 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, momondo users made 13 550 searches. Data last updated 24 October 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to South Africa that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 19/11

17:34-19:15

1 stop17h 41m

Cape Town Intl

Wed 26/11

23:45-23:40

2 stops31h 55m

R22 099

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 19/11

9:34-19:15

2 stops25h 41m

Cape Town Intl

Wed 26/11

23:45-23:40

2 stops31h 55m

R22 186

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sun 7/12

10:36-19:15

1 stop24h 39m

Cape Town Intl

Sun 14/12

21:30-11:55

1 stop22h 25m

R23 123

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sun 7/12

13:50-19:15

2 stops21h 25m

Cape Town Intl

Sun 14/12

21:30-12:34

2 stops23h 04m

R23 193

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/2

13:00-21:55

2 stops24h 55m

Cape Town Intl

Sun 15/2

23:45-18:08

2 stops26h 23m

R24 582

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 23/1

13:05-9:45

2 stops36h 40m

Cape Town Intl

Sun 1/2

15:20-16:25

2 stops33h 05m

R25 519

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/2

13:00-21:55

2 stops24h 55m

Cape Town Intl

Sun 15/2

23:45-18:08

2 stops26h 23m

R26 213

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 5/11

17:09-19:15

1 stop18h 06m

Cape Town Intl

Wed 12/11

20:50-23:40

2 stops34h 50m

R28 279

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Tue 9/12

12:50-19:00

1 stop22h 10m

Johannesburg OR Tambo

Fri 23/1

22:00-21:46

2 stops31h 46m

R31 751

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Tue 9/12

12:50-22:50

2 stops26h 00m

Cape Town Intl

Mon 22/12

20:50-22:22

2 stops33h 32m

R34 772

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to South Africa from

How to get the cheapest flight ticket from Chicago Midway Airport to South Africa

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to South Africa?

Virgin Atlantic, Delta, and KLM are the most popular carriers operating from Chicago Midway to South Africa

Cheap Chicago Midway Airport to South Africa flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to South Africa

Direct flights

None
There are no direct flights from Chicago Midway Airport to South Africa. There are no popular flight routes from Chicago Midway Airport to South Africa.
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  • When did momondo last update prices for flights from Chicago Midway Airport to South Africa?

    Prices for flights from Chicago Midway Airport to South Africa refresh daily.

  • How old do you have to be to fly from Chicago Midway Airport to South Africa?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to South Africa.

  • What documentation or ID do you need to fly to South Africa?

    The travel and health documents you'll need for your trip to South Africa may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at South Africa. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to South Africa?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to South Africa. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to South Africa with flexible booking policies on momondo?

momondo does allow users to show only those flights to South Africa from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to South Africa?

momondo provides multiple filters to help you find the best flight to South Africa from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to South Africa right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to South Africa flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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