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$783+ Cheap flights from Midway (MDW) to Cape Town (CPT)

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CPT
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Find flight deals from Midway to Cape Town

Cheapest flights from Midway to Cape Town
Explore the most affordable flight options available from Midway to Cape Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This Delta deal was found by Cheapflights users on 11/16. 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 12/112:47 pmMDW - CPT
1 stop22h 28mDelta
Sun 12/79:30 pmCPT - MDW
1 stop22h 25mDelta
Deal found 11/16$1,332
This Delta deal was found by Cheapflights users on 11/16. 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 12/55:13 pmMDW - CPT
2 stops28h 37mDelta
Sun 12/149:30 pmCPT - MDW
1 stop22h 25mDelta
Deal found 11/16$1,374
This Delta deal was found by Cheapflights users on 11/15. 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.
Wed 12/105:29 pmMDW - CPT
2 stops28h 21mDelta
Sun 12/289:30 pmCPT - MDW
1 stop22h 28mDelta
Deal found 11/15$1,444
This Delta deal was found by Cheapflights users on 11/15. 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 12/155:29 pmMDW - CPT
2 stops28h 21mDelta
Mon 12/229:30 pmCPT - MDW
1 stop26h 50mDelta
Deal found 11/15$2,119
This Delta deal was found by Cheapflights users on 11/17. 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 12/125:13 pmMDW - CPT
2 stops28h 37mDelta
Sun 12/219:30 pmCPT - MDW
1 stop26h 50mDelta
Deal found 11/17$2,249
This Delta deal was found by Cheapflights users on 11/16. 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 12/296:08 pmMDW - CPT
2 stops27h 42mDelta
Wed 1/77:55 amCPT - MDW
2 stops41h 39mDelta
Deal found 11/16$2,338
This Delta deal was found by Cheapflights users on 11/16. 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 12/276:08 pmMDW - CPT
2 stops27h 42mDelta
Sun 1/119:30 pmCPT - MDW
1 stop26h 59mDelta
Deal found 11/16$2,513
This Virgin Atlantic deal was found by Cheapflights users on 11/17. 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 11/2112:47 pmMDW - CPT
2 stops36h 38mMultiple Airlines
Sun 11/239:30 pmCPT - MDW
1 stop27h 09mMultiple Airlines
Deal found 11/17$2,523

Cheap flight deals from Midway to Cape Town

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Cape Town (CPT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,252
(Virgin Atlantic)

One-way from

$783
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$1,263
Provider with most accurate pricing for Chicago Midway-Cape Town Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Cape Town Intl flights.
Search Deals
From Chicago Midway to Cape Town Intl
Search Deals
One-way flight from Chicago Midway to Cape Town Intl
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($276 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Cape Town 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 November 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Cape Town that are best for you.

Fly from

Midway

Fly to

Cape Town

Route

Depart

Return

Price

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 1/22

12:48 pm-7:15 pm

1 stop22h 27m

Cape Town Intl

Sun 2/8

9:30 pm-5:29 pm

1 stop27h 59m

$1,252

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/2

9:50 am-7:15 pm

2 stops25h 25m

Cape Town Intl

Sun 2/15

9:30 pm-6:37 pm

2 stops29h 07m

$1,257

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 1/21

9:50 am-7:15 pm

2 stops25h 25m

Cape Town Intl

Sun 2/8

9:30 pm-11:59 am

1 stop22h 29m

$1,257

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 1/10

5:31 pm-7:15 pm

1 stop17h 44m

Cape Town Intl

Mon 1/26

9:30 pm-5:29 pm

1 stop27h 59m

$1,269

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 1/10

1:28 pm-7:15 pm

2 stops21h 47m

Cape Town Intl

Mon 1/26

9:30 pm-12:49 pm

2 stops23h 19m

$1,282

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 1/23

1:28 pm-9:55 pm

2 stops24h 27m

Cape Town Intl

Sun 2/8

11:45 pm-6:36 pm

2 stops26h 51m

$1,294

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 1/1

6:12 am-5:25 pm

2 stops51h 13m

$880

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 1/30

1:00 pm-10:00 am

2 stops37h 00m

$919

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 1/30

1:28 pm-9:55 pm

2 stops24h 27m

$1,552

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 1/1

9:50 am-7:15 pm

1 stop25h 25m

$1,638

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 13 results
1
2

Compare providers for flights from Midway to Cape Town

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Cape Town in November.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy2 starsTrust Score*2 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Cape Town flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Cape Town flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Cape Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Cape Town flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Cape Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Cape Town

Have a flexible travel schedule? Discover the best time to fly to Cape Town 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.

Related info for your journey

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

  • What airport do you fly into for flights to Cape Town from Chicago Midway?

    Cape Town Intl (CPT) is the airport you will fly into if you book a flight from Chicago Midway to Cape Town. You should not have trouble finding flights to Cape Town Intl from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Cape Town airport from Chicago Midway. It is only a 9.7 mi journey from Cape Town Intl (CPT) to Cape Town’s city center.

  • How long is the flight from Chicago Midway Airport to Cape Town?

    Airlines like Delta fly from Chicago Midway Airport to Cape Town in about 22h 27m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 8501 mi.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Cape Town one-way?

    For one-way options, check prices for KLM. According to our data, you can fly for as low as $1,552. Users have also found prices from $1,638 and $3,561 on Delta and Virgin Atlantic, respectively.

  • Can I find deals for flights from Midway to Cape Town that include hotel bookings?

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

  • How can I find direct flights from Midway to Cape Town?

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

  • Can I find deals for business class flights from Midway to Cape Town?

    Yes. Cheapflights offers flight deals from Midway to Cape Town 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

Traveling to a place near Cape Town?

Book flights to Cape Town if you plan to visit one of these locations
Stellenbosch
Gordon's Bay
Hermanus
Wellington
Somerset West
Paarl
Simon's Town

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