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$744+ Cheap flights from Midway (MDW) to Cape Town (CPT)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CPT
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$744
(Flighttix)

Popular in

June

Cheapest in

April

Average price

$1,377
Provider with most accurate pricing for Chicago Midway-Cape Town Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Cape Town Intl flights.
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From Chicago Midway to Cape Town Intl
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Highest demand for flights based on searches. 12% potential increase in price ($202 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Flighttix deal was found by Cheapflights users on 1/7. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2212:48 pmMDW - CPT
1 stop22h 27mVirgin Atlantic
Thu 2/59:30 pmCPT - MDW
1 stop27h 59mVirgin Atlantic
Deal found 1/7$744
This Delta deal was found by Cheapflights users on 1/6. 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.
Wed 2/2512:45 pmMDW - CPT
1 stop22h 30mDelta
Fri 3/69:30 pmCPT - MDW
1 stop20h 51mDelta
Deal found 1/6$764
This Delta deal was found by Cheapflights users on 1/6. 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 2/276:40 pmMDW - CPT
1 stop40h 35mDelta
Mon 3/99:30 pmCPT - MDW
1 stop21h 32mDelta
Deal found 1/6$770
This Virgin Atlantic deal was found by Cheapflights users on 1/6. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:40 pmMDW - CPT
1 stop40h 35mVirgin Atlantic
Sun 3/229:30 pmCPT - MDW
1 stop32h 01mVirgin Atlantic
Deal found 1/6$775
This Ovago deal was found by Cheapflights users on 1/7. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/212:46 pmMDW - CPT
1 stop22h 29mMultiple Airlines
Mon 2/98:30 pmCPT - MDW
2 stops52h 59mMultiple Airlines
Deal found 1/7$785
This KLM deal was found by Cheapflights users on 1/5. 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 2/29:33 amMDW - CPT
2 stops28h 22mKLM
Mon 2/911:45 pmCPT - MDW
2 stops26h 10mKLM
Deal found 1/5$793
This Delta deal was found by Cheapflights users on 1/5. 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 2/210:46 amMDW - CPT
1 stop24h 29mDelta
Mon 2/911:45 pmCPT - MDW
2 stops26h 10mDelta
Deal found 1/5$806
This Delta deal was found by Cheapflights users on 1/6. 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.
Tue 2/1712:45 pmMDW - CPT
2 stops25h 10mDelta
Sun 3/229:30 pmCPT - MDW
2 stops27h 24mDelta
Deal found 1/6$811
This Virgin Atlantic deal was found by Cheapflights users on 1/5. 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 2/1810:49 amMDW - CPT
1 stop24h 26mMultiple Airlines
Wed 3/42:00 pmCPT - MDW
2 stops35h 45mMultiple Airlines
Deal found 1/5$813
This Delta deal was found by Cheapflights users on 1/8. 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.
Mon 2/910:46 amMDW - CPT
1 stop24h 29mDelta
Wed 3/47:55 amCPT - MDW
2 stops41h 42mDelta
Deal found 1/8$819

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 January 8, 2026.
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

Sat 2/28

4:13 pm-7:15 pm

1 stop19h 02m

Cape Town Intl

Mon 3/9

9:30 pm-12:02 pm

1 stop21h 32m

$764

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 1/22

10:48 am-7:15 pm

1 stop24h 27m

Cape Town Intl

Thu 2/5

9:30 pm-5:29 pm

1 stop27h 59m

$764

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 2/28

4:13 pm-7:15 pm

1 stop19h 02m

Cape Town Intl

Tue 3/10

9:30 pm-12:02 pm

1 stop21h 32m

$764

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 1/31

10:46 am-7:15 pm

1 stop24h 29m

Cape Town Intl

Sun 2/8

9:30 pm-5:29 pm

1 stop27h 59m

$764

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 2/25

12:45 pm-7:15 pm

1 stop22h 30m

Cape Town Intl

Sun 3/8

9:30 pm-4:55 pm

1 stop26h 25m

$764

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 4/2

12:47 pm-5:50 pm

1 stop22h 03m

Cape Town Intl

Sun 4/12

8:05 pm-4:36 pm

1 stop27h 31m

$764

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 1/31

4:30 pm-7:15 pm

1 stop18h 45m

Cape Town Intl

Sun 2/8

9:30 pm-1:06 pm

2 stops23h 36m

$769

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/2

9:33 am-7:15 pm

2 stops25h 42m

Cape Town Intl

Sun 2/15

9:30 pm-5:37 pm

2 stops28h 07m

$769

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 2/23

9:34 am-7:15 pm

2 stops25h 41m

Cape Town Intl

Tue 3/3

9:30 pm-9:54 am

1 stop20h 24m

$769

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 2/25

1:26 pm-7:15 pm

2 stops21h 49m

Cape Town Intl

Mon 3/9

9:30 pm-12:29 pm

2 stops21h 59m

$769

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 17 results
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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 January.
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 and Virgin Atlantic fly from Chicago Midway Airport to Cape Town in about 19h 02m. The time it takes to get you to your destination can typically vary by up to 5h 25m. Airlines will cover a distance of 8501 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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
Gordon's Bay
Hermanus
Wellington
Somerset West
Stellenbosch
Paarl
Simon's Town

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