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$662+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CPT
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
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 August 13, 2025.

Round-trip from

$1,550
(Virgin Atlantic)

One-way from

$662
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,636
From Chicago Midway to Cape Town Intl
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One-way flight from Chicago Midway to Cape Town Intl
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 13, 2025.

This Virgin Atlantic deal was found by Cheapflights users on 8/11. 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.
Sun 9/216:30 pmMDW - CPT
1 stop40h 20mVirgin Atlantic
Sun 10/58:05 pmCPT - MDW
1 stop27h 04mVirgin Atlantic
Deal found 8/11$1,581
This Delta deal was found by Cheapflights users on 8/11. 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 10/219:20 amMDW - CPT
2 stops29h 05mDelta
Sun 11/29:30 pmCPT - MDW
1 stop20h 15mDelta
Deal found 8/11$1,592
This KLM deal was found by Cheapflights users on 8/11. 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.
Tue 10/211:08 pmMDW - CPT
2 stops25h 17mKLM
Sun 11/211:45 pmCPT - MDW
2 stops25h 58mKLM
Deal found 8/11$1,599
This Delta deal was found by Cheapflights users on 8/11. 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 9/1810:35 amMDW - CPT
1 stop24h 15mDelta
Tue 9/308:05 pmCPT - MDW
1 stop20h 35mDelta
Deal found 8/11$1,600
This Delta deal was found by Cheapflights users on 8/11. 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 9/211:08 pmMDW - CPT
2 stops25h 02mDelta
Sun 10/58:05 pmCPT - MDW
1 stop22h 48mDelta
Deal found 8/11$1,617
This KLM deal was found by Cheapflights users on 8/11. 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 9/31:08 pmMDW - CPT
2 stops25h 17mKLM
Wed 9/2411:15 pmCPT - MDW
2 stops26h 20mKLM
Deal found 8/11$1,629
This Delta deal was found by Cheapflights users on 8/13. 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 9/64:25 pmMDW - CPT
1 stop18h 25mDelta
Thu 9/1811:15 pmCPT - MDW
2 stops29h 21mDelta
Deal found 8/13$1,642
This Delta deal was found by Cheapflights users on 8/11. 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 9/259:35 amMDW - CPT
2 stops25h 15mDelta
Thu 10/211:15 pmCPT - MDW
2 stops26h 20mDelta
Deal found 8/11$1,647
This Virgin Atlantic deal was found by Cheapflights users on 8/11. 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 10/1810:35 amMDW - CPT
2 stops30h 00mMultiple Airlines
Sun 10/268:50 pmCPT - MDW
2 stops32h 24mMultiple Airlines
Deal found 8/11$1,655
This Virgin Atlantic deal was found by Cheapflights users on 8/11. 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.
Sun 9/2112:43 pmMDW - CPT
2 stops38h 02mMultiple Airlines
Sun 10/53:20 pmCPT - MDW
2 stops31h 49mMultiple Airlines
Deal found 8/11$1,673

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 August 13, 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

Sun 9/21

6:30 pm-5:50 pm

1 stop40h 20m

Cape Town Intl

Sun 10/5

8:05 pm-4:09 pm

1 stop27h 04m

$1,581

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Tue 10/21

9:20 am-9:25 pm

2 stops29h 05m

Cape Town Intl

Sun 11/2

9:30 pm-9:45 am

1 stop20h 15m

$1,592

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Tue 10/21

1:08 pm-9:25 pm

2 stops25h 17m

Cape Town Intl

Sun 11/2

11:45 pm-5:43 pm

2 stops25h 58m

$1,599

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 9/18

12:43 pm-5:50 pm

1 stop22h 07m

Cape Town Intl

Tue 9/30

8:05 pm-5:35 pm

1 stop28h 30m

$1,600

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 9/13

4:31 pm-5:50 pm

1 stop18h 19m

Cape Town Intl

Sun 9/21

8:05 pm-5:35 pm

1 stop28h 30m

$1,600

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 11/8

10:35 am-7:15 pm

1 stop24h 40m

Cape Town Intl

Fri 11/21

9:30 pm-3:30 pm

1 stop26h 00m

$1,600

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 9/1

10:31 am-5:50 pm

1 stop24h 19m

Cape Town Intl

Tue 9/16

8:05 pm-9:40 am

1 stop20h 35m

$1,600

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 9/10

9:00 am-10:35 pm

3 stops54h 35m

$662

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

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.

  • 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Cape Town?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Cape Town (average of $1,292). Flying from Chicago Midway Airport to Cape Town in December is currently the most expensive (average of $1,830). 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

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
Simon's Town

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