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$636+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CPT
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$1,381
(Virgin Atlantic)

One-way from

$636
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$1,277
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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Highest demand for flights based on searches. 0% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Virgin Atlantic deal was found by Cheapflights users on 9/15. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/610:40 amMDW - CPT
1 stop24h 35mVirgin Atlantic
jue. 11/209:30 pmCPT - MDW
1 stop27h 08mVirgin Atlantic
Deal found 9/15$1,381
This Delta deal was found by Cheapflights users on 9/15. 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.
jue. 11/69:35 amMDW - CPT
2 stops25h 40mDelta
jue. 11/209:30 pmCPT - MDW
1 stop27h 08mDelta
Deal found 9/15$1,385
This Delta deal was found by Cheapflights users on 9/16. 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.
vie. 11/76:23 pmMDW - CPT
2 stops27h 27mDelta
jue. 11/209:30 pmCPT - MDW
1 stop22h 22mDelta
Deal found 9/16$1,423
This Delta deal was found by Cheapflights users on 9/16. 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.
lun. 11/105:34 pmMDW - CPT
1 stop17h 41mDelta
jue. 11/279:30 pmCPT - MDW
1 stop20h 22mDelta
Deal found 9/16$1,491
This Virgin Atlantic deal was found by Cheapflights users on 9/15. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/295:04 pmMDW - CPT
1 stop19h 11mVirgin Atlantic
lun. 11/109:30 pmCPT - MDW
1 stop27h 08mVirgin Atlantic
Deal found 9/15$1,576
This Delta deal was found by Cheapflights users on 9/15. 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.
mié. 10/299:35 amMDW - CPT
2 stops26h 40mDelta
lun. 11/109:30 pmCPT - MDW
1 stop20h 22mDelta
Deal found 9/15$1,580
This Virgin Atlantic deal was found by Cheapflights users on 9/17. 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.
mar. 10/75:04 pmMDW - CPT
2 stops33h 41mMultiple Airlines
vie. 10/178:05 pmCPT - MDW
1 stop33h 09mMultiple Airlines
Deal found 9/17$1,605
This Delta deal was found by Cheapflights users on 9/15. 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.
jue. 10/3010:40 amMDW - CPT
1 stop25h 35mDelta
jue. 11/611:45 pmCPT - MDW
2 stops30h 29mDelta
Deal found 9/15$1,618

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 septiembre 17, 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

jue. 11/6

1:08 pm-7:15 pm

2 stops22h 07m

Cape Town Intl

jue. 11/20

9:30 pm-12:34 pm

2 stops23h 04m

$1,386

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

vie. 11/7

6:23 pm-5:50 am

2 stops27h 27m

Cape Town Intl

jue. 11/20

9:30 pm-6:08 pm

2 stops28h 38m

$1,428

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

lun. 1/5

5:25 pm-7:15 pm

1 stop17h 50m

Cape Town Intl

lun. 1/19

9:30 pm-4:25 pm

1 stop26h 55m

$1,576

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

dom. 1/4

5:00 pm-7:15 pm

1 stop18h 15m

Cape Town Intl

dom. 1/18

9:30 pm-4:25 pm

1 stop26h 55m

$1,576

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

mié. 10/29

5:04 pm-7:15 pm

1 stop19h 11m

Cape Town Intl

lun. 11/10

9:30 pm-4:38 pm

1 stop27h 08m

$1,576

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

mié. 10/29

5:04 pm-7:15 pm

1 stop19h 11m

Cape Town Intl

lun. 11/10

9:30 pm-4:38 pm

1 stop27h 08m

$1,576

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

lun. 1/5

10:35 am-7:15 pm

1 stop24h 40m

Cape Town Intl

lun. 1/19

9:30 pm-12:01 pm

1 stop22h 31m

$1,576

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

vie. 10/3

5:15 pm-10:00 pm

3 stops45h 45m

$636

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

mar. 10/7

5:56 pm-10:00 pm

2 stops45h 04m

$637

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

sáb. 10/11

9:35 am-9:45 pm

3 stops53h 10m

$655

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 16 results
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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 17h 50m. The time it takes to get you to your destination can typically vary by up to 4h 17m. 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.

  • 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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