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Cheap flights from Chicago Midway Airport to Cape Town from $929

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 Cape Town departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Cape Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
KLM Logo
1:28 pm - 9:25 pm
MDW
-
CPT
24h 57m
2 stops
KLM Logo
11:15 pm - 10:33 pm
CPT
-
MDW
30h 18m
2 stops
$1,498KLM
Fri, Oct 9 - Sun, Oct 18
Multiple Airlines Logo
5:15 pm - 9:45 am
MDW
-
CPT
33h 30m
2 stops
Multiple Airlines Logo
8:05 pm - 3:17 pm
CPT
-
MDW
26h 12m
1 stop
$1,514Multiple Airlines
Fri, Oct 16 - Fri, Oct 23
Multiple Airlines Logo
12:45 pm - 11:35 pm
MDW
-
CPT
27h 50m
2 stops
Multiple Airlines Logo
8:05 pm - 3:17 pm
CPT
-
MDW
26h 12m
1 stop
$1,516Multiple Airlines
Thu, Oct 15 - Fri, Oct 23
Multiple Airlines Logo
5:15 pm - 8:20 am
MDW
-
CPT
32h 05m
2 stops
Multiple Airlines Logo
8:05 pm - 3:17 pm
CPT
-
MDW
26h 12m
1 stop
$1,516Multiple Airlines
Wed, Oct 14 - Fri, Oct 23
Delta Logo
9:29 am - 9:25 pm
MDW
-
CPT
28h 56m
2 stops
Delta Logo
12:30 am - 10:25 pm
CPT
-
MDW
28h 55m
2 stops
$1,531Delta
Fri, Oct 23 - Tue, Oct 27
Multiple Airlines Logo
5:15 pm - 10:25 am
MDW
-
CPT
34h 10m
2 stops
Multiple Airlines Logo
11:45 pm - 10:33 pm
CPT
-
MDW
29h 48m
2 stops
$1,575Multiple Airlines
Wed, Oct 14 - Fri, Oct 23
Multiple Airlines Logo
5:15 pm - 9:45 am
MDW
-
CPT
33h 30m
2 stops
Multiple Airlines Logo
9:55 am - 3:17 pm
CPT
-
MDW
36h 22m
2 stops
$1,590Multiple Airlines
Fri, Oct 16 - Fri, Oct 23
Multiple Airlines Logo
5:15 pm - 11:35 pm
MDW
-
CPT
23h 20m
2 stops
Multiple Airlines Logo
9:55 am - 3:17 pm
CPT
-
MDW
36h 22m
2 stops
$1,592Multiple Airlines
Thu, Oct 15 - Fri, Oct 23
Delta Logo
5:15 pm - 6:35 pm
MDW
-
CPT
18h 20m
1 stop
Delta Logo
8:50 pm - 9:52 am
CPT
-
MDW
21h 02m
1 stop
$1,634Delta
Sun, Oct 25 - Sun, Nov 15
Delta Logo
5:15 pm - 6:35 pm
MDW
-
CPT
18h 20m
1 stop
Delta Logo
8:50 pm - 9:52 am
CPT
-
MDW
21h 02m
1 stop
$1,634Delta
Mon, Oct 26 - Mon, Nov 9

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Delta flights from Chicago Midway Airport to Cape Town

Our best Delta deals on Chicago Midway Airport to Cape Town flight tickets
Delta
Oct 23
MDW9:29 amChicago Midway
28h 56m
2 stops
CPT9:25 pmCape Town Intl
Oct 27
CPT12:30 amCape Town Intl
28h 55m
2 stops
MDW10:25 pmChicago Midway
$1,531
Delta
Oct 24
MDW4:25 pmChicago Midway
19h 10m
1 stop
CPT6:35 pmCape Town Intl
Nov 10
CPT8:50 pmCape Town Intl
23h 06m
1 stop
MDW11:56 amChicago Midway
$1,634
Delta
Oct 27
MDW6:45 pmChicago Midway
40h 50m
2 stops
CPT6:35 pmCape Town Intl
Nov 12
CPT8:50 pmCape Town Intl
21h 02m
1 stop
MDW9:52 amChicago Midway
$1,638

KLM flights from Chicago Midway Airport to Cape Town

Our best KLM deals on Chicago Midway Airport to Cape Town flight tickets
KLM
Oct 9
MDW1:28 pmChicago Midway
24h 57m
2 stops
CPT9:25 pmCape Town Intl
Oct 18
CPT11:15 pmCape Town Intl
30h 18m
2 stops
MDW10:33 pmChicago Midway
$1,498
KLM
Oct 25
MDW1:28 pmChicago Midway
26h 12m
2 stops
CPT10:40 pmCape Town Intl
Nov 6
CPT12:30 amCape Town Intl
25h 35m
2 stops
MDW6:05 pmChicago Midway
$1,669
KLM
Oct 20
MDW1:28 pmChicago Midway
24h 57m
2 stops
CPT9:25 pmCape Town Intl
Jan 20
CPT12:30 amCape Town Intl
26h 07m
2 stops
MDW6:37 pmChicago Midway
$1,693

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Cape Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 10/9

1:28 pm-9:25 pm

2 stops24h 57m

Cape Town Intl

Sun 10/18

11:15 pm-10:33 pm

2 stops30h 18m

$1,498

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 10/16

5:15 pm-9:45 am

2 stops33h 30m

Cape Town Intl

Fri 10/23

8:05 pm-3:17 pm

1 stop26h 12m

$1,514

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 10/15

12:45 pm-11:35 pm

2 stops27h 50m

Cape Town Intl

Fri 10/23

8:05 pm-3:17 pm

1 stop26h 12m

$1,516

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 10/14

5:15 pm-8:20 am

2 stops32h 05m

Cape Town Intl

Fri 10/23

8:05 pm-3:17 pm

1 stop26h 12m

$1,516

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 10/23

9:29 am-9:25 pm

2 stops28h 56m

Cape Town Intl

Tue 10/27

12:30 am-10:25 pm

2 stops28h 55m

$1,531

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Wed 10/14

5:15 pm-10:25 am

2 stops34h 10m

Cape Town Intl

Fri 10/23

11:45 pm-10:33 pm

2 stops29h 48m

$1,575

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 10/16

5:15 pm-9:45 am

2 stops33h 30m

Cape Town Intl

Fri 10/23

9:55 am-3:17 pm

2 stops36h 22m

$1,590

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 10/15

5:15 pm-11:35 pm

2 stops23h 20m

Cape Town Intl

Fri 10/23

9:55 am-3:17 pm

2 stops36h 22m

$1,592
Quickest round-trip

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sun 10/25

5:15 pm-6:35 pm

1 stop18h 20m

Cape Town Intl

Sun 11/15

8:50 pm-9:52 am

1 stop21h 02m

$1,634

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Mon 10/26

5:15 pm-6:35 pm

1 stop18h 20m

Cape Town Intl

Mon 11/9

8:50 pm-9:52 am

1 stop21h 02m

$1,634

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Cape Town from

How to get the cheapest flight ticket from Chicago Midway Airport to Cape Town

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 Cape Town Intl?

KLM and Delta are the most popular carriers operating from Chicago Midway to Cape Town Intl

When to book flights from Chicago Midway Airport to Cape Town

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Cape Town according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Cape Town (MDW to CPT) flight deals and tips

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

Fastest flight time

17h 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Cape Town takes 17h 10m
There are no direct flights from Chicago Midway Airport to Cape Town. There are no popular flight routes from Chicago Midway Airport to Cape Town.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Cape Town

  • How far is Chicago Midway to Cape Town Intl by plane?

    Chicago Midway and Cape Town Intl are 8491.5 mi apart from one another. By plane, this route typically takes 17h 10m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Cape Town Intl Airport?

    Prices for flights from Chicago Midway Airport to Cape Town Intl Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Cape Town Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Cape Town Intl Airport.

  • What documentation or ID do you need to fly to Cape Town Intl Airport?

    The travel and health documents you'll need for your trip to Cape Town Intl Airport 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 license and a passport that is valid for six months after your intended arrival at Cape Town Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Cape Town?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cape Town?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Cape Town. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Cape Town with flexible booking policies on momondo?

Yes. All flights to Cape Town from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Cape Town?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Cape Town from Chicago.

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

If you are not ready to book a flight from Chicago to Cape Town now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cape Town and let you know when they change.

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