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Cheap flights from Chicago Midway Airport to Cape Town from $739

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 8/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Cape Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:22 pm - 9:25 pm
MDW
-
CPT
25h 03m
2 stops
Delta Logo
8:05 pm - 11:56 am
CPT
-
MDW
22h 51m
1 stop
$2,036Delta
Sun, May 10 - Tue, May 19
Multiple Airlines Logo
10:35 am - 5:50 pm
MDW
-
CPT
24h 15m
1 stop
Multiple Airlines Logo
9:00 am - 4:27 pm
CPT
-
MDW
38h 27m
2 stops
$2,073Multiple Airlines
Sat, Sep 5 - Thu, Sep 17
Delta Logo
12:53 pm - 9:25 pm
MDW
-
CPT
25h 32m
2 stops
Delta Logo
8:05 pm - 4:35 pm
CPT
-
MDW
27h 30m
1 stop
$2,146Delta
Sun, May 10 - Fri, Jun 5
Multiple Airlines Logo
4:30 pm - 11:35 pm
MDW
-
CPT
24h 05m
2 stops
Multiple Airlines Logo
11:05 am - 4:27 pm
CPT
-
MDW
36h 22m
2 stops
$2,151Multiple Airlines
Sat, Sep 5 - Thu, Sep 17
Multiple Airlines Logo
1:05 pm - 11:35 pm
MDW
-
CPT
27h 30m
2 stops
Multiple Airlines Logo
9:00 am - 4:25 pm
CPT
-
MDW
38h 25m
2 stops
$2,207Multiple Airlines
Fri, Oct 9 - Thu, Oct 22
Delta Logo
5:11 pm - 5:50 pm
MDW
-
CPT
17h 39m
1 stop
Delta Logo
8:05 pm - 4:16 pm
CPT
-
MDW
27h 11m
1 stop
$2,215Delta
Thu, Jun 11 - Sun, Jun 21
Delta Logo
9:54 am - 5:50 pm
MDW
-
CPT
24h 56m
2 stops
Delta Logo
8:05 pm - 6:18 pm
CPT
-
MDW
29h 13m
2 stops
$2,220Delta
Thu, Jun 11 - Sun, Jun 21
Delta Logo
9:17 am - 9:25 pm
MDW
-
CPT
29h 08m
2 stops
Delta Logo
8:05 pm - 10:09 am
CPT
-
MDW
21h 04m
1 stop
$2,256Delta
Thu, Jun 11 - Sun, Jun 21
Multiple Airlines Logo
5:10 pm - 8:20 am
MDW
-
CPT
32h 10m
2 stops
Multiple Airlines Logo
6:10 pm - 4:27 pm
CPT
-
MDW
29h 17m
2 stops
$2,261Multiple Airlines
Tue, Jul 14 - Wed, Sep 16
KLM Logo
1:22 pm - 9:25 pm
MDW
-
CPT
25h 03m
2 stops
KLM Logo
11:15 pm - 5:56 pm
CPT
-
MDW
25h 41m
2 stops
$2,262KLM
Sun, May 10 - Tue, May 19

Delta flights from Chicago Midway Airport to Cape Town

Our best Delta deals on Chicago Midway Airport to Cape Town flight tickets
Delta
May 10
MDW1:22 pmChicago Midway
25h 03m
2 stops
CPT9:25 pmCape Town Intl
May 19
CPT8:05 pmCape Town Intl
22h 51m
1 stop
MDW11:56 amChicago Midway
$2,036
Delta
May 10
MDW12:53 pmChicago Midway
25h 32m
2 stops
CPT9:25 pmCape Town Intl
Jun 5
CPT8:05 pmCape Town Intl
27h 30m
1 stop
MDW4:35 pmChicago Midway
$2,146
Delta
Jun 11
MDW5:11 pmChicago Midway
17h 39m
1 stop
CPT5:50 pmCape Town Intl
Jun 21
CPT8:05 pmCape Town Intl
27h 11m
1 stop
MDW4:16 pmChicago Midway
$2,215

KLM flights from Chicago Midway Airport to Cape Town

Our best KLM deals on Chicago Midway Airport to Cape Town flight tickets
KLM
May 10
MDW1:22 pmChicago Midway
25h 03m
2 stops
CPT9:25 pmCape Town Intl
May 19
CPT11:15 pmCape Town Intl
25h 41m
2 stops
MDW5:56 pmChicago Midway
$2,262
KLM
May 10
MDW1:22 pmChicago Midway
25h 03m
2 stops
CPT9:25 pmCape Town Intl
Jun 2
CPT11:15 pmCape Town Intl
26h 18m
2 stops
MDW6:33 pmChicago Midway
$2,345
KLM
May 10
MDW1:22 pmChicago Midway
25h 03m
2 stops
CPT9:25 pmCape Town Intl
May 18
CPT11:15 pmCape Town Intl
26h 18m
2 stops
MDW6:33 pmChicago Midway
$2,460

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 April 30, 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

Sun 5/10

1:22 pm-9:25 pm

2 stops25h 03m

Cape Town Intl

Tue 5/19

8:05 pm-11:56 am

1 stop22h 51m

$2,036

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 9/5

10:35 am-5:50 pm

1 stop24h 15m

Cape Town Intl

Thu 9/17

9:00 am-4:27 pm

2 stops38h 27m

$2,073

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sun 5/10

12:53 pm-9:25 pm

2 stops25h 32m

Cape Town Intl

Fri 6/5

8:05 pm-4:35 pm

1 stop27h 30m

$2,146

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sat 9/5

4:30 pm-11:35 pm

2 stops24h 05m

Cape Town Intl

Thu 9/17

11:05 am-4:27 pm

2 stops36h 22m

$2,151

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Fri 10/9

1:05 pm-11:35 pm

2 stops27h 30m

Cape Town Intl

Thu 10/22

9:00 am-4:25 pm

2 stops38h 25m

$2,207
Quickest round-trip

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 6/11

5:11 pm-5:50 pm

1 stop17h 39m

Cape Town Intl

Sun 6/21

8:05 pm-4:16 pm

1 stop27h 11m

$2,215

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 6/11

9:54 am-5:50 pm

2 stops24h 56m

Cape Town Intl

Sun 6/21

8:05 pm-6:18 pm

2 stops29h 13m

$2,220

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Thu 6/11

9:17 am-9:25 pm

2 stops29h 08m

Cape Town Intl

Sun 6/21

8:05 pm-10:09 am

1 stop21h 04m

$2,256

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Tue 7/14

5:10 pm-8:20 am

2 stops32h 10m

Cape Town Intl

Wed 9/16

6:10 pm-4:27 pm

2 stops29h 17m

$2,261

ChicagoCape Town

MDW - CPT

MDWCPT

Chicago Midway

Sun 5/10

1:22 pm-9:25 pm

2 stops25h 03m

Cape Town Intl

Tue 5/19

11:15 pm-5:56 pm

2 stops25h 41m

$2,262

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?

Virgin Atlantic and KLM 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

22h 05m

Direct flights

None
The fastest flight from Chicago Midway Airport to Cape Town takes 22h 05m
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 22h 05m.

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

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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