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Cheap flights from Cape Town to Chicago from R15 324

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cape Town to Chicago departing on 9/7. 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 Cape Town to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Delta Logo
20:05 - 12:38
CPT
-
MDW
23h 33m
2 stops
Delta Logo
6:00 - 17:50
MDW
-
CPT
28h 50m
1 stop
R17 424Delta
Fri, Jul 10 - Sat, Jul 25
Delta Logo
20:05 - 22:15
CPT
-
MDW
33h 10m
1 stop
Delta Logo
9:54 - 21:25
MDW
-
CPT
28h 31m
2 stops
R18 466Delta
Sun, Jul 12 - Mon, Jul 27
Delta Logo
20:05 - 22:15
CPT
-
MDW
33h 10m
1 stop
Delta Logo
6:00 - 17:50
MDW
-
CPT
28h 50m
1 stop
R18 662Delta
Fri, Jul 10 - Sat, Jul 25
Delta Logo
20:05 - 18:07
CPT
-
MDW
29h 02m
2 stops
Delta Logo
9:19 - 17:50
MDW
-
CPT
25h 31m
2 stops
R18 792Delta
Fri, Jul 10 - Sat, Jul 25
Delta Logo
20:05 - 18:18
CPT
-
MDW
29h 13m
2 stops
Delta Logo
9:54 - 21:25
MDW
-
CPT
28h 31m
2 stops
R19 704Delta
Sun, Jul 12 - Mon, Jul 27
Delta Logo
23:15 - 9:13
CPT
-
MDW
40h 58m
2 stops
Delta Logo
16:39 - 17:50
MDW
-
CPT
18h 11m
1 stop
R19 965Delta
Thu, Jul 16 - Sat, Aug 8
Delta Logo
20:05 - 9:59
CPT
-
MDW
20h 54m
1 stop
Delta Logo
10:48 - 17:50
MDW
-
CPT
24h 02m
1 stop
R22 130Delta
Tue, Aug 11 - Mon, Sep 21
Delta Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
Delta Logo
16:39 - 17:50
MDW
-
CPT
18h 11m
1 stop
R22 375Delta
Thu, Jul 16 - Sat, Aug 8
Delta Logo
23:15 - 22:36
CPT
-
MDW
30h 21m
2 stops
Delta Logo
17:10 - 17:50
MDW
-
CPT
17h 40m
1 stop
R22 407Delta
Wed, Sep 2 - Mon, Sep 14
KLM Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
KLM Logo
10:54 - 21:25
MDW
-
CPT
27h 31m
2 stops
R22 489KLM
Mon, Jul 20 - Tue, Aug 4

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Delta flights from Cape Town to Chicago Midway Airport

Our best Delta deals on Cape Town to Chicago Midway Airport flight tickets
Delta
Jul 10
CPT20:05Cape Town Intl
23h 33m
2 stops
MDW12:38Chicago Midway
Jul 25
MDW6:00Chicago Midway
28h 50m
1 stop
CPT17:50Cape Town Intl
R17 424
Delta
Jul 12
CPT20:05Cape Town Intl
33h 10m
1 stop
MDW22:15Chicago Midway
Jul 27
MDW9:54Chicago Midway
28h 31m
2 stops
CPT21:25Cape Town Intl
R18 466
Delta
Jul 10
CPT20:05Cape Town Intl
33h 10m
1 stop
MDW22:15Chicago Midway
Jul 25
MDW6:00Chicago Midway
28h 50m
1 stop
CPT17:50Cape Town Intl
R18 662

KLM flights from Cape Town to Chicago Midway Airport

Our best KLM deals on Cape Town to Chicago Midway Airport flight tickets
KLM
Jul 20
CPT23:15Cape Town Intl
26h 03m
2 stops
MDW18:18Chicago Midway
Aug 4
MDW10:54Chicago Midway
27h 31m
2 stops
CPT21:25Cape Town Intl
R22 489
KLM
Jul 13
CPT23:15Cape Town Intl
26h 03m
2 stops
MDW18:18Chicago Midway
Aug 4
MDW10:54Chicago Midway
27h 31m
2 stops
CPT21:25Cape Town Intl
R22 505
KLM
Jul 12
CPT23:15Cape Town Intl
26h 03m
2 stops
MDW18:18Chicago Midway
Jul 27
MDW13:18Chicago Midway
25h 07m
2 stops
CPT21:25Cape Town Intl
R23 726

momondo Fare Finder

 
Customise your flight search to find flights from Cape Town to Chicago Midway Airport 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 13 550 searches. Data last updated 13 June 2026.
Use the filters below to find and compare flights from Cape Town to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 10/7

20:05-12:38

2 stops23h 33m

Chicago Midway

Sat 25/7

6:00-17:50

1 stop28h 50m

R17 424

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 12/7

20:05-22:15

1 stop33h 10m

Chicago Midway

Mon 27/7

9:54-21:25

2 stops28h 31m

R18 466

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 10/7

20:05-22:15

1 stop33h 10m

Chicago Midway

Sat 25/7

6:00-17:50

1 stop28h 50m

R18 662

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 10/7

20:05-18:07

2 stops29h 02m

Chicago Midway

Sat 25/7

9:19-17:50

2 stops25h 31m

R18 792

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 12/7

20:05-18:18

2 stops29h 13m

Chicago Midway

Mon 27/7

9:54-21:25

2 stops28h 31m

R19 704

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 16/7

23:15-9:13

2 stops40h 58m

Chicago Midway

Sat 8/8

16:39-17:50

1 stop18h 11m

R19 965

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 11/8

20:05-9:59

1 stop20h 54m

Chicago Midway

Mon 21/9

10:48-17:50

1 stop24h 02m

R22 130
Fastest return journey

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 16/7

23:15-18:18

2 stops26h 03m

Chicago Midway

Sat 8/8

16:39-17:50

1 stop18h 11m

R22 375

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 2/9

23:15-22:36

2 stops30h 21m

Chicago Midway

Mon 14/9

17:10-17:50

1 stop17h 40m

R22 407

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 20/7

23:15-18:18

2 stops26h 03m

Chicago Midway

Tue 4/8

10:54-21:25

2 stops27h 31m

R22 489

Flights are sorted by cheapest return flights first.

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

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

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 Cape Town Intl to Chicago Midway?

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

When to book flights from Cape Town to Chicago Midway Airport

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

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

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

Fastest flight time

23h 33m

Direct flights

None
The fastest flight from Cape Town to Chicago Midway Airport takes 23h 33m
There are no direct flights from Cape Town to Chicago Midway Airport. There are no popular flight routes from Cape Town to Chicago Midway Airport.
Search flight deals

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

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

    Chicago Midway is 13665,7 km away from Cape Town Intl. By plane, this route typically takes 23h 33m.

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

    Prices for flights from Cape Town Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Cape Town Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond

Why use momondo?

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

Finding the right flight to Chicago from Cape Town is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Chicago from Cape Town which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Cape Town and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Cape Town to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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