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Cheap flights from Cape Town to Chicago from R11 970

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 27/10. 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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Cheap return flights

Virgin Atlantic Logo
20:05 - 21:10CPT-MDW
32h 05m1 stop
Virgin Atlantic Logo
12:43 - 17:50MDW-CPT
22h 07m1 stop
R16 541Virgin Atlantic
Find Deal
vie., sep. 12 - jue., sep. 25
Delta Logo
19:30 - 18:25CPT-MDW
29h 55m2 stops
Delta Logo
9:35 - 19:15MDW-CPT
26h 40m2 stops
R17 648Delta
Find Deal
mié., oct. 22 - mié., oct. 29
Delta Logo
20:05 - 12:28CPT-MDW
23h 23m2 stops
Delta Logo
10:35 - 17:50MDW-CPT
24h 15m1 stop
R17 701Delta
Find Deal
vie., sep. 12 - jue., sep. 25
Delta Logo
23:15 - 18:25CPT-MDW
26h 10m2 stops
Delta Logo
6:00 - 19:15MDW-CPT
30h 15m1 stop
R17 841Delta
Find Deal
mié., oct. 22 - mié., oct. 29
Delta Logo
19:30 - 18:25CPT-MDW
29h 55m2 stops
Delta Logo
9:35 - 19:15MDW-CPT
26h 40m2 stops
R19 406Delta
Find Deal
jue., oct. 23 - jue., oct. 30
Delta Logo
19:30 - 18:25CPT-MDW
29h 55m2 stops
Delta Logo
10:40 - 19:15MDW-CPT
25h 35m1 stop
R21 621Delta
Find Deal
jue., oct. 23 - jue., oct. 30
KLM Logo
23:15 - 18:25CPT-MDW
26h 10m2 stops
KLM Logo
13:08 - 21:55MDW-CPT
25h 47m2 stops
R23 519KLM
Find Deal
mié., oct. 22 - jue., oct. 30
KLM Logo
23:15 - 21:36CPT-MDW
29h 21m2 stops
KLM Logo
13:08 - 21:25MDW-CPT
25h 17m2 stops
R27 791KLM
Find Deal
mar., sep. 30 - mar., oct. 7
KLM Logo
23:00 - 18:35CPT-MDW
26h 35m2 stops
KLM Logo
13:08 - 21:25MDW-CPT
25h 17m2 stops
R28 828KLM
Find Deal
lun., sep. 29 - lun., oct. 6
Virgin Atlantic Logo
20:05 - 16:09CPT-MDW
27h 04m1 stop
Virgin Atlantic Logo
17:04 - 17:50MDW-CPT
17h 46m1 stop
R216 137Virgin Atlantic
Find Deal
dom., oct. 12 - jue., oct. 23

Delta flights from Cape Town to Chicago Midway Airport

Our best Delta deals on Cape Town to Chicago Midway Airport flight tickets
Delta
Oct 22
CPT19:30Cape Town Intl
29h 55m
2 stops
MDW18:25Chicago Midway
Oct 29
MDW9:35Chicago Midway
26h 40m
2 stops
CPT19:15Cape Town Intl
R17 648
Find similar
Delta
Sept 12
CPT20:05Cape Town Intl
23h 23m
2 stops
MDW12:28Chicago Midway
Sept 25
MDW10:35Chicago Midway
24h 15m
1 stop
CPT17:50Cape Town Intl
R17 701
Find similar
Delta
Oct 22
CPT23:15Cape Town Intl
26h 10m
2 stops
MDW18:25Chicago Midway
Oct 29
MDW6:00Chicago Midway
30h 15m
1 stop
CPT19:15Cape Town Intl
R17 841
Find similar

KLM flights from Cape Town to Chicago Midway Airport

Our best KLM deals on Cape Town to Chicago Midway Airport flight tickets
KLM
Oct 22
CPT23:15Cape Town Intl
26h 10m
2 stops
MDW18:25Chicago Midway
Oct 30
MDW13:08Chicago Midway
25h 47m
2 stops
CPT21:55Cape Town Intl
R23 519
Find similar
KLM
Sept 30
CPT23:15Cape Town Intl
29h 21m
2 stops
MDW21:36Chicago Midway
Oct 7
MDW13:08Chicago Midway
25h 17m
2 stops
CPT21:25Cape Town Intl
R27 791
Find similar
KLM
Sept 29
CPT23:00Cape Town Intl
26h 35m
2 stops
MDW18:35Chicago Midway
Oct 6
MDW13:08Chicago Midway
25h 17m
2 stops
CPT21:25Cape Town Intl
R28 828
Find similar

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 17 agosto 2025.
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

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

vie. 12/9

20:05-21:10

1 stop32h 05m

Chicago Midway

jue. 25/9

12:43-17:50

1 stop22h 07m

R16 541

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

mié. 22/10

19:30-18:25

2 stops29h 55m

Chicago Midway

mié. 29/10

9:35-19:15

2 stops26h 40m

R17 648

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

vie. 12/9

20:05-12:28

2 stops23h 23m

Chicago Midway

jue. 25/9

10:35-17:50

1 stop24h 15m

R17 701

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

mié. 22/10

23:15-18:25

2 stops26h 10m

Chicago Midway

mié. 29/10

6:00-19:15

1 stop30h 15m

R17 841

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

jue. 23/10

19:30-18:25

2 stops29h 55m

Chicago Midway

jue. 30/10

9:35-19:15

2 stops26h 40m

R19 406

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

jue. 23/10

19:30-18:25

2 stops29h 55m

Chicago Midway

jue. 30/10

10:40-19:15

1 stop25h 35m

R21 621

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

mié. 22/10

23:15-18:25

2 stops26h 10m

Chicago Midway

jue. 30/10

13:08-21:55

2 stops25h 47m

R23 519

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

mar. 30/9

23:15-21:36

2 stops29h 21m

Chicago Midway

mar. 7/10

13:08-21:25

2 stops25h 17m

R27 791

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

lun. 29/9

23:00-18:35

2 stops26h 35m

Chicago Midway

lun. 6/10

13:08-21:25

2 stops25h 17m

R28 828

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

dom. 12/10

20:05-16:09

1 stop27h 04m

Chicago Midway

jue. 23/10

17:04-17:50

1 stop17h 46m

R216 137

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 time of day to depart on your flight to Chicago Midway Airport?

Our data shows that the cheapest Cape Town to Chicago Midway Airport flights are usually those with departure times in the afternoon. Our users have found flights to Chicago Midway Airport in the afternoon for as low as R23 557. Try not to purchase tickets in the evening because they tend to be around R25 990. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Best price found

R11 970

Fastest flight time

20h 35m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Cape Town in the past 72 hours is R11 970. The best return flight deal from Cape Town to Chicago Midway Airport found on momondo in the last 72 hours is R16 541.
The fastest flight from Cape Town to Chicago Midway Airport takes 20h 35m
There are no direct flights from Cape Town to Chicago Midway Airport. Popular non-direct route for this connection is Cape Town Intl Airport - Chicago Midway Airport.
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  • 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 20h 35m.

  • 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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