How do I get Price Alerts for flights from Cape Town to Chicago Midway Airport?

Price Alerts will notify you by email when the price for flights to Chicago Midway Airport from Cape Town decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

How can I save money on flights from Cape Town to Chicago Midway Airport with momondo?

Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore” . Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

How does momondo find its flight prices?

momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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.

R12 769 Cheap Flights from Cape Town to Chicago Midway Airport in 2026

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Find the cheapest flights from Cape Town to Chicago

Round-trip

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

23:15 - 18:36

CPT

MDW

26h 21m

2 stops

13:24 - 21:25

MDW

CPT

25h 01m

2 stops

R24 622KLM

Thu, Apr 23 - Thu, Apr 30

23:15 - 17:56

CPT

MDW

25h 41m

2 stops

9:23 - 21:25

MDW

CPT

29h 02m

2 stops

R25 271Delta

Thu, May 28 - Thu, Jun 4

23:15 - 17:56

CPT

MDW

25h 41m

2 stops

10:55 - 21:25

MDW

CPT

27h 30m

2 stops

R25 588Delta

Thu, May 28 - Thu, Jun 4

23:15 - 18:36

CPT

MDW

26h 21m

2 stops

13:24 - 21:45

MDW

CPT

25h 21m

2 stops

R25 654Multiple Airlines

Thu, Apr 23 - Thu, Apr 30

23:15 - 18:31

CPT

MDW

50h 16m

2 stops

9:30 - 21:25

MDW

CPT

28h 55m

2 stops

R26 453KLM

Wed, Jul 15 - Wed, Aug 19

23:15 - 17:56

CPT

MDW

25h 41m

2 stops

13:22 - 21:25

MDW

CPT

25h 03m

2 stops

R26 520KLM

Thu, May 28 - Thu, Jun 4

23:15 - 17:56

CPT

MDW

25h 41m

2 stops

12:51 - 21:25

MDW

CPT

25h 34m

2 stops

R26 636KLM

Thu, May 28 - Thu, Jun 4

23:15 - 18:33

CPT

MDW

26h 18m

2 stops

13:22 - 21:25

MDW

CPT

25h 03m

2 stops

R26 770KLM

Thu, May 28 - Thu, Jun 4

23:15 - 18:36

CPT

MDW

26h 21m

2 stops

13:24 - 21:45

MDW

CPT

25h 21m

2 stops

R27 102Multiple Airlines

Sun, Apr 19 - Sat, May 2

23:15 - 18:36

CPT

MDW

26h 21m

2 stops

17:21 - 17:50

MDW

CPT

17h 29m

1 stop

R27 935Delta

Thu, Apr 23 - Thu, Apr 30

KLM flights from Cape Town to Chicago Midway Airport

Our best KLM deals on Cape Town to Chicago Midway Airport flight tickets

KLM

Apr 23

CPT23:15Cape Town Intl

26h 21m

2 stops

MDW18:36Chicago Midway

Apr 30

MDW13:24Chicago Midway

25h 01m

2 stops

CPT21:25Cape Town Intl

R24 622

KLM

Jul 15

CPT23:15Cape Town Intl

50h 16m

2 stops

MDW18:31Chicago Midway

Aug 19

MDW9:30Chicago Midway

28h 55m

2 stops

CPT21:25Cape Town Intl

R26 453

KLM

May 28

CPT23:15Cape Town Intl

25h 41m

2 stops

MDW17:56Chicago Midway

Jun 4

MDW13:22Chicago Midway

25h 03m

2 stops

CPT21:25Cape Town Intl

R26 520

Delta flights from Cape Town to Chicago Midway Airport

Our best Delta deals on Cape Town to Chicago Midway Airport flight tickets

Delta

May 28

CPT23:15Cape Town Intl

25h 41m

2 stops

MDW17:56Chicago Midway

Jun 4

MDW9:23Chicago Midway

29h 02m

2 stops

CPT21:25Cape Town Intl

R25 271

Delta

Mar 14

CPT8:50Cape Town Intl

40h 50m

2 stops

MDW18:40Chicago Midway

Jun 16

MDW6:00Chicago Midway

56h 25m

2 stops

CPT21:25Cape Town Intl

R25 521

Delta

May 28

CPT23:15Cape Town Intl

25h 41m

2 stops

MDW17:56Chicago Midway

Jun 4

MDW10:55Chicago Midway

27h 30m

2 stops

CPT21:25Cape Town Intl

R25 588

momondo Fare Finder

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

Thu 23/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Thu 30/4

13:24-21:25

2 stops25h 01m

R24 622

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

9:23-21:25

2 stops29h 02m

R25 271

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

10:55-21:25

2 stops27h 30m

R25 588

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 23/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Thu 30/4

13:24-21:45

2 stops25h 21m

R25 654

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 15/7

23:15-18:31

2 stops50h 16m

Chicago Midway

Wed 19/8

9:30-21:25

2 stops28h 55m

R26 453

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

13:22-21:25

2 stops25h 03m

R26 520

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

12:51-21:25

2 stops25h 34m

R26 636

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-18:33

2 stops26h 18m

Chicago Midway

Thu 4/6

13:22-21:25

2 stops25h 03m

R26 770

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 19/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Sat 2/5

13:24-21:45

2 stops25h 21m

R27 102

Fastest return journey

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 23/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Thu 30/4

17:21-17:50

1 stop17h 29m

R27 935

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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	25h 50m
Direct flights	None

The fastest flight from Cape Town to Chicago Midway Airport takes 25h 50m

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

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 25h 50m.
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.

How do I get Price Alerts for flights from Cape Town to Chicago Midway Airport?
Price Alerts will notify you by email when the price for flights to Chicago Midway Airport from Cape Town decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.
How can I save money on flights from Cape Town to Chicago Midway Airport with momondo?
Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.
How does momondo find its flight prices?
momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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.