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.

R11 088 Cheap Flights from Cape Town to Chicago Midway Airport in 2025/26

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0 bags

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Find the cheapest flights from Cape Town to Chicago

Round-trip

One-way

Cheap return flights

Enter your travel dates to find the best prices.

23:15 - 18:05

CPT

MDW

25h 50m2 stops

9:20 - 21:25

MDW

CPT

29h 05m2 stops

R20 706Delta

Thu, May 28 - Thu, Jun 4

23:15 - 18:05

CPT

MDW

25h 50m2 stops

10:35 - 21:25

MDW

CPT

27h 50m2 stops

R21 129Delta

Wed, May 6 - Wed, May 27

23:15 - 18:05

CPT

MDW

25h 50m2 stops

13:00 - 21:25

MDW

CPT

25h 25m2 stops

R21 298KLM

Wed, May 6 - Wed, May 27

23:15 - 18:05

CPT

MDW

25h 50m2 stops

9:20 - 21:25

MDW

CPT

29h 05m2 stops

R22 819Delta

Thu, May 28 - Thu, Jun 4

21:30 - 16:29

CPT

MDW

26h 59m1 stop

11:21 - 10:25

MDW

CPT

39h 04m2 stops

R36 883Multiple Airlines

Fri, Jan 9 - Fri, Jan 16

21:30 - 16:16

CPT

MDW

26h 46m2 stops

13:28 - 21:55

MDW

CPT

24h 27m2 stops

R46 906Delta

Fri, Jan 9 - Fri, Jan 16

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 50m

2 stops

MDW18:05Chicago Midway

Jun 4

MDW9:20Chicago Midway

29h 05m

2 stops

CPT21:25Cape Town Intl

R20 706

Find similar

Delta

May 6

CPT23:15Cape Town Intl

25h 50m

2 stops

MDW18:05Chicago Midway

May 27

MDW10:35Chicago Midway

27h 50m

2 stops

CPT21:25Cape Town Intl

R21 129

Find similar

Delta

May 28

CPT23:15Cape Town Intl

25h 50m

2 stops

MDW18:05Chicago Midway

Jun 4

MDW9:20Chicago Midway

29h 05m

2 stops

CPT21:25Cape Town Intl

R22 819

Find similar

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

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-18:05

2 stops25h 50m

Chicago Midway

Thu 4/6

9:20-21:25

2 stops29h 05m

R20 706

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 6/5

23:15-18:05

2 stops25h 50m

Chicago Midway

Wed 27/5

10:35-21:25

2 stops27h 50m

R21 129

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 6/5

23:15-18:05

2 stops25h 50m

Chicago Midway

Wed 27/5

13:00-21:25

2 stops25h 25m

R21 298

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-18:05

2 stops25h 50m

Chicago Midway

Thu 4/6

9:20-21:25

2 stops29h 05m

R22 819

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 9/1

21:30-16:29

1 stop26h 59m

Chicago Midway

Fri 16/1

11:21-10:25

2 stops39h 04m

R36 883

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 9/1

21:30-16:16

2 stops26h 46m

Chicago Midway

Fri 16/1

13:28-21:55

2 stops24h 27m

R46 906

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 25/1

18:55-12:05

3 stops49h 10m

R11 088

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 18/1

18:55-12:05

3 stops49h 10m

R11 139

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 1/2

12:35-12:05

3 stops55h 30m

R11 156

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 25/1

12:35-22:19

2 stops41h 44m

R13 759

Flights are sorted by cheapest return flights first.

Showing 1-10 of 16 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.