Latest deals
Insights
FAQs
Price Alerts

Cheap flights from South Africa to Chicago from $984

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from South Africa to Chicago departing on 7/19. 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 South Africa to Chicago

Recent round-trip flight deals from South Africa to Chicago

Enter your travel dates to find the best prices.
Delta Logo
8:05 pm - 10:05 am
CPT
-
MDW
21h 00m
1 stop
Delta Logo
6:58 pm - 5:50 pm
MDW
-
CPT
63h 52m
2 stops
$984Delta
Sun, Jul 19 - Tue, Jul 28
Delta Logo
8:05 pm - 12:39 pm
CPT
-
MDW
23h 34m
2 stops
Delta Logo
12:46 pm - 5:50 pm
MDW
-
CPT
22h 04m
1 stop
$995Delta
Sun, Aug 2 - Thu, Aug 13
KLM Logo
11:15 pm - 6:19 pm
CPT
-
MDW
26h 04m
2 stops
KLM Logo
1:19 pm - 9:25 pm
MDW
-
CPT
25h 06m
2 stops
$1,000KLM
Tue, Sep 8 - Sat, Sep 26
Virgin Atlantic Logo
9:40 pm - 10:10 pm
JNB
-
MDW
32h 30m
2 stops
Virgin Atlantic Logo
1:05 pm - 8:20 am
MDW
-
JNB
35h 15m
2 stops
$1,047Virgin Atlantic
Tue, Dec 1 - Mon, Mar 1
Delta Logo
11:15 pm - 6:25 pm
CPT
-
MDW
50h 10m
2 stops
Delta Logo
6:00 am - 5:50 pm
MDW
-
CPT
28h 50m
1 stop
$1,048Delta
Sat, Jul 18 - Thu, Jul 30
Delta Logo
8:05 pm - 10:05 am
CPT
-
MDW
21h 00m
1 stop
Delta Logo
9:54 am - 5:50 pm
MDW
-
CPT
24h 56m
2 stops
$1,060Delta
Sun, Jul 19 - Thu, Jul 30
Multiple Airlines Logo
8:05 pm - 10:15 pm
CPT
-
MDW
33h 10m
1 stop
Multiple Airlines Logo
11:05 am - 11:35 pm
MDW
-
CPT
29h 30m
2 stops
$1,065Multiple Airlines
Sun, Jul 19 - Tue, Jul 28
KLM Logo
11:15 pm - 6:25 pm
CPT
-
MDW
50h 10m
2 stops
KLM Logo
6:00 am - 9:25 pm
MDW
-
CPT
32h 25m
2 stops
$1,092KLM
Sun, Jul 19 - Tue, Jul 28
Virgin Atlantic Logo
9:40 pm - 4:25 pm
JNB
-
MDW
26h 45m
2 stops
Virgin Atlantic Logo
1:05 pm - 8:20 am
MDW
-
JNB
35h 15m
2 stops
$1,199Virgin Atlantic
Tue, Nov 24 - Thu, Jan 21
Multiple Airlines Logo
8:15 pm - 10:36 pm
JNB
-
MDW
33h 21m
2 stops
Multiple Airlines Logo
1:00 pm - 10:25 pm
MDW
-
JNB
26h 25m
2 stops
$1,324Multiple Airlines
Thu, Sep 3 - Thu, Sep 17

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from South Africa to Chicago Midway Airport

Our best Delta deals on South Africa to Chicago Midway Airport flight tickets
Delta
Jul 19
CPT8:05 pmCape Town Intl
21h 00m
1 stop
MDW10:05 amChicago Midway
Jul 28
MDW6:58 pmChicago Midway
63h 52m
2 stops
CPT5:50 pmCape Town Intl
$984
Delta
Aug 2
CPT8:05 pmCape Town Intl
23h 34m
2 stops
MDW12:39 pmChicago Midway
Aug 13
MDW12:46 pmChicago Midway
22h 04m
1 stop
CPT5:50 pmCape Town Intl
$995
Delta
Jul 18
CPT11:15 pmCape Town Intl
50h 10m
2 stops
MDW6:25 pmChicago Midway
Jul 30
MDW6:00 amChicago Midway
28h 50m
1 stop
CPT5:50 pmCape Town Intl
$1,048

KLM flights from South Africa to Chicago Midway Airport

Our best KLM deals on South Africa to Chicago Midway Airport flight tickets
KLM
Sep 8
CPT11:15 pmCape Town Intl
26h 04m
2 stops
MDW6:19 pmChicago Midway
Sep 26
MDW1:19 pmChicago Midway
25h 06m
2 stops
CPT9:25 pmCape Town Intl
$1,000
KLM
Jul 19
CPT11:15 pmCape Town Intl
50h 10m
2 stops
MDW6:25 pmChicago Midway
Jul 28
MDW6:00 amChicago Midway
32h 25m
2 stops
CPT9:25 pmCape Town Intl
$1,092
KLM
Jul 20
CPT11:15 pmCape Town Intl
30h 00m
2 stops
MDW10:15 pmChicago Midway
Jul 27
MDW1:18 pmChicago Midway
25h 07m
2 stops
CPT9:25 pmCape Town Intl
$1,163

momondo Fare Finder

 
Customize your flight search to find flights from South Africa 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 832,500 searches. Data last updated June 27, 2026.
Use the filters below to find and compare flights from South Africa to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 7/19

8:05 pm-10:05 am

1 stop21h 00m

Chicago Midway

Tue 7/28

6:58 pm-5:50 pm

2 stops63h 52m

$984
Quickest round-trip

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 8/2

8:05 pm-12:39 pm

2 stops23h 34m

Chicago Midway

Thu 8/13

12:46 pm-5:50 pm

1 stop22h 04m

$995

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 9/8

11:15 pm-6:19 pm

2 stops26h 04m

Chicago Midway

Sat 9/26

1:19 pm-9:25 pm

2 stops25h 06m

$1,000

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 12/1

9:40 pm-10:10 pm

2 stops32h 30m

Chicago Midway

Mon 3/1

1:05 pm-8:20 am

2 stops35h 15m

$1,047

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sat 7/18

11:15 pm-6:25 pm

2 stops50h 10m

Chicago Midway

Thu 7/30

6:00 am-5:50 pm

1 stop28h 50m

$1,048

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 7/19

8:05 pm-10:05 am

1 stop21h 00m

Chicago Midway

Thu 7/30

9:54 am-5:50 pm

2 stops24h 56m

$1,060

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 7/19

8:05 pm-10:15 pm

1 stop33h 10m

Chicago Midway

Tue 7/28

11:05 am-11:35 pm

2 stops29h 30m

$1,065

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 7/19

11:15 pm-6:25 pm

2 stops50h 10m

Chicago Midway

Tue 7/28

6:00 am-9:25 pm

2 stops32h 25m

$1,092

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 11/24

9:40 pm-4:25 pm

2 stops26h 45m

Chicago Midway

Thu 1/21

1:05 pm-8:20 am

2 stops35h 15m

$1,199

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 9/3

8:15 pm-10:36 pm

2 stops33h 21m

Chicago Midway

Thu 9/17

1:00 pm-10:25 pm

2 stops26h 25m

$1,324

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from South Africa 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 South Africa to Chicago Midway?

Delta and KLM are the most popular carriers operating from South Africa to Chicago Midway

Cheap South Africa to Chicago Midway Airport flight deals and tips

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

Fastest flight time

26h 03m

Direct flights

None
The fastest flight from South Africa to Chicago Midway Airport takes 26h 03m
There are no direct flights from South Africa to Chicago Midway Airport. There are no popular flight routes from South Africa to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from South Africa to Chicago Midway Airport

  • When did momondo last update prices for flights from South Africa to Chicago Midway Airport?

    Prices for flights from South Africa to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from South Africa 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 South Africa to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from South Africa to Chicago?

Finding the right flight to Chicago from South Africa 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 South Africa to Chicago with flexible booking policies on momondo?

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

How can momondo help me find flights from South Africa to Chicago?

Once you have performed a search for South Africa to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Chicago from South Africa. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 7/27
Mon 8/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago