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Cheap flights from South Africa to Chicago from $877

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from South Africa to Chicago departing on 6/22. 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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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
8:25 pm - 6:25 pm
JNB
-
MDW
29h 00m
2 stops
Delta Logo
6:00 am - 7:40 pm
MDW
-
JNB
30h 40m
1 stop
$1,345Delta
Mon, Jul 20 - Mon, Aug 17
Multiple Airlines Logo
8:25 pm - 10:15 pm
JNB
-
MDW
32h 50m
2 stops
Multiple Airlines Logo
12:46 pm - 9:35 pm
MDW
-
JNB
25h 49m
2 stops
$1,589Multiple Airlines
Mon, Jul 13 - Mon, Aug 24
Delta Logo
8:25 pm - 6:18 pm
JNB
-
MDW
28h 53m
2 stops
Delta Logo
9:17 am - 9:20 pm
MDW
-
JNB
29h 03m
2 stops
$1,636Delta
Mon, Jun 15 - Mon, Jun 22
KLM Logo
11:15 pm - 5:56 pm
JNB
-
MDW
25h 41m
2 stops
KLM Logo
1:21 pm - 9:20 pm
MDW
-
JNB
24h 59m
2 stops
$1,667KLM
Sun, May 31 - Sun, Jun 7
Delta Logo
11:15 pm - 5:56 pm
CPT
-
MDW
25h 41m
2 stops
Delta Logo
9:22 am - 9:25 pm
MDW
-
CPT
29h 03m
2 stops
$1,678Delta
Thu, May 28 - Thu, Jun 4
Delta Logo
11:15 pm - 5:56 pm
CPT
-
MDW
25h 41m
2 stops
Delta Logo
9:22 am - 9:25 pm
MDW
-
CPT
29h 03m
2 stops
$1,679Delta
Thu, May 28 - Thu, Jun 4
Delta Logo
11:15 pm - 5:56 pm
CPT
-
MDW
25h 41m
2 stops
Delta Logo
9:22 am - 9:25 pm
MDW
-
CPT
29h 03m
2 stops
$1,680Delta
Thu, May 28 - Thu, Jun 4
Virgin Atlantic Logo
9:55 pm - 10:15 pm
JNB
-
MDW
31h 20m
1 stop
Virgin Atlantic Logo
10:54 am - 7:40 pm
MDW
-
JNB
25h 46m
1 stop
$1,730Virgin Atlantic
Mon, Jul 20 - Mon, Aug 17
KLM Logo
11:15 pm - 6:33 pm
CPT
-
MDW
26h 18m
2 stops
KLM Logo
1:22 pm - 9:25 pm
MDW
-
CPT
25h 03m
2 stops
$1,826KLM
Thu, May 14 - Thu, May 21
KLM Logo
11:15 pm - 5:56 pm
CPT
-
MDW
25h 41m
2 stops
KLM Logo
1:26 pm - 9:25 pm
MDW
-
CPT
24h 59m
2 stops
$2,010KLM
Mon, Jun 1 - Sun, Jun 7

Delta flights from South Africa to Chicago Midway Airport

Our best Delta deals on South Africa to Chicago Midway Airport flight tickets
Delta
May 8
CPT8:05 pmCape Town Intl
27h 27m
1 stop
MDW4:32 pmChicago Midway
May 24
MDW9:23 amChicago Midway
29h 02m
2 stops
CPT9:25 pmCape Town Intl
$1,312
Delta
Jul 20
JNB8:25 pmJohannesburg OR Tambo
29h 00m
2 stops
MDW6:25 pmChicago Midway
Aug 17
MDW6:00 amChicago Midway
30h 40m
1 stop
JNB7:40 pmJohannesburg OR Tambo
$1,345
Delta
Jun 15
JNB8:25 pmJohannesburg OR Tambo
28h 53m
2 stops
MDW6:18 pmChicago Midway
Jun 22
MDW9:17 amChicago Midway
29h 03m
2 stops
JNB9:20 pmJohannesburg OR Tambo
$1,636

Virgin Atlantic flights from South Africa to Chicago Midway Airport

Our best Virgin Atlantic deals on South Africa to Chicago Midway Airport flight tickets
Virgin Atlantic
Jul 20
JNB9:55 pmJohannesburg OR Tambo
31h 20m
1 stop
MDW10:15 pmChicago Midway
Aug 17
MDW10:54 amChicago Midway
25h 46m
1 stop
JNB7:40 pmJohannesburg OR Tambo
$1,730
Virgin Atlantic
Jul 13
JNB8:25 pmJohannesburg OR Tambo
32h 50m
2 stops
MDW10:15 pmChicago Midway
Aug 24
MDW5:10 pmChicago Midway
19h 30m
1 stop
JNB7:40 pmJohannesburg OR Tambo
$1,814
Virgin Atlantic
Jun 15
JNB8:25 pmJohannesburg OR Tambo
32h 52m
2 stops
MDW10:17 pmChicago Midway
Jun 22
MDW12:50 pmChicago Midway
23h 50m
1 stop
JNB7:40 pmJohannesburg OR Tambo
$2,040

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 May 5, 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

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/20

8:25 pm-6:25 pm

2 stops29h 00m

Chicago Midway

Mon 8/17

6:00 am-7:40 pm

1 stop30h 40m

$1,345

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/13

8:25 pm-10:15 pm

2 stops32h 50m

Chicago Midway

Mon 8/24

12:46 pm-9:35 pm

2 stops25h 49m

$1,589

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 6/15

8:25 pm-6:18 pm

2 stops28h 53m

Chicago Midway

Mon 6/22

9:17 am-9:20 pm

2 stops29h 03m

$1,636
Quickest round-trip

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 5/31

11:15 pm-5:56 pm

2 stops25h 41m

Chicago Midway

Sun 6/7

1:21 pm-9:20 pm

2 stops24h 59m

$1,667

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/28

11:15 pm-5:56 pm

2 stops25h 41m

Chicago Midway

Thu 6/4

9:22 am-9:25 pm

2 stops29h 03m

$1,678

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/28

11:15 pm-5:56 pm

2 stops25h 41m

Chicago Midway

Thu 6/4

9:22 am-9:25 pm

2 stops29h 03m

$1,679

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/28

11:15 pm-5:56 pm

2 stops25h 41m

Chicago Midway

Thu 6/4

9:22 am-9:25 pm

2 stops29h 03m

$1,680

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/20

9:55 pm-10:15 pm

1 stop31h 20m

Chicago Midway

Mon 8/17

10:54 am-7:40 pm

1 stop25h 46m

$1,730

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/14

11:15 pm-6:33 pm

2 stops26h 18m

Chicago Midway

Thu 5/21

1:22 pm-9:25 pm

2 stops25h 03m

$1,826

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 6/1

11:15 pm-5:56 pm

2 stops25h 41m

Chicago Midway

Sun 6/7

1:26 pm-9:25 pm

2 stops24h 59m

$2,010

Flights are sorted by cheapest round-trip 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 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?

KLM, Delta, and Virgin Atlantic 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

25h 41m

Direct flights

None
The fastest flight from South Africa to Chicago Midway Airport takes 25h 41m
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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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

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