How long does it take to fly to Chicago Midway Airport?

On average, it takes 21h 46m to fly from South Africa to Chicago Midway Airport if you fly out of Johannesburg OR Tambo (the most popular airport in South Africa) and into Chicago O'Hare Intl (the most popular airport in Chicago Midway Airport). If you’re flying out of Cape Town Intl and into Chicago O'Hare Intl, then the flight time is around 20h 46m.

R17 782 Find Cheap Flights to Chicago Midway Airport (MDW) in 2025/26

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Find the cheapest flights from South Africa to Chicago Midway Airport

Round-trip

One-way

Cheap return flights

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21:30 - 23:47CPT-MDW

34h 17m1 stop

6:45 - 19:15MDW-CPT

28h 30m1 stop

R17 782Virgin Atlantic

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Mon, Dec 1 - Sun, Jan 11

22:00 - 17:19JNB-MDW

27h 19m2 stops

12:46 - 19:00MDW-JNB

22h 14m1 stop

R17 884Delta

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Mon, Dec 22 - Thu, Feb 19

21:30 - 18:06CPT-MDW

28h 36m2 stops

17:31 - 19:15MDW-CPT

17h 44m1 stop

R17 918Delta

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Fri, Dec 5 - Sun, Jan 11

23:15 - 18:34JNB-MDW

26h 19m2 stops

13:05 - 19:40MDW-JNB

23h 35m1 stop

R19 076Delta

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Tue, Apr 7 - Tue, Apr 21

20:50 - 18:18CPT-MDW

29h 28m2 stops

17:31 - 19:15MDW-CPT

17h 44m1 stop

R19 332Delta

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Sat, Dec 6 - Sun, Jan 11

21:30 - 13:10CPT-MDW

23h 40m2 stops

9:50 - 19:15MDW-CPT

25h 25m2 stops

R20 950Delta

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Mon, Dec 1 - Sun, Jan 11

23:45 - 18:18CPT-MDW

26h 33m2 stops

13:28 - 21:55MDW-CPT

24h 27m2 stops

R22 091KLM

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Tue, Dec 2 - Sun, Jan 11

21:30 - 16:20CPT-MDW

26h 50m1 stop

17:05 - 19:15MDW-CPT

18h 10m1 stop

R22 415Virgin Atlantic

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Sun, Dec 28 - Sun, Jan 4

21:55 - 21:46JNB-MDW

30h 51m1 stop

17:25 - 19:40MDW-JNB

19h 15m1 stop

R23 777Delta

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Mon, Apr 6 - Fri, Apr 24

23:45 - 18:18CPT-MDW

26h 33m2 stops

13:28 - 21:55MDW-CPT

24h 27m2 stops

R25 702KLM

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Sat, Dec 6 - Sun, Jan 11

Fly from

Route

Depart

Return

Price

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 1/12

21:30-23:47

1 stop34h 17m

Chicago Midway

Sun 11/1

6:45-19:15

1 stop28h 30m

R17 782

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 22/12

22:00-17:19

2 stops27h 19m

Chicago Midway

Thu 19/2

12:46-19:00

1 stop22h 14m

R17 884

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 5/12

21:30-18:06

2 stops28h 36m

Chicago Midway

Sun 11/1

17:31-19:15

1 stop17h 44m

R17 918

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 7/4

23:15-18:34

2 stops26h 19m

Chicago Midway

Tue 21/4

13:05-19:40

1 stop23h 35m

R19 076

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sat 6/12

20:50-18:18

2 stops29h 28m

Chicago Midway

Sun 11/1

17:31-19:15

1 stop17h 44m

R19 332

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 1/12

21:30-13:10

2 stops23h 40m

Chicago Midway

Sun 11/1

9:50-19:15

2 stops25h 25m

R20 950

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 2/12

23:45-18:18

2 stops26h 33m

Chicago Midway

Sun 11/1

13:28-21:55

2 stops24h 27m

R22 091

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 28/12

21:30-16:20

1 stop26h 50m

Chicago Midway

Sun 4/1

17:05-19:15

1 stop18h 10m

R22 415

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 6/4

21:55-21:46

1 stop30h 51m

Chicago Midway

Fri 24/4

17:25-19:40

1 stop19h 15m

R23 777

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sat 6/12

23:45-18:18

2 stops26h 33m

Chicago Midway

Sun 11/1

13:28-21:55

2 stops24h 27m

R25 702

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Flights to Chicago Midway Airport – Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.

Airlines

Other information

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

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport

Find flights from Johannesburg OR Tambo Airport to Milwaukee

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price	R23 147
Best Round-Trip Price	R17 782
Fastest flight time	26h 33m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R23 147 (Johannesburg OR Tambo to Chicago Midway).

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The best round-trip flight price to Chicago from South Africa in the last 72 hours is R17 782 (Cape Town Intl to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 26h 33m (Johannesburg OR Tambo to Chicago Midway).

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Frequently asked questions about flying to Chicago Midway Airport

What is the cheapest time of day to fly to Chicago Midway Airport?

Our data shows that the cheapest Chicago Midway Airport flights are usually those with Evening departure times. Evening flights are often costlier.

Is there an alternative airport near Chicago Midway Airport?

Those flying to Chicago Midway Airport could potentially find better pricing at Chicago O'Hare Intl Airport (26 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre) depending on the month and departure airport.

Is there a cheaper alternative to flying into Chicago?

Prices vary based on where travellers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago O'Hare Intl Airport where the average price is R14 649. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

When did momondo last update prices for flights to Chicago Midway Airport?

Prices for flights to Chicago Midway Airport refresh daily.

How old do you have to be to fly to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel 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.

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