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

On average, it takes 22h 21m 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 21h 53m.

R10 915 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 - 18:00CPT-MDW

28h 30m2 stops

9:29 - 19:15MDW-CPT

25h 46m2 stops

R21 363Delta

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Mon, Dec 15 - Sat, Jan 3

21:30 - 18:00CPT-MDW

28h 30m2 stops

9:29 - 19:15MDW-CPT

25h 46m2 stops

R22 680Delta

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Sun, Dec 14 - Sun, Jan 4

21:30 - 18:18JNB-MDW

28h 48m2 stops

9:34 - 22:05MDW-JNB

28h 31m2 stops

R24 412Delta

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Thu, Dec 4 - Thu, Dec 11

21:30 - 23:47CPT-MDW

34h 17m1 stop

9:34 - 21:55MDW-CPT

28h 21m2 stops

R24 429Delta

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Thu, Dec 4 - Thu, Dec 11

21:55 - 12:01JNB-MDW

21h 06m1 stop

18:45 - 19:40MDW-JNB

65h 55m2 stops

R25 400Delta

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Wed, Mar 25 - Sun, Mar 29

21:55 - 16:25JNB-MDW

25h 30m1 stop

18:45 - 19:40MDW-JNB

65h 55m2 stops

R26 595Delta

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Wed, Mar 25 - Sun, Mar 29

21:55 - 8:50JNB-MDW

41h 55m2 stops

18:45 - 19:40MDW-JNB

65h 55m2 stops

R26 751Delta

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Wed, Mar 25 - Sun, Mar 29

23:59 - 18:18JNB-MDW

26h 19m2 stops

13:14 - 22:05MDW-JNB

24h 51m2 stops

R29 437KLM

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Thu, Dec 4 - Thu, Dec 11

21:30 - 23:47CPT-MDW

34h 17m1 stop

10:36 - 19:15MDW-CPT

24h 39m1 stop

R30 112Virgin Atlantic

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Thu, Dec 4 - Thu, Dec 11

21:55 - 16:25JNB-MDW

25h 30m1 stop

17:25 - 19:40MDW-JNB

19h 15m1 stop

R31 048Delta

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Wed, Mar 25 - Sun, Mar 29

Fly from

Route

Depart

Return

Price

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 15/12

21:30-18:00

2 stops28h 30m

Chicago Midway

Sat 3/1

9:29-19:15

2 stops25h 46m

R21 363

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 14/12

21:30-18:00

2 stops28h 30m

Chicago Midway

Sun 4/1

9:29-19:15

2 stops25h 46m

R22 680

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 4/12

21:30-18:18

2 stops28h 48m

Chicago Midway

Thu 11/12

9:34-22:05

2 stops28h 31m

R24 412

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 4/12

21:30-23:47

1 stop34h 17m

Chicago Midway

Thu 11/12

9:34-21:55

2 stops28h 21m

R24 429

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 25/3

21:55-12:01

1 stop21h 06m

Chicago Midway

Sun 29/3

18:45-19:40

2 stops65h 55m

R25 400

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 25/3

21:55-16:25

1 stop25h 30m

Chicago Midway

Sun 29/3

18:45-19:40

2 stops65h 55m

R26 595

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 25/3

21:55-8:50

2 stops41h 55m

Chicago Midway

Sun 29/3

18:45-19:40

2 stops65h 55m

R26 751

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 4/12

23:59-18:18

2 stops26h 19m

Chicago Midway

Thu 11/12

13:14-22:05

2 stops24h 51m

R29 437

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 4/12

21:30-23:47

1 stop34h 17m

Chicago Midway

Thu 11/12

10:36-19:15

1 stop24h 39m

R30 112

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 25/3

21:55-16:25

1 stop25h 30m

Chicago Midway

Sun 29/3

17:25-19:40

1 stop19h 15m

R31 048

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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?

Virgin Atlantic, 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	R10 915
Best Round-Trip Price	R21 363
Fastest flight time	21h 57m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 915 (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 R21 363 (Cape Town Intl to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 21h 57m (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 R16 466. 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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Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

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