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 24h 50m.

R12 190 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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21:55 - 12:01JNB-MDW

21h 06m1 stop

18:45 - 19:40MDW-JNB

65h 55m2 stops

R25 304Delta

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Wed, Mar 25 - Sun, Mar 29

21:55 - 12:01JNB-MDW

21h 06m1 stop

18:45 - 19:40MDW-JNB

65h 55m2 stops

R25 391Delta

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Wed, Mar 25 - Sun, Mar 29

21:30 - 18:00CPT-MDW

28h 30m2 stops

6:00 - 19:15MDW-CPT

29h 15m1 stop

R26 315Delta

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Sun, Dec 14 - Sat, Jan 3

21:55 - 8:50JNB-MDW

41h 55m2 stops

18:45 - 19:40MDW-JNB

65h 55m2 stops

R26 647Delta

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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 734Delta

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Wed, Mar 25 - Sun, Mar 29

21:30 - 23:47CPT-MDW

34h 17m1 stop

10:49 - 19:15MDW-CPT

24h 26m1 stop

R29 768Virgin Atlantic

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Mon, Dec 1 - Thu, Dec 4

20:50 - 16:18CPT-MDW

27h 28m2 stops

10:49 - 19:15MDW-CPT

24h 26m1 stop

R31 059Virgin Atlantic

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Mon, Dec 1 - Thu, Dec 4

23:45 - 18:00CPT-MDW

26h 15m2 stops

13:05 - 21:55MDW-CPT

24h 50m2 stops

R31 495KLM

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Mon, Dec 1 - Thu, Dec 4

23:59 - 18:18JNB-MDW

26h 19m2 stops

11:48 - 22:05MDW-JNB

26h 17m2 stops

R31 809KLM

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Thu, Dec 18 - Thu, Dec 25

23:45 - 18:32CPT-MDW

26h 47m2 stops

13:28 - 21:55MDW-CPT

24h 27m2 stops

R37 424KLM

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Wed, Jan 7 - Sat, Jan 17

Fly from

Route

Depart

Return

Price

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 304

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 391

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 14/12

21:30-18:00

2 stops28h 30m

Chicago Midway

Sat 3/1

6:00-19:15

1 stop29h 15m

R26 315

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 647

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 734

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 1/12

21:30-23:47

1 stop34h 17m

Chicago Midway

Thu 4/12

10:49-19:15

1 stop24h 26m

R29 768

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 1/12

20:50-16:18

2 stops27h 28m

Chicago Midway

Thu 4/12

10:49-19:15

1 stop24h 26m

R31 059

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 1/12

23:45-18:00

2 stops26h 15m

Chicago Midway

Thu 4/12

13:05-21:55

2 stops24h 50m

R31 495

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 18/12

23:59-18:18

2 stops26h 19m

Chicago Midway

Thu 25/12

11:48-22:05

2 stops26h 17m

R31 809

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 7/1

23:45-18:32

2 stops26h 47m

Chicago Midway

Sat 17/1

13:28-21:55

2 stops24h 27m

R37 424

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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, Virgin Atlantic, 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	R12 190
Best Round-Trip Price	R25 304
Fastest flight time	26h 33m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R12 190 (Cape Town Intl to Chicago Midway).

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The best round-trip flight price to Chicago from South Africa in the last 72 hours is R25 304 (Johannesburg OR Tambo to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 26h 33m (Cape Town Intl 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 999. 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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