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

On average, it takes 22h 55m 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 22h 13m.

R11 116 Find Cheap Flights to Chicago Midway Airport (MDW) in 2026

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Find the cheapest flights from South Africa to Chicago Midway Airport

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One-way

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21:30 - 17:29

CPT

MDW

27h 59m1 stop

12:45 - 19:15

MDW

CPT

22h 30m1 stop

R15 437Virgin Atlantic

Mon, Feb 9 - Mon, Feb 23

21:30 - 17:45

CPT

MDW

28h 15m1 stop

12:45 - 19:15

MDW

CPT

22h 30m1 stop

R15 668Virgin Atlantic

Thu, Feb 19 - Thu, Feb 26

21:30 - 17:29

CPT

MDW

27h 59m1 stop

12:45 - 22:50

MDW

CPT

26h 05m2 stops

R16 476Multiple Airlines

Mon, Feb 9 - Mon, Feb 23

21:30 - 17:37

CPT

MDW

28h 07m2 stops

13:49 - 19:15

MDW

CPT

21h 26m2 stops

R16 674Delta

Thu, Feb 19 - Thu, Feb 26

21:30 - 12:29

CPT

MDW

21h 59m2 stops

13:10 - 17:50

MDW

CPT

21h 40m2 stops

R16 691Delta

Thu, Mar 26 - Mon, Apr 6

21:55 - 22:31

JNB

MDW

32h 36m1 stop

16:13 - 19:00

MDW

JNB

18h 47m1 stop

R18 192Virgin Atlantic

Sat, Feb 21 - Sat, Feb 28

21:55 - 22:31

JNB

MDW

32h 36m1 stop

6:00 - 19:00

MDW

JNB

29h 00m1 stop

R18 291Virgin Atlantic

Sat, Feb 21 - Sat, Feb 28

21:55 - 22:31

JNB

MDW

32h 36m1 stop

9:34 - 22:05

MDW

JNB

28h 31m2 stops

R18 489Delta

Sat, Feb 21 - Sat, Feb 28

23:59 - 18:40

JNB

MDW

26h 41m2 stops

11:45 - 22:05

MDW

JNB

26h 20m2 stops

R21 540KLM

Sat, Feb 21 - Sat, Feb 28

20:05 - 9:56

CPT

MDW

20h 51m1 stop

17:40 - 23:35

MDW

CPT

22h 55m2 stops

R23 205Multiple Airlines

Fri, Apr 3 - Fri, Apr 10

Fly from

Route

Depart

Return

Price

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 9/2

21:30-17:29

1 stop27h 59m

Chicago Midway

Mon 23/2

12:45-19:15

1 stop22h 30m

R15 437

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 19/2

21:30-17:45

1 stop28h 15m

Chicago Midway

Thu 26/2

12:45-19:15

1 stop22h 30m

R15 668

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 9/2

21:30-17:29

1 stop27h 59m

Chicago Midway

Mon 23/2

12:45-22:50

2 stops26h 05m

R16 476

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 19/2

21:30-17:37

2 stops28h 07m

Chicago Midway

Thu 26/2

13:49-19:15

2 stops21h 26m

R16 674

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 26/3

21:30-12:29

2 stops21h 59m

Chicago Midway

Mon 6/4

13:10-17:50

2 stops21h 40m

R16 691

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 21/2

21:55-22:31

1 stop32h 36m

Chicago Midway

Sat 28/2

16:13-19:00

1 stop18h 47m

R18 192

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 21/2

21:55-22:31

1 stop32h 36m

Chicago Midway

Sat 28/2

6:00-19:00

1 stop29h 00m

R18 291

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 21/2

21:55-22:31

1 stop32h 36m

Chicago Midway

Sat 28/2

9:34-22:05

2 stops28h 31m

R18 489

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 21/2

23:59-18:40

2 stops26h 41m

Chicago Midway

Sat 28/2

11:45-22:05

2 stops26h 20m

R21 540

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 3/4

20:05-9:56

1 stop20h 51m

Chicago Midway

Fri 10/4

17:40-23:35

2 stops22h 55m

R23 205

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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?

KLM, Delta, and SAUDIA 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 786
Best Round-Trip Price	R15 437
Fastest flight time	34h 17m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 786 (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 R15 437 (Cape Town Intl to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 34h 17m (Johannesburg OR Tambo to Chicago Midway).

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Frequently asked questions about flying to Chicago Midway Airport

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 174. 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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