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

On average, it takes 22h 15m 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 44m.

R14 570 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

Round-trip

One-way

Cheap return flights

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21:30 - 12:46

CPT

MDW

23h 16m2 stops

13:26 - 12:05

MDW

CPT

38h 39m2 stops

R16 663Delta

Tue, Feb 17 - Tue, Feb 24

21:55 - 17:37

JNB

MDW

27h 42m2 stops

17:40 - 19:40

MDW

JNB

19h 00m1 stop

R16 795Delta

Tue, Mar 3 - Wed, Apr 1

23:59 - 17:40

JNB

MDW

25h 41m2 stops

17:40 - 19:40

MDW

JNB

19h 00m1 stop

R16 960Delta

Sat, Mar 7 - Wed, Apr 1

23:59 - 18:40

JNB

MDW

26h 41m2 stops

13:10 - 21:20

MDW

JNB

25h 10m2 stops

R17 158KLM

Thu, Mar 5 - Sat, Apr 4

22:00 - 17:40

JNB

MDW

27h 40m2 stops

14:05 - 19:40

MDW

JNB

22h 35m2 stops

R17 455Delta

Sat, Mar 7 - Sat, Apr 4

23:59 - 18:40

JNB

MDW

26h 41m2 stops

13:10 - 21:20

MDW

JNB

25h 10m2 stops

R17 949KLM

Thu, Mar 5 - Fri, Apr 3

21:30 - 18:40

JNB

MDW

29h 10m2 stops

13:10 - 21:20

MDW

JNB

25h 10m2 stops

R18 460Delta

Thu, Mar 5 - Thu, Apr 2

23:10 - 22:07

CPT

MDW

30h 57m2 stops

10:46 - 19:15

MDW

CPT

24h 29m1 stop

R20 339Virgin Atlantic

Thu, Jan 15 - Wed, Jan 28

23:59 - 17:40

JNB

MDW

25h 41m2 stops

13:10 - 21:20

MDW

JNB

25h 10m2 stops

R20 553KLM

Sat, Mar 7 - Fri, Apr 3

21:30 - 22:07

CPT

MDW

32h 37m1 stop

10:46 - 19:15

MDW

CPT

24h 29m1 stop

R20 619Virgin Atlantic

Thu, Jan 15 - Wed, Jan 28

Fly from

Route

Depart

Return

Price

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 17/2

21:30-12:46

2 stops23h 16m

Chicago Midway

Tue 24/2

13:26-12:05

2 stops38h 39m

R16 663

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 3/3

21:55-17:37

2 stops27h 42m

Chicago Midway

Wed 1/4

17:40-19:40

1 stop19h 00m

R16 795

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 7/3

23:59-17:40

2 stops25h 41m

Chicago Midway

Wed 1/4

17:40-19:40

1 stop19h 00m

R16 960

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 5/3

23:59-18:40

2 stops26h 41m

Chicago Midway

Sat 4/4

13:10-21:20

2 stops25h 10m

R17 158

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 7/3

22:00-17:40

2 stops27h 40m

Chicago Midway

Sat 4/4

14:05-19:40

2 stops22h 35m

R17 455

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 5/3

23:59-18:40

2 stops26h 41m

Chicago Midway

Fri 3/4

13:10-21:20

2 stops25h 10m

R17 949

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 5/3

21:30-18:40

2 stops29h 10m

Chicago Midway

Thu 2/4

13:10-21:20

2 stops25h 10m

R18 460

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 15/1

23:10-22:07

2 stops30h 57m

Chicago Midway

Wed 28/1

10:46-19:15

1 stop24h 29m

R20 339

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 7/3

23:59-17:40

2 stops25h 41m

Chicago Midway

Fri 3/4

13:10-21:20

2 stops25h 10m

R20 553

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 15/1

21:30-22:07

1 stop32h 37m

Chicago Midway

Wed 28/1

10:46-19:15

1 stop24h 29m

R20 619

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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 is the most popular carrier 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 549
Best Round-Trip Price	R16 663
Fastest flight time	20h 11m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 549 (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 R16 663 (Cape Town Intl to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 20h 11m (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 165. 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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