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 25h 05m.

R13 685 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

20:40 - 22:14JNB-MDW

32h 34m2 stops

12:48 - 19:40MDW-JNB

23h 52m1 stop

R17 327Virgin Atlantic

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Wed, Oct 15 - Wed, Oct 22

21:30 - 9:51CPT-MDW

20h 21m1 stop

17:34 - 19:15MDW-CPT

17h 41m1 stop

R17 570Delta

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Mon, Nov 17 - Sun, Nov 23

23:45 - 18:18CPT-MDW

26h 33m2 stops

13:14 - 21:55MDW-CPT

24h 41m2 stops

R17 899KLM

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Wed, Nov 19 - Wed, Nov 26

23:15 - 18:25JNB-MDW

26h 10m2 stops

13:08 - 21:20MDW-JNB

25h 12m2 stops

R17 986KLM

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Wed, Oct 15 - Wed, Oct 22

21:55 - 14:38JNB-MDW

24h 43m1 stop

13:00 - 8:40MDW-JNB

35h 40m2 stops

R18 420Delta

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Wed, Dec 24 - Wed, Jan 14

19:40 - 17:19JNB-MDW

29h 39m2 stops

14:00 - 8:40MDW-JNB

34h 40m2 stops

R18 593Delta

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Fri, Dec 26 - Wed, Jan 14

19:40 - 17:19JNB-MDW

29h 39m2 stops

13:00 - 22:05MDW-JNB

25h 05m2 stops

R18 767Delta

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Fri, Dec 26 - Fri, Jan 16

22:00 - 22:14JNB-MDW

31h 14m2 stops

12:47 - 22:05MDW-JNB

25h 18m2 stops

R18 888Delta

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Fri, Oct 31 - Mon, Nov 24

19:40 - 15:27JNB-MDW

27h 47m2 stops

13:00 - 22:05MDW-JNB

25h 05m2 stops

R24 976Multiple Airlines

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Fri, Dec 26 - Thu, Jan 15

19:40 - 16:25JNB-MDW

28h 45m2 stops

13:00 - 22:05MDW-JNB

25h 05m2 stops

R31 584Multiple Airlines

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Wed, Jan 14 - Fri, Jan 16

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 15/10

20:40-22:14

2 stops32h 34m

Chicago Midway

Wed 22/10

12:48-19:40

1 stop23h 52m

R17 327

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 17/11

21:30-9:51

1 stop20h 21m

Chicago Midway

Sun 23/11

17:34-19:15

1 stop17h 41m

R17 570

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 19/11

23:45-18:18

2 stops26h 33m

Chicago Midway

Wed 26/11

13:14-21:55

2 stops24h 41m

R17 899

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 15/10

23:15-18:25

2 stops26h 10m

Chicago Midway

Wed 22/10

13:08-21:20

2 stops25h 12m

R17 986

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 24/12

21:55-14:38

1 stop24h 43m

Chicago Midway

Wed 14/1

13:00-8:40

2 stops35h 40m

R18 420

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 26/12

19:40-17:19

2 stops29h 39m

Chicago Midway

Wed 14/1

14:00-8:40

2 stops34h 40m

R18 593

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 26/12

19:40-17:19

2 stops29h 39m

Chicago Midway

Fri 16/1

13:00-22:05

2 stops25h 05m

R18 767

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 31/10

22:00-22:14

2 stops31h 14m

Chicago Midway

Mon 24/11

12:47-22:05

2 stops25h 18m

R18 888

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 26/12

19:40-15:27

2 stops27h 47m

Chicago Midway

Thu 15/1

13:00-22:05

2 stops25h 05m

R24 976

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 14/1

19:40-16:25

2 stops28h 45m

Chicago Midway

Fri 16/1

13:00-22:05

2 stops25h 05m

R31 584

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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 and Delta 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	R13 685
Best Round-Trip Price	R17 327
Fastest flight time	30h 28m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R13 685 (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 R17 327 (Johannesburg OR Tambo to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 30h 28m (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 604. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

What is the absolute cheapest flight to Chicago?

The best price found on momondo to Chicago was R3 682/pp from San Diego, which is 78% cheaper than the average flight price to Chicago. To find the cheapest price to Chicago from your area, use 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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