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 20h 33m.

R11 946 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

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21:30 - 22:22

CPT

MDW

32h 52m1 stop

12:48 - 19:15

MDW

CPT

22h 27m1 stop

R16 024Virgin Atlantic

Thu, Jan 22 - Thu, Jan 29

21:30 - 18:36

JNB

MDW

29h 06m2 stops

13:31 - 8:35

MDW

JNB

35h 04m2 stops

R16 971Delta

Thu, Jan 22 - Wed, Feb 4

22:00 - 18:40

JNB

MDW

27h 40m2 stops

14:00 - 19:40

MDW

JNB

22h 40m2 stops

R17 005Delta

Tue, Mar 24 - Wed, Apr 15

23:10 - 22:22

CPT

MDW

31h 12m2 stops

12:48 - 19:15

MDW

CPT

22h 27m1 stop

R17 039Virgin Atlantic

Thu, Jan 22 - Thu, Jan 29

21:30 - 12:46

CPT

MDW

23h 16m2 stops

13:26 - 19:15

MDW

CPT

21h 49m2 stops

R17 056Delta

Thu, Jan 22 - Thu, Jan 29

21:55 - 12:02

JNB

MDW

21h 07m1 stop

13:05 - 19:40

MDW

JNB

23h 35m1 stop

R17 868Delta

Tue, Mar 24 - Wed, Apr 15

23:15 - 18:31

CPT

MDW

26h 16m2 stops

9:20 - 21:25

MDW

CPT

29h 05m2 stops

R19 848Delta

Thu, May 28 - Thu, Jun 4

23:15 - 18:31

CPT

MDW

26h 16m2 stops

9:20 - 21:25

MDW

CPT

29h 05m2 stops

R20 728Delta

Thu, May 28 - Thu, Jun 4

21:55 - 11:59

JNB

MDW

22h 04m1 stop

9:50 - 22:05

MDW

JNB

28h 15m2 stops

R29 560Delta

Wed, Jan 21 - Wed, Jan 28

22:00 - 17:19

JNB

MDW

27h 19m2 stops

18:08 - 12:10

MDW

JNB

34h 02m2 stops

R35 398Delta

Sun, Dec 21 - Thu, Dec 25

Fly from

Route

Depart

Return

Price

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 22/1

21:30-22:22

1 stop32h 52m

Chicago Midway

Thu 29/1

12:48-19:15

1 stop22h 27m

R16 024

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 22/1

21:30-18:36

2 stops29h 06m

Chicago Midway

Wed 4/2

13:31-8:35

2 stops35h 04m

R16 971

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 24/3

22:00-18:40

2 stops27h 40m

Chicago Midway

Wed 15/4

14:00-19:40

2 stops22h 40m

R17 005

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 22/1

23:10-22:22

2 stops31h 12m

Chicago Midway

Thu 29/1

12:48-19:15

1 stop22h 27m

R17 039

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 22/1

21:30-12:46

2 stops23h 16m

Chicago Midway

Thu 29/1

13:26-19:15

2 stops21h 49m

R17 056

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 24/3

21:55-12:02

1 stop21h 07m

Chicago Midway

Wed 15/4

13:05-19:40

1 stop23h 35m

R17 868

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-18:31

2 stops26h 16m

Chicago Midway

Thu 4/6

9:20-21:25

2 stops29h 05m

R19 848

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-18:31

2 stops26h 16m

Chicago Midway

Thu 4/6

9:20-21:25

2 stops29h 05m

R20 728

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 21/1

21:55-11:59

1 stop22h 04m

Chicago Midway

Wed 28/1

9:50-22:05

2 stops28h 15m

R29 560

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 21/12

22:00-17:19

2 stops27h 19m

Chicago Midway

Thu 25/12

18:08-12:10

2 stops34h 02m

R35 398

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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, KLM, 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	R14 163
Best Round-Trip Price	R16 024
Fastest flight time	33h 14m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R14 163 (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 024 (Cape Town Intl to Chicago Midway).

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The fastest flight to Chicago from South Africa takes 33h 14m (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 R15 758. 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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