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

On average, it takes 22h 40m 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.

R10 646 Find Cheap Flights to Chicago Midway Airport (MDW) in 2026

1 adult

0 bags

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from South Africa to Chicago Midway Airport

Round-trip

One-way

Cheap return flights

Enter your travel dates to find the best prices.

22:00 - 18:40

JNB

MDW

28h 40m

2 stops

9:50 - 19:00

MDW

JNB

25h 10m

2 stops

R16 145Delta

Δευ, Φεβ 23 - Δευ, Μαρ 2

21:55 - 12:07

JNB

MDW

21h 12m

1 stop

6:00 - 19:40

MDW

JNB

30h 40m

1 stop

R16 289Delta

Δευ, Μαϊ 4 - Κυρ, Μαϊ 17

22:00 - 18:40

JNB

MDW

28h 40m

2 stops

9:50 - 22:05

MDW

JNB

28h 15m

2 stops

R16 385Delta

Τρι, Φεβ 24 - Τρι, Μαρ 3

21:30 - 17:45

CPT

MDW

28h 15m

1 stop

13:26 - 21:55

MDW

CPT

24h 29m

2 stops

R16 449Delta

Τρι, Φεβ 17 - Τρι, Φεβ 24

7:55 - 17:37

CPT

MDW

41h 42m

2 stops

9:20 - 21:25

MDW

CPT

29h 05m

2 stops

R16 753Delta

Τετ, Φεβ 11 - Κυρ, Μαϊ 10

23:45 - 18:40

CPT

MDW

26h 55m

2 stops

13:26 - 21:55

MDW

CPT

24h 29m

2 stops

R17 872KLM

Τρι, Φεβ 17 - Τρι, Φεβ 24

21:55 - 21:46

JNB

MDW

30h 51m

1 stop

17:25 - 19:40

MDW

JNB

19h 15m

1 stop

R19 470SAUDIA

Πεμ, Ιουλ 23 - Τρι, Αυγ 18

21:55 - 11:54

JNB

MDW

20h 59m

1 stop

13:05 - 21:20

MDW

JNB

25h 15m

2 stops

R20 334Kenya Airways

Πεμ, Ιουλ 23 - Τρι, Αυγ 18

21:55 - 11:54

JNB

MDW

20h 59m

1 stop

13:00 - 21:20

MDW

JNB

25h 20m

2 stops

R21 197SAUDIA

Πεμ, Ιουλ 23 - Τρι, Αυγ 18

20:25 - 21:46

JNB

MDW

32h 21m

2 stops

10:35 - 19:40

MDW

JNB

26h 05m

1 stop

R22 492Virgin Atlantic

Πεμ, Ιουλ 23 - Τρι, Αυγ 18

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Δευ 23/2

22:00-18:40

2 stops28h 40m

Chicago Midway

Δευ 2/3

9:50-19:00

2 stops25h 10m

R16 145

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Δευ 4/5

21:55-12:07

1 stop21h 12m

Chicago Midway

Κυρ 17/5

6:00-19:40

1 stop30h 40m

R16 289

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Τρι 24/2

22:00-18:40

2 stops28h 40m

Chicago Midway

Τρι 3/3

9:50-22:05

2 stops28h 15m

R16 385

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Τρι 17/2

21:30-17:45

1 stop28h 15m

Chicago Midway

Τρι 24/2

13:26-21:55

2 stops24h 29m

R16 449

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Τετ 11/2

7:55-17:37

2 stops41h 42m

Chicago Midway

Κυρ 10/5

9:20-21:25

2 stops29h 05m

R16 753

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Τρι 17/2

23:45-18:40

2 stops26h 55m

Chicago Midway

Τρι 24/2

13:26-21:55

2 stops24h 29m

R17 872

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Πεμ 23/7

21:55-21:46

1 stop30h 51m

Chicago Midway

Τρι 18/8

17:25-19:40

1 stop19h 15m

R19 470

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Πεμ 23/7

21:55-11:54

1 stop20h 59m

Chicago Midway

Τρι 18/8

13:05-21:20

2 stops25h 15m

R20 334

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Πεμ 23/7

21:55-11:54

1 stop20h 59m

Chicago Midway

Τρι 18/8

13:00-21:20

2 stops25h 20m

R21 197

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Πεμ 23/7

20:25-21:46

2 stops32h 21m

Chicago Midway

Τρι 18/8

10:35-19:40

1 stop26h 05m

R22 492

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 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	R10 646
Best Round-Trip Price	R16 145
Fastest flight time	26h 21m

The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 646 (Cape Town Intl to Chicago Midway).

Search Deals

The best round-trip flight price to Chicago from South Africa in the last 72 hours is R16 145 (Johannesburg OR Tambo to Chicago Midway).

Search Deals

The fastest flight to Chicago from South Africa takes 26h 21m (Johannesburg OR Tambo to Chicago Midway).

Search Deals

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 R11 060. 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.

Hammond

Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Chicago. Millions of users trust and use momondo every year so you are in good company.

Can I find flights to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

How can momondo help me find flights to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Chicago.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.