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Flights to Chicago Midway

R10 425 Cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 30/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from South Africa to Chicago Midway Airport

Cheap return flights

Enter your travel dates to find the best prices.
Delta Logo
20:25 - 17:58
JNB
-
MDW
28h 33m
2 stops
Delta Logo
9:29 - 21:20
MDW
-
JNB
28h 51m
2 stops
R16 611Delta
Wed, Apr 22 - Wed, Apr 29
Delta Logo
20:05 - 9:56
CPT
-
MDW
20h 51m
1 stop
Delta Logo
6:00 - 21:25
MDW
-
CPT
32h 25m
2 stops
R16 643Delta
Tue, Apr 21 - Tue, Apr 28
Delta Logo
20:25 - 17:58
JNB
-
MDW
28h 33m
2 stops
Delta Logo
9:27 - 21:20
MDW
-
JNB
28h 53m
2 stops
R17 396Delta
Sat, Apr 25 - Sat, May 2
Delta Logo
20:25 - 18:33
JNB
-
MDW
29h 08m
2 stops
Delta Logo
9:22 - 21:20
MDW
-
JNB
28h 58m
2 stops
R18 493Delta
Mon, May 11 - Thu, May 28
Virgin Atlantic Logo
20:25 - 22:28
JNB
-
MDW
33h 03m
2 stops
Virgin Atlantic Logo
17:21 - 19:40
MDW
-
JNB
19h 19m
1 stop
R20 145Virgin Atlantic
Wed, Apr 22 - Wed, Apr 29
Virgin Atlantic Logo
20:25 - 21:09
JNB
-
MDW
31h 44m
2 stops
Virgin Atlantic Logo
13:05 - 19:40
MDW
-
JNB
23h 35m
1 stop
R22 846Virgin Atlantic
Wed, Jun 3 - Fri, Aug 14
KLM Logo
23:15 - 18:36
CPT
-
MDW
26h 21m
2 stops
KLM Logo
13:24 - 21:25
MDW
-
CPT
25h 01m
2 stops
R24 204KLM
Thu, Apr 23 - Thu, Apr 30
Multiple Airlines Logo
23:15 - 18:36
CPT
-
MDW
26h 21m
2 stops
Multiple Airlines Logo
13:24 - 21:45
MDW
-
CPT
25h 21m
2 stops
R25 219Multiple Airlines
Thu, Apr 23 - Thu, Apr 30
KLM Logo
23:15 - 18:31
CPT
-
MDW
50h 16m
2 stops
KLM Logo
9:30 - 21:25
MDW
-
CPT
28h 55m
2 stops
R26 004KLM
Wed, Jul 15 - Wed, Aug 19
Multiple Airlines Logo
23:15 - 18:36
CPT
-
MDW
26h 21m
2 stops
Multiple Airlines Logo
13:24 - 21:45
MDW
-
CPT
25h 21m
2 stops
R26 642Multiple Airlines
Sun, Apr 19 - Sat, May 2

momondo Fare Finder

 
Locate flights to Chicago Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 13 550 searches and data was last updated on 12 March 2026.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 22/4

20:25-17:58

2 stops28h 33m

Chicago Midway

Wed 29/4

9:29-21:20

2 stops28h 51m

R16 611

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 21/4

20:05-9:56

1 stop20h 51m

Chicago Midway

Tue 28/4

6:00-21:25

2 stops32h 25m

R16 643

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 25/4

20:25-17:58

2 stops28h 33m

Chicago Midway

Sat 2/5

9:27-21:20

2 stops28h 53m

R17 396

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 11/5

20:25-18:33

2 stops29h 08m

Chicago Midway

Thu 28/5

9:22-21:20

2 stops28h 58m

R18 493

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 22/4

20:25-22:28

2 stops33h 03m

Chicago Midway

Wed 29/4

17:21-19:40

1 stop19h 19m

R20 145

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 3/6

20:25-21:09

2 stops31h 44m

Chicago Midway

Fri 14/8

13:05-19:40

1 stop23h 35m

R22 846
Fastest return journey

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 23/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Thu 30/4

13:24-21:25

2 stops25h 01m

R24 204

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 23/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Thu 30/4

13:24-21:45

2 stops25h 21m

R25 219

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 15/7

23:15-18:31

2 stops50h 16m

Chicago Midway

Wed 19/8

9:30-21:25

2 stops28h 55m

R26 004

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 19/4

23:15-18:36

2 stops26h 21m

Chicago Midway

Sat 2/5

13:24-21:45

2 stops25h 21m

R26 642

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago Midway Airport from

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.

What is the cheapest airline that flies from South Africa to Chicago Midway?

Delta and Virgin Atlantic 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

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price

R10 425

Best Round-Trip Price

R16 611

Fastest flight time

35h 04m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 425 (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 R16 611 (Johannesburg OR Tambo to Chicago Midway).
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The fastest flight to Chicago from South Africa takes 35h 04m (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 R11 535. 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.

Travelling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
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.

An easier way to manage your Chicago Midway trip

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Find better results for your trip to Chicago Midway Airport MDW

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