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Flights to Chicago Midway

R13 728 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 27/5. 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
23:15 - 18:36
JNB
-
MDW
26h 21m
2 stops
Delta Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R18 790Delta
Tue, May 5 - Tue, May 26
Delta Logo
18:00 - 17:56
JNB
-
MDW
30h 56m
2 stops
Delta Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R18 806Delta
Wed, May 6 - Mon, Jun 1
Delta Logo
20:05 - 12:07
CPT
-
MDW
23h 02m
1 stop
Delta Logo
9:27 - 21:25
MDW
-
CPT
28h 58m
2 stops
R18 924Delta
Tue, Apr 28 - Tue, May 5
Delta Logo
18:00 - 16:26
JNB
-
MDW
29h 26m
2 stops
Delta Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R19 091Delta
Tue, May 5 - Thu, May 28
Delta Logo
23:15 - 17:56
JNB
-
MDW
25h 41m
2 stops
Delta Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R19 577Delta
Fri, May 8 - Sat, May 30
Virgin Atlantic Logo
21:55 - 16:26
JNB
-
MDW
25h 31m
1 stop
Virgin Atlantic Logo
17:21 - 19:40
MDW
-
JNB
19h 19m
1 stop
R19 980Virgin Atlantic
Tue, Apr 28 - Tue, May 5
SAUDIA Logo
21:55 - 11:56
JNB
-
MDW
21h 01m
1 stop
SAUDIA Logo
13:00 - 21:20
MDW
-
JNB
25h 20m
2 stops
R20 248SAUDIA
Mon, Jun 8 - Thu, Jun 18
KLM Logo
23:15 - 18:36
JNB
-
MDW
26h 21m
2 stops
KLM Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R21 740KLM
Tue, May 5 - Fri, May 29
KLM Logo
23:15 - 17:56
CPT
-
MDW
25h 41m
2 stops
KLM Logo
13:22 - 21:25
MDW
-
CPT
25h 03m
2 stops
R23 315KLM
Thu, May 28 - Thu, Jun 4
Multiple Airlines Logo
20:05 - 9:51
CPT
-
MDW
20h 46m
1 stop
Multiple Airlines Logo
13:05 - 17:50
MDW
-
CPT
21h 45m
1 stop
R24 824Multiple Airlines
Sun, Jun 14 - Mon, Jul 6

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 19 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

Tue 5/5

23:15-18:36

2 stops26h 21m

Chicago Midway

Tue 26/5

13:22-21:20

2 stops24h 58m

R18 790

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 6/5

18:00-17:56

2 stops30h 56m

Chicago Midway

Mon 1/6

13:22-21:20

2 stops24h 58m

R18 806

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 28/4

20:05-12:07

1 stop23h 02m

Chicago Midway

Tue 5/5

9:27-21:25

2 stops28h 58m

R18 924

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 5/5

18:00-16:26

2 stops29h 26m

Chicago Midway

Thu 28/5

13:22-21:20

2 stops24h 58m

R19 091

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 8/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Sat 30/5

13:22-21:20

2 stops24h 58m

R19 577

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 28/4

21:55-16:26

1 stop25h 31m

Chicago Midway

Tue 5/5

17:21-19:40

1 stop19h 19m

R19 980

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 8/6

21:55-11:56

1 stop21h 01m

Chicago Midway

Thu 18/6

13:00-21:20

2 stops25h 20m

R20 248

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 5/5

23:15-18:36

2 stops26h 21m

Chicago Midway

Fri 29/5

13:22-21:20

2 stops24h 58m

R21 740

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

13:22-21:25

2 stops25h 03m

R23 315
Fastest return journey

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 14/6

20:05-9:51

1 stop20h 46m

Chicago Midway

Mon 6/7

13:05-17:50

1 stop21h 45m

R24 824

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?

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

Cheap Chicago Midway Airport flight deals and tips

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

Best One-Way Price

R13 728

Best Round-Trip Price

R18 790

Fastest flight time

49h 12m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R13 728 (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 R18 790 (Johannesburg OR Tambo to Chicago Midway).
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The fastest flight to Chicago from South Africa takes 49h 12m (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 717. 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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