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Flights to Chicago Midway

R14 703 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 18/6. 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 - 18:31
JNB
-
MDW
29h 06m
2 stops
Delta Logo
6:00 - 19:40
MDW
-
JNB
30h 40m
1 stop
R22 270Delta
Mon, Sep 21 - Wed, Sep 30
Delta Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
Delta Logo
18:58 - 17:50
MDW
-
CPT
39h 52m
2 stops
R22 551Delta
Tue, Jun 16 - Fri, Jul 3
Delta Logo
23:15 - 22:17
CPT
-
MDW
30h 02m
2 stops
Delta Logo
18:58 - 17:50
MDW
-
CPT
39h 52m
2 stops
R23 330Delta
Sun, Jun 14 - Fri, Jul 3
Delta Logo
20:25 - 18:33
JNB
-
MDW
29h 08m
2 stops
Delta Logo
9:23 - 21:20
MDW
-
JNB
28h 57m
2 stops
R23 363Delta
Wed, May 27 - Wed, Jun 3
KLM Logo
23:15 - 18:18
JNB
-
MDW
26h 03m
2 stops
KLM Logo
13:16 - 21:20
MDW
-
JNB
25h 04m
2 stops
R23 727KLM
Wed, Jun 10 - Wed, Jun 17
KLM Logo
23:15 - 17:56
JNB
-
MDW
25h 41m
2 stops
KLM Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R23 760KLM
Mon, May 18 - Thu, May 28
Delta Logo
20:25 - 18:31
JNB
-
MDW
29h 06m
2 stops
Delta Logo
13:00 - 19:40
MDW
-
JNB
23h 40m
2 stops
R23 926Delta
Mon, Sep 21 - Wed, Sep 30
Delta Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
Delta Logo
18:58 - 17:50
MDW
-
CPT
39h 52m
2 stops
R24 207Delta
Mon, Jun 15 - Fri, Jul 3
Delta Logo
21:55 - 21:46
JNB
-
MDW
30h 51m
1 stop
Delta Logo
6:00 - 19:40
MDW
-
JNB
30h 40m
1 stop
R24 373Delta
Mon, Sep 21 - Wed, Sep 30
KLM Logo
23:15 - 18:18
JNB
-
MDW
26h 03m
2 stops
KLM Logo
13:21 - 21:20
MDW
-
JNB
24h 59m
2 stops
R24 472KLM
Wed, Jun 10 - Wed, Jun 17

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 29 April 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

Mon 21/9

20:25-18:31

2 stops29h 06m

Chicago Midway

Wed 30/9

6:00-19:40

1 stop30h 40m

R22 270

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 16/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Fri 3/7

18:58-17:50

2 stops39h 52m

R22 551

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 14/6

23:15-22:17

2 stops30h 02m

Chicago Midway

Fri 3/7

18:58-17:50

2 stops39h 52m

R23 330

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 27/5

20:25-18:33

2 stops29h 08m

Chicago Midway

Wed 3/6

9:23-21:20

2 stops28h 57m

R23 363

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 10/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Wed 17/6

13:16-21:20

2 stops25h 04m

R23 727
Fastest return journey

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 18/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 28/5

13:22-21:20

2 stops24h 58m

R23 760

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 21/9

20:25-18:31

2 stops29h 06m

Chicago Midway

Wed 30/9

13:00-19:40

2 stops23h 40m

R23 926

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 15/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Fri 3/7

18:58-17:50

2 stops39h 52m

R24 207

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 21/9

21:55-21:46

1 stop30h 51m

Chicago Midway

Wed 30/9

6:00-19:40

1 stop30h 40m

R24 373

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 10/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Wed 17/6

13:21-21:20

2 stops24h 59m

R24 472

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

R14 703

Best Round-Trip Price

R22 270

Fastest flight time

30h 02m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R14 703 (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 R22 270 (Johannesburg OR Tambo to Chicago Midway).
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The fastest flight to Chicago from South Africa takes 30h 02m (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 R14 193. 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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