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Flights to Chicago Midway

R9 843 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 23/3. 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.
Virgin Atlantic Logo
22:00 - 22:31
JNB
-
MDW
32h 31m
2 stops
Virgin Atlantic Logo
12:47 - 19:00
MDW
-
JNB
23h 13m
1 stop
R15 990Virgin Atlantic
Wed, Feb 25 - Mon, Mar 16
Delta Logo
22:00 - 18:40
JNB
-
MDW
27h 40m
2 stops
Delta Logo
10:45 - 19:00
MDW
-
JNB
25h 15m
1 stop
R16 197Delta
Wed, Mar 11 - Mon, Mar 23
Delta Logo
21:30 - 18:40
JNB
-
MDW
29h 10m
2 stops
Delta Logo
9:35 - 19:40
MDW
-
JNB
27h 05m
2 stops
R16 213Delta
Thu, Mar 5 - Fri, Apr 3
SAUDIA Logo
22:00 - 18:40
JNB
-
MDW
27h 40m
2 stops
SAUDIA Logo
18:07 - 19:00
MDW
-
JNB
17h 53m
1 stop
R16 309SAUDIA
Tue, Mar 10 - Mon, Mar 23
Delta Logo
22:00 - 17:22
JNB
-
MDW
26h 22m
2 stops
Delta Logo
18:07 - 8:35
MDW
-
JNB
31h 28m
2 stops
R16 500Delta
Tue, Mar 10 - Sun, Mar 22
Delta Logo
20:25 - 18:40
JNB
-
MDW
29h 15m
2 stops
Delta Logo
10:45 - 19:40
MDW
-
JNB
25h 55m
1 stop
R16 978Delta
Mon, Mar 30 - Mon, Apr 6
Multiple Airlines Logo
22:00 - 18:40
JNB
-
MDW
27h 40m
2 stops
Multiple Airlines Logo
14:05 - 19:00
MDW
-
JNB
21h 55m
2 stops
R17 551Multiple Airlines
Tue, Mar 10 - Mon, Mar 23
Multiple Airlines Logo
21:55 - 12:02
JNB
-
MDW
21h 07m
1 stop
Multiple Airlines Logo
12:47 - 19:00
MDW
-
JNB
23h 13m
1 stop
R18 809Multiple Airlines
Wed, Mar 11 - Mon, Mar 23
KLM Logo
23:15 - 17:56
CPT
-
MDW
25h 41m
2 stops
KLM Logo
12:51 - 21:25
MDW
-
CPT
25h 34m
2 stops
R28 254KLM
Thu, May 28 - Thu, Jun 4
KLM Logo
8:00 - 18:40
CPT
-
MDW
41h 40m
2 stops
KLM Logo
10:45 - 21:55
MDW
-
CPT
28h 10m
2 stops
R129 833KLM
Sun, Mar 15 - Thu, Mar 19

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 15 February 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

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 25/2

22:00-22:31

2 stops32h 31m

Chicago Midway

Mon 16/3

12:47-19:00

1 stop23h 13m

R15 990

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 11/3

22:00-18:40

2 stops27h 40m

Chicago Midway

Mon 23/3

10:45-19:00

1 stop25h 15m

R16 197

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 5/3

21:30-18:40

2 stops29h 10m

Chicago Midway

Fri 3/4

9:35-19:40

2 stops27h 05m

R16 213

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 10/3

22:00-18:40

2 stops27h 40m

Chicago Midway

Mon 23/3

18:07-19:00

1 stop17h 53m

R16 309

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 10/3

22:00-17:22

2 stops26h 22m

Chicago Midway

Sun 22/3

18:07-8:35

2 stops31h 28m

R16 500

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 30/3

20:25-18:40

2 stops29h 15m

Chicago Midway

Mon 6/4

10:45-19:40

1 stop25h 55m

R16 978

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 10/3

22:00-18:40

2 stops27h 40m

Chicago Midway

Mon 23/3

14:05-19:00

2 stops21h 55m

R17 551

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 11/3

21:55-12:02

1 stop21h 07m

Chicago Midway

Mon 23/3

12:47-19:00

1 stop23h 13m

R18 809

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 28/5

23:15-17:56

2 stops25h 41m

Chicago Midway

Thu 4/6

12:51-21:25

2 stops25h 34m

R28 254

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 15/3

8:00-18:40

2 stops41h 40m

Chicago Midway

Thu 19/3

10:45-21:55

2 stops28h 10m

R129 833

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

R9 843

Best Round-Trip Price

R15 990

Fastest flight time

32h 54m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R9 843 (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 R15 990 (Johannesburg OR Tambo to Chicago Midway).
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The fastest flight to Chicago from South Africa takes 32h 54m (Cape Town Intl 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 R10 536. 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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