Flights to Chicago Midway

R12 279 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 24/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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.
KLM Logo
23:59 - 18:36JNB-MDW
26h 37m2 stops
KLM Logo
13:49 - 22:05MDW-JNB
24h 16m2 stops
R17 763KLM
Find Deal
Tue, Feb 3 - Wed, Feb 18
Delta Logo
19:20 - 17:26JNB-MDW
30h 06m2 stops
Delta Logo
13:09 - 19:40MDW-JNB
23h 31m2 stops
R18 315Delta
Find Deal
Mon, Dec 22 - Tue, Mar 31
Delta Logo
19:20 - 18:18JNB-MDW
30h 58m2 stops
Delta Logo
9:29 - 22:05MDW-JNB
28h 36m2 stops
R20 212Delta
Find Deal
Sun, Dec 14 - Wed, Dec 31
Delta Logo
19:20 - 23:47JNB-MDW
36h 27m2 stops
Delta Logo
11:48 - 22:05MDW-JNB
26h 17m2 stops
R21 108Delta
Find Deal
Mon, Dec 15 - Mon, Dec 29
Multiple Airlines Logo
19:20 - 15:28JNB-MDW
28h 08m2 stops
Multiple Airlines Logo
13:09 - 21:20MDW-JNB
25h 11m2 stops
R21 540Multiple Airlines
Find Deal
Fri, Dec 26 - Tue, Mar 31
Virgin Atlantic Logo
21:55 - 17:29JNB-MDW
27h 34m1 stop
Virgin Atlantic Logo
18:40 - 19:00MDW-JNB
40h 20m1 stop
R22 798Virgin Atlantic
Find Deal
Wed, Feb 4 - Wed, Feb 18
Delta Logo
19:20 - 18:00JNB-MDW
30h 40m2 stops
Delta Logo
9:29 - 22:05MDW-JNB
28h 36m2 stops
R23 212Delta
Find Deal
Sun, Dec 14 - Tue, Dec 30
Delta Logo
19:20 - 18:00JNB-MDW
30h 40m2 stops
Delta Logo
17:05 - 19:00MDW-JNB
17h 55m1 stop
R25 920Delta
Find Deal
Sun, Dec 14 - Tue, Dec 30
Delta Logo
21:30 - 12:34CPT-MDW
23h 04m2 stops
Delta Logo
18:08 - 5:50MDW-CPT
27h 42m2 stops
R25 937Delta
Find Deal
Sun, Dec 14 - Tue, Dec 30
Virgin Atlantic Logo
23:10 - 22:07CPT-MDW
30h 57m2 stops
Virgin Atlantic Logo
6:45 - 19:15MDW-CPT
28h 30m1 stop
R28 438Virgin Atlantic
Find Deal
Thu, Jan 8 - Thu, Jan 15

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 26 November 2025.
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

Tue 3/2

23:59-18:36

2 stops26h 37m

Chicago Midway

Wed 18/2

13:49-22:05

2 stops24h 16m

R17 763

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 22/12

19:20-17:26

2 stops30h 06m

Chicago Midway

Tue 31/3

13:09-19:40

2 stops23h 31m

R18 315

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 14/12

19:20-18:18

2 stops30h 58m

Chicago Midway

Wed 31/12

9:29-22:05

2 stops28h 36m

R20 212

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 15/12

19:20-23:47

2 stops36h 27m

Chicago Midway

Mon 29/12

11:48-22:05

2 stops26h 17m

R21 108

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 26/12

19:20-15:28

2 stops28h 08m

Chicago Midway

Tue 31/3

13:09-21:20

2 stops25h 11m

R21 540

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 4/2

21:55-17:29

1 stop27h 34m

Chicago Midway

Wed 18/2

18:40-19:00

1 stop40h 20m

R22 798

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 14/12

19:20-18:00

2 stops30h 40m

Chicago Midway

Tue 30/12

9:29-22:05

2 stops28h 36m

R23 212

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 14/12

19:20-18:00

2 stops30h 40m

Chicago Midway

Tue 30/12

17:05-19:00

1 stop17h 55m

R25 920

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Sun 14/12

21:30-12:34

2 stops23h 04m

Chicago Midway

Tue 30/12

18:08-5:50

2 stops27h 42m

R25 937

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 8/1

23:10-22:07

2 stops30h 57m

Chicago Midway

Thu 15/1

6:45-19:15

1 stop28h 30m

R28 438

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 KLM 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

R12 279

Best Round-Trip Price

R17 763

Fastest flight time

32h 47m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R12 279 (Cape Town Intl to Chicago Midway).
The best round-trip flight price to Chicago from South Africa in the last 72 hours is R17 763 (Johannesburg OR Tambo to Chicago Midway).
The fastest flight to Chicago from South Africa takes 32h 47m (Johannesburg OR Tambo to Chicago Midway).

Frequently asked questions about flying to Chicago Midway Airport

What is the cheapest time of day to fly to Chicago Midway Airport?

Our data shows that the cheapest Chicago Midway Airport flights are usually those with Evening departure times. Evening flights are often costlier.

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 832. 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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1 adult
Fri 26/12
Fri 2/1