Latest deals
Insights
When to book
FAQs
Price Alerts
Flights to Chicago Midway

R13 653 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 17/7. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
19:20 - 17:54
JNB
-
MDW
29h 34m
2 stops
Delta Logo
13:10 - 21:20
MDW
-
JNB
25h 10m
2 stops
R18 172Delta
Tue, Mar 24 - Tue, Mar 31
Kenya Airways Logo
21:55 - 11:56
JNB
-
MDW
21h 01m
1 stop
Kenya Airways Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R18 573Kenya Airways
Sat, May 16 - Sat, May 30
Delta Logo
21:30 - 9:54
CPT
-
MDW
20h 24m
1 stop
Delta Logo
9:35 - 21:55
MDW
-
CPT
29h 20m
2 stops
R18 813Delta
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
21:30 - 22:31
CPT
-
MDW
32h 01m
1 stop
Multiple Airlines Logo
18:07 - 9:45
MDW
-
CPT
32h 38m
2 stops
R19 374Multiple Airlines
Mon, Mar 23 - Mon, Mar 30
Delta Logo
19:20 - 17:54
JNB
-
MDW
29h 34m
2 stops
Delta Logo
18:07 - 19:40
MDW
-
JNB
18h 33m
1 stop
R19 630Delta
Tue, Mar 24 - Tue, Mar 31
Virgin Atlantic Logo
21:30 - 17:45
CPT
-
MDW
28h 15m
1 stop
Virgin Atlantic Logo
18:07 - 19:15
MDW
-
CPT
18h 08m
1 stop
R21 585Virgin Atlantic
Thu, Mar 5 - Thu, Mar 12
Virgin Atlantic Logo
22:00 - 22:31
JNB
-
MDW
31h 31m
2 stops
Virgin Atlantic Logo
18:07 - 19:40
MDW
-
JNB
18h 33m
1 stop
R22 595Virgin Atlantic
Wed, Mar 25 - Wed, Apr 1
Multiple Airlines Logo
20:25 - 21:09
JNB
-
MDW
31h 44m
2 stops
Multiple Airlines Logo
10:45 - 22:25
MDW
-
JNB
28h 40m
2 stops
R22 755Multiple Airlines
Sat, May 16 - Sat, May 30
KLM Logo
23:59 - 18:40
JNB
-
MDW
25h 41m
2 stops
KLM Logo
13:10 - 21:20
MDW
-
JNB
25h 10m
2 stops
R22 931KLM
Thu, Mar 19 - Wed, Apr 1
KLM Logo
23:59 - 18:40
JNB
-
MDW
26h 41m
2 stops
KLM Logo
13:10 - 22:05
MDW
-
JNB
25h 55m
2 stops
R27 130KLM
Sat, Feb 21 - Mon, Mar 9

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 9 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

Tue 24/3

19:20-17:54

2 stops29h 34m

Chicago Midway

Tue 31/3

13:10-21:20

2 stops25h 10m

R18 172

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 16/5

21:55-11:56

1 stop21h 01m

Chicago Midway

Sat 30/5

13:22-21:20

2 stops24h 58m

R18 573

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/3

21:30-9:54

1 stop20h 24m

Chicago Midway

Thu 12/3

9:35-21:55

2 stops29h 20m

R18 813

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Mon 23/3

21:30-22:31

1 stop32h 01m

Chicago Midway

Mon 30/3

18:07-9:45

2 stops32h 38m

R19 374

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 24/3

19:20-17:54

2 stops29h 34m

Chicago Midway

Tue 31/3

18:07-19:40

1 stop18h 33m

R19 630

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Thu 5/3

21:30-17:45

1 stop28h 15m

Chicago Midway

Thu 12/3

18:07-19:15

1 stop18h 08m

R21 585

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 25/3

22:00-22:31

2 stops31h 31m

Chicago Midway

Wed 1/4

18:07-19:40

1 stop18h 33m

R22 595

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 16/5

20:25-21:09

2 stops31h 44m

Chicago Midway

Sat 30/5

10:45-22:25

2 stops28h 40m

R22 755

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 19/3

23:59-18:40

2 stops25h 41m

Chicago Midway

Wed 1/4

13:10-21:20

2 stops25h 10m

R22 931

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 21/2

23:59-18:40

2 stops26h 41m

Chicago Midway

Mon 9/3

13:10-22:05

2 stops25h 55m

R27 130

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

SAUDIA 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 653

Best Round-Trip Price

R18 172

Fastest flight time

20h 46m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R13 653 (Cape Town Intl to Chicago Midway).
Search Deals
The best round-trip flight price to Chicago from South Africa in the last 72 hours is R18 172 (Johannesburg OR Tambo to Chicago Midway).
Search Deals
The fastest flight to Chicago from South Africa takes 20h 46m (Cape Town Intl to Chicago Midway).
Search Deals

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 494. 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

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 11/3
Wed 18/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago Midway Airport MDW

Fly into one of these airports located in Chicago

Flights to Chicago O'Hare Intl Airport