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

R10 900 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 8/2. 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
21:30 - 18:36
JNB
-
MDW
29h 06m2 stops
Delta Logo
9:53 - 19:00
MDW
-
JNB
25h 07m2 stops
R16 904Delta
Thu, Jan 29 - Thu, Feb 5
Delta Logo
22:00 - 18:40
JNB
-
MDW
27h 40m2 stops
Delta Logo
9:30 - 19:40
MDW
-
JNB
27h 10m2 stops
R16 921Delta
Tue, Mar 24 - Wed, Apr 15
Multiple Airlines Logo
19:20 - 15:38
JNB
-
MDW
28h 18m2 stops
Multiple Airlines Logo
11:45 - 22:05
MDW
-
JNB
26h 20m2 stops
R18 195Multiple Airlines
Fri, Jan 30 - Sat, Feb 14
Delta Logo
21:55 - 16:25
JNB
-
MDW
25h 30m1 stop
Delta Logo
9:30 - 21:20
MDW
-
JNB
28h 50m2 stops
R19 570Delta
Thu, Apr 16 - Tue, May 12
Delta Logo
23:15 - 18:05
JNB
-
MDW
25h 50m2 stops
Delta Logo
9:30 - 21:20
MDW
-
JNB
28h 50m2 stops
R19 721Delta
Thu, Apr 16 - Tue, May 12
Delta Logo
21:55 - 21:45
JNB
-
MDW
30h 50m1 stop
Delta Logo
13:05 - 19:40
MDW
-
JNB
23h 35m1 stop
R20 291Delta
Thu, Apr 16 - Mon, May 11
Delta Logo
23:15 - 18:05
JNB
-
MDW
25h 50m2 stops
Delta Logo
13:00 - 19:40
MDW
-
JNB
23h 40m2 stops
R20 442Delta
Thu, Apr 16 - Mon, May 11
Delta Logo
23:15 - 18:05
JNB
-
MDW
25h 50m2 stops
Delta Logo
6:00 - 19:40
MDW
-
JNB
30h 40m1 stop
R20 459Delta
Thu, Apr 16 - Mon, May 11
Delta Logo
20:50 - 18:36
CPT
-
MDW
29h 46m2 stops
Delta Logo
9:53 - 19:15
MDW
-
CPT
25h 22m2 stops
R20 509Delta
Wed, Jan 28 - Wed, Feb 4
Delta Logo
21:55 - 16:25
JNB
-
MDW
25h 30m1 stop
Delta Logo
13:05 - 19:40
MDW
-
JNB
23h 35m1 stop
R22 421Delta
Thu, Apr 16 - Mon, May 11

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 16 December 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

Thu 29/1

21:30-18:36

2 stops29h 06m

Chicago Midway

Thu 5/2

9:53-19:00

2 stops25h 07m

R16 904

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 24/3

22:00-18:40

2 stops27h 40m

Chicago Midway

Wed 15/4

9:30-19:40

2 stops27h 10m

R16 921

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 30/1

19:20-15:38

2 stops28h 18m

Chicago Midway

Sat 14/2

11:45-22:05

2 stops26h 20m

R18 195

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/4

21:55-16:25

1 stop25h 30m

Chicago Midway

Tue 12/5

9:30-21:20

2 stops28h 50m

R19 570

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/4

23:15-18:05

2 stops25h 50m

Chicago Midway

Tue 12/5

9:30-21:20

2 stops28h 50m

R19 721

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/4

21:55-21:45

1 stop30h 50m

Chicago Midway

Mon 11/5

13:05-19:40

1 stop23h 35m

R20 291

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/4

23:15-18:05

2 stops25h 50m

Chicago Midway

Mon 11/5

13:00-19:40

2 stops23h 40m

R20 442

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/4

23:15-18:05

2 stops25h 50m

Chicago Midway

Mon 11/5

6:00-19:40

1 stop30h 40m

R20 459

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Wed 28/1

20:50-18:36

2 stops29h 46m

Chicago Midway

Wed 4/2

9:53-19:15

2 stops25h 22m

R20 509

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 16/4

21:55-16:25

1 stop25h 30m

Chicago Midway

Mon 11/5

13:05-19:40

1 stop23h 35m

R22 421

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?

Virgin Atlantic is the most popular carrier 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

R10 900

Best Round-Trip Price

R16 904

Fastest flight time

56h 07m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 900 (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 R16 904 (Johannesburg OR Tambo to Chicago Midway).
Search Deals
The fastest flight to Chicago from South Africa takes 56h 07m (Johannesburg OR Tambo to Chicago Midway).
Search Deals

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 R16 303. 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
Thu 15/1
Thu 22/1
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