R15 981+ Cheap flights to Midway

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
Aug 20 — Aug 271
1 adult
1 adult, Economy, 0 bags

Flights to Midway in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Midway Airport
Explore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on 21 July 2026.

Thu 1/1021:55
JNB
-
MDW
1 stop31h 49m
Virgin Atlantic
Sat 17/106:00
MDW
-
JNB
1 stop30h 40m
Virgin Atlantic
Deal found 20/7R17 034
Thu 1/1021:55
JNB
-
MDW
2 stops27h 38m
Delta
Sat 17/109:29
MDW
-
JNB
2 stops27h 11m
Delta
Deal found 20/7R17 100
Wed 5/818:50
JNB
-
MDW
2 stops28h 25m
KLM
Tue 25/813:25
MDW
-
JNB
2 stops24h 55m
KLM
Deal found 20/7R17 495
Tue 4/816:20
JNB
-
MDW
2 stops37h 16m
Multiple Airlines
Wed 12/812:46
MDW
-
JNB
1 stop23h 54m
Multiple Airlines
Deal found 21/7R18 302
Thu 15/1021:55
JNB
-
MDW
1 stop31h 30m
Delta
Thu 5/119:29
MDW
-
JNB
2 stops25h 31m
Delta
Deal found 18/7R18 334
Sat 25/723:15
JNB
-
MDW
2 stops26h 03m
KLM
Sat 1/813:18
MDW
-
JNB
2 stops25h 02m
KLM
Deal found 19/7R18 812
Mon 7/923:15
JNB
-
MDW
2 stops26h 04m
KLM
Wed 3/312:30
MDW
-
JNB
2 stops25h 30m
KLM
Deal found 21/7R18 960
Mon 3/823:15
JNB
-
MDW
2 stops25h 46m
Delta
Sat 3/109:29
MDW
-
JNB
2 stops27h 11m
Delta
Deal found 18/7R19 388
Fri 16/1021:55
JNB
-
MDW
1 stop24h 28m
Delta
Fri 30/106:00
MDW
-
JNB
1 stop30h 00m
Delta
Deal found 21/7R19 684

Find flight deals to Midway Airport

Find the latest flights to Midway in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 21 July 2026.

Return from

R16 442

One-way from

R15 981

Popular in

January

Cheapest in

September

Average price

R19 338
United Airlines
  • United Airlines
  • 1/10-13/10
  • 4 total stops
  • 46h 22m total
  • Johannesburg to Chicago
Search Deals
5/8
  • 5/8
  • 3 total stops
  • 55h 18m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (R1 438 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R460 potential savings vs. average return price).
Search Deals
Average for return flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 21 July 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

Wed 9/9

23:15-18:19

2 stops26h 04m

Chicago Midway

Wed 3/3

12:30-22:00

2 stops25h 30m

R18 960
Fastest return journey

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 3/8

23:15-18:01

2 stops25h 46m

Chicago Midway

Sat 3/10

11:35-19:40

1 stop25h 05m

R19 388

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 4/8

21:55-22:36

1 stop31h 41m

Chicago Midway

Wed 12/8

17:10-19:40

1 stop19h 30m

R19 684

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 16/10

21:55-15:23

1 stop24h 28m

Chicago Midway

Fri 30/10

6:00-19:00

1 stop30h 00m

R19 700

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 4/8

21:55-18:33

2 stops27h 38m

Chicago Midway

Thu 10/9

9:29-21:20

2 stops28h 51m

R21 988
Cheapest one-way

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 5/8

21:45-22:03

3 stops55h 18m

R15 981

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Wed 5/8

21:55-22:36

1 stop31h 41m

R18 153

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 31/7

23:15-17:52

2 stops25h 37m

R21 412
Fastest single journey

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 9/1

21:55-11:56

1 stop22h 01m

R28 637

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 9/1

21:40-22:10

2 stops32h 30m

R33 953

Flights are sorted by cheapest return flights first.

Deals found on 18/7

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

Best time to book a flight to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Chicago Midway Airport

How long is the flight to Midway?

On average, a flight from Johannesburg to Midway takes 26 hours 3 minutes. Flights to Midway from other popular cities in South Africa will vary in length. Below are a few examples of popular routes and their flight times.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Midway ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Midway when rainfall is around 43.0 mm.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Midway, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

FAQs about flying to Midway

  • Can I find cheaper flights to Midway if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Midway on Cheapflights that require 1 or 2 stops for potential cost savings.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Johannesburg offers the quickest one-way flight (26 hours 3 minutes).

  • Does Chicago Midway have car hire?

    Yes. Those touching down at Chicago Midway can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago Midway?

    Yes. Chicago Midway has hotels nearby for those requiring accommodations. Midway Airport 2 Bedroom With Full Kitchen is the closest property to Chicago Midway (0,0 km away from Chicago Midway).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Search flights to Midway by cabin class

Find flights to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class flights to Chicago Midway Airport
Business Class flights to Chicago Midway Airport
Prem Economy Class flights to Chicago Midway Airport
Economy Class flights to Chicago Midway Airport

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Midway?

Cheapflights helps you search for flights to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets to Midway?

Cheapflights simply makes it quick and affordable to book flights to Midway by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights to Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights to Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights to Midway become cheaper?

Of course! You can track prices for flights to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals to set up your price alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book With Flexibility

Our users can plan ahead with confidence and find flights with no change fees.

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.