R14 037+ Cheap flights to Midway

— MDW
Oct 2 — Oct 91
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

Tue 29/920:15 -
2 stops33h 29m
Tue 6/1017:09 -
1 stop19h 31m
Deal found 30/8R15 989
Tue 29/923:15 -
2 stops26h 04m
Tue 6/1012:27 -
2 stops24h 13m
Deal found 30/8R18 022
Mon 12/1021:55 -
1 stop31h 38m
Mon 19/106:04 -
1 stop30h 36m
Deal found 28/8R18 184
Wed 14/1018:50 -
2 stops28h 24m
Wed 21/1013:27 -
2 stops24h 53m
Deal found 30/8R18 490
Wed 14/1020:15 -
2 stops33h 18m
Wed 21/1010:59 -
1 stop25h 41m
Deal found 30/8R18 522
Thu 1/1020:15 -
2 stops33h 29m
Sat 10/1016:19 -
1 stop20h 21m
Deal found 29/8R18 668
Mon 7/921:55 -
1 stop24h 29m
Wed 3/313:00 -
2 stops25h 00m
Deal found 1/9R19 152
Mon 7/923:15 -
2 stops30h 29m
Thu 1/1010:48 -
1 stop25h 52m
Deal found 28/8R19 345
Thu 24/921:55 -
1 stop31h 49m
Thu 15/1017:09 -
1 stop19h 31m
Deal found 30/8R19 523

Find flight deals to Midway Airport

Return from

R15 618

One-way from

R14 941

Popular in

January

Cheapest in

February

Average price

R16 376
Ethiopian Air
  • Ethiopian Air
  • 18/9-19/9
  • 3 total stops
  • 51h 10m total
  • Johannesburg to Chicago
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20/11
  • 20/11
  • 3 total stops
  • 53h 51m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R879 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R455 potential savings vs. average return price).
Search Deals
Average for return flights in September 2026
Search Deals

Cheapflights Fare Finder

 
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 Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 5/2

21:20-16:25

1 stop27h 05m

Chicago Midway

Fri 5/3

9:30-22:00

2 stops28h 30m

R18 022
Fastest return journey

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Mon 12/10

21:55-16:14

1 stop25h 19m

Chicago Midway

Mon 19/10

13:27-19:40

2 stops23h 13m

R18 184

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 14/10

20:15-22:33

2 stops33h 18m

Chicago Midway

Wed 21/10

10:59-19:40

1 stop25h 41m

R18 522

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Thu 1/10

21:55-16:15

1 stop25h 20m

Chicago Midway

Sat 10/10

11:33-19:40

1 stop25h 07m

R22 653

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 16/10

23:15-22:33

2 stops30h 18m

Chicago Midway

Fri 30/10

10:12-19:10

2 stops25h 58m

R28 510

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 29/9

21:55-16:15

1 stop25h 20m

Chicago Midway

Tue 6/10

10:59-19:40

1 stop25h 41m

R29 462
Cheapest one-way

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 4/11

20:20-23:47

3 stops59h 27m

R14 037

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 4/11

21:20-22:33

1 stop33h 13m

R15 554

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 13/11

19:40-18:04

2 stops54h 24m

R56 777
Fastest single journey

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 13/11

21:20-15:12

1 stop25h 52m

R115 136

Flights are sorted by cheapest return flights first.

Deals found on 27/8

Sorted by cheapest first

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

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 24 hours 29 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

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

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.

  • What is the cheapest airport to fly to in Midway?

    Chicago Midway is currently the cheapest airport to fly to in Midway. One-way flights to Chicago Midway typically cost R2 649, while return flights cost around R11 139.

  • 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 (24 hours 29 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

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

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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.

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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.

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