R14 783+ Cheap flights to Midway

— MDW
Oct 5 — Oct 121
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

Sun 11/1021:55 -
1 stop25h 19m
Sat 24/1012:27 -
2 stops23h 43m
Deal found 1/9R16 714
Mon 19/1023:15 -
2 stops30h 18m
Mon 26/106:04 -
1 stop30h 06m
Deal found 4/9R17 848
Wed 7/1021:55 -
1 stop20h 59m
Sat 17/106:04 -
1 stop30h 36m
Deal found 4/9R17 912
Wed 7/1021:55 -
1 stop20h 59m
Sun 18/109:29 -
2 stops27h 11m
Deal found 4/9R18 023
Mon 7/921:55 -
1 stop24h 29m
Wed 3/313:00 -
2 stops25h 00m
Deal found 1/9R18 949
Sun 11/1016:20 -
2 stops37h 13m
Sat 24/1016:19 -
2 stops23h 06m
Deal found 1/9R19 252
Fri 23/1015:15 -
2 stops31h 02m
Fri 30/1017:09 -
2 stops32h 11m
Deal found 2/9R19 684
Wed 7/1018:50 -
2 stops28h 24m
Sat 17/1013:27 -
2 stops24h 53m
Deal found 3/9R20 003

Find flight deals to Midway Airport

Return from

R15 453

One-way from

R14 783

Popular in

January

Cheapest in

February

Average price

R16 203
Ethiopian Air
  • Ethiopian Air
  • 18/9-19/9
  • 3 total stops
  • 51h 10m total
  • Johannesburg to Chicago
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20/11-31/12
  • 20/11-31/12
  • 3 total stops
  • 53h 51m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (R869 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R451 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

Sun 11/10

21:55-16:14

1 stop25h 19m

Chicago Midway

Sat 24/10

12:27-19:10

2 stops23h 43m

R16 714

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Mon 19/10

23:15-22:33

2 stops30h 18m

Chicago Midway

Mon 26/10

6:04-19:10

1 stop30h 06m

R17 848

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 7/10

21:55-11:54

1 stop20h 59m

Chicago Midway

Mon 19/10

10:59-19:40

1 stop25h 41m

R18 023

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Sun 11/10

16:20-22:33

2 stops37h 13m

Chicago Midway

Sat 24/10

16:19-22:25

2 stops23h 06m

R19 252

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 23/10

15:15-15:17

2 stops31h 02m

Chicago Midway

Fri 30/10

17:09-8:20

2 stops32h 11m

R19 684

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 7/10

18:50-16:14

2 stops28h 24m

Chicago Midway

Sun 18/10

13:27-21:20

2 stops24h 53m

R21 072

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 15/9

21:55-22:44

1 stop31h 49m

Chicago Midway

Mon 21/9

13:00-22:25

2 stops26h 25m

R21 950

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 15/9

21:55-16:15

1 stop25h 20m

Chicago Midway

Mon 21/9

13:00-19:40

1 stop23h 40m

R22 365

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 7/10

21:55-11:54

1 stop20h 59m

Chicago Midway

Sat 17/10

16:19-19:40

1 stop20h 21m

R22 397

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 7/10

20:15-16:14

2 stops26h 59m

Chicago Midway

Sat 17/10

11:33-19:40

1 stop25h 07m

R23 515

Flights are sorted by cheapest return flights first.

Deals found on 1/9

Showing 1-10 of 12 resultsSorted by cheapest first
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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 30 hours 18 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 621, while return flights cost around R11 021.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Cape Town Intl offers the quickest one-way flight (23 hours 9 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.

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.

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