R14 797+ Cheap flights to Midway

— MDW
Oct 11 — Oct 181
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 15/920:15 -
2 stops33h 29m
Mon 21/913:00 -
1 stop23h 40m
Deal found 10/9R18 666
Sun 13/921:55 -
1 stop31h 49m
Sun 20/910:48 -
1 stop25h 52m
Deal found 8/9R19 456
Mon 12/1020:15 -
2 stops33h 18m
Sun 25/1012:49 -
2 stops36h 31m
Deal found 9/9R19 617
Tue 15/1219:40 -
2 stops28h 37m
Mon 11/112:30 -
2 stops25h 30m
Deal found 8/9R19 810
Mon 7/921:55 -
1 stop31h 49m
Wed 3/312:30 -
2 stops25h 30m
Deal found 7/9R20 503
Thu 22/1020:15 -
2 stops33h 18m
Thu 29/1012:49 -
2 stops36h 31m
Deal found 8/9R21 116
Mon 12/1021:55 -
1 stop25h 19m
Sun 25/106:04 -
2 stops32h 56m
Deal found 9/9R21 938
Thu 22/1021:55 -
1 stop31h 38m
Thu 29/109:29 -
2 stops26h 41m
Deal found 7/9R22 631

Find flight deals to Midway Airport

Return from

R16 135

One-way from

R14 797

Popular in

January

Cheapest in

November

Average price

R17 134
Turkish Airlines
  • Turkish Airlines
  • 1/2-1/3
  • 2 total stops
  • 73h 40m total
  • Johannesburg to Chicago
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20/9-31/12
  • 20/9-31/12
  • 2 total stops
  • 51h 51m total
  • Johannesburg to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (R1 004 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R425 potential savings vs. average return price).
Search Deals
Average for return flights in September 2026
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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 20/9

20:55-17:46

2 stops51h 51m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R14 797

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 23/2

23:59-22:10

2 stops30h 11m

Chicago Midway

Tue 30/3

12:30-19:40

2 stops24h 10m

R18 069

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Wed 6/1

19:40-18:37

2 stops30h 57m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R18 553

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Mon 12/10

20:15-22:33

2 stops33h 18m

Chicago Midway

Sun 25/10

12:49-8:20

2 stops36h 31m

R19 617

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 5/1

13:45-18:37

3 stops36h 52m

Chicago Midway

Wed 31/12

0:00-8:00

Nonstop0h 00m

R20 052

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Thu 22/10

20:15-22:33

2 stops33h 18m

Chicago Midway

Thu 29/10

12:49-8:20

2 stops36h 31m

R21 229

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Thu 22/10

21:55-22:33

1 stop31h 38m

Chicago Midway

Thu 29/10

9:29-19:10

2 stops26h 41m

R22 631

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Sat 31/10

21:20-19:00

2 stops28h 40m

Chicago Midway

Wed 25/11

9:30-22:00

2 stops28h 30m

R23 679

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Fri 23/10

23:15-22:33

2 stops30h 18m

Chicago Midway

Fri 30/10

17:09-19:10

1 stop19h 01m

R24 066

JohannesburgChicago

JNB Johannesburg OR Tambo - MDW Chicago Midway

JNBMDW

Johannesburg OR Tambo

Tue 15/12

21:20-10:29

1 stop21h 09m

Chicago Midway

Mon 11/1

10:35-19:10

1 stop24h 35m

R24 581

Flights are sorted by cheapest return flights first.

Deals found on 6/9

Showing 1-10 of 14 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 28 hours 37 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 647, while return flights cost around R11 129.

  • 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 (26 hours 55 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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