R18 209+ Cheap flights to Midway

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/12. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
Dec 27 — Jan 31
1 adult
1 adult, Economy, 0 bags

Find flight deals to Midway Airport

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 27 November 2025.

Mon 22/1219:20JNB - MDW
2 stops30h 06mDelta
Tue 31/313:09MDW - JNB
2 stops23h 31mDelta
Deal found 25/11R18 209
Sun 14/1219:20JNB - MDW
2 stops30h 58mDelta
Mon 29/1211:48MDW - JNB
2 stops26h 17mDelta
Deal found 25/11R20 095
Mon 15/1219:20JNB - MDW
2 stops36h 27mDelta
Mon 29/1211:48MDW - JNB
2 stops26h 17mDelta
Deal found 25/11R20 987
Mon 8/1223:50JNB - MDW
2 stops26h 28mDelta
Wed 31/129:29MDW - JNB
2 stops28h 36mDelta
Deal found 26/11R21 176
Fri 26/1219:20JNB - MDW
2 stops28h 08mMultiple Airlines
Tue 31/313:09MDW - JNB
2 stops25h 11mMultiple Airlines
Deal found 25/11R21 416
Sun 14/1219:20JNB - MDW
2 stops30h 40mDelta
Tue 30/129:29MDW - JNB
2 stops28h 36mDelta
Deal found 25/11R23 079
Sat 13/1221:55JNB - MDW
1 stop33h 52mDelta
Sat 3/16:00MDW - JNB
1 stop29h 00mDelta
Deal found 25/11R29 800
Sat 13/1221:55JNB - MDW
1 stop22h 00mDelta
Thu 1/19:50MDW - JNB
1 stop25h 10mDelta
Deal found 25/11R32 698
Tue 16/1219:20JNB - MDW
2 stops30h 58mDelta
Thu 1/19:29MDW - JNB
2 stops25h 31mDelta
Deal found 25/11R35 561
Tue 16/1223:59JNB - MDW
2 stops26h 19mKLM
Wed 31/1211:48MDW - JNB
2 stops26h 17mKLM
Deal found 25/11R37 413
Wed 17/1221:55JNB - MDW
1 stop22h 03mDelta
Sat 3/16:00MDW - JNB
1 stop29h 00mDelta
Deal found 25/11R38 562

Flights to Midway in 2025

Find the latest flights to Midway in 2025, 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 27 November 2025.

Return from

R17 695

One-way from

R34 481

Popular in

December

Cheapest in

February

Average price

R17 335
American Airlines
  • American Airlines
  • 12/12-31/12
  • 2 total stops
  • 58h 30m total
  • Johannesburg to Chicago
3/1
  • 3/1
  • 3 total stops
  • 55h 38m total
  • Johannesburg to Chicago
Highest demand for flights based on searches. 5% potential increase in price (R1 145 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (R207 potential savings vs. average return price).
Average for return flights in November 2025

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 27 November 2025.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 22/12

19:20-17:26

2 stops30h 06m

Chicago Midway

Tue 31/3

13:09-19:40

2 stops23h 31m

R18 209

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 15/12

19:20-23:47

2 stops36h 27m

Chicago Midway

Wed 31/12

9:29-22:05

2 stops28h 36m

R20 987

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 8/12

23:50-18:18

2 stops26h 28m

Chicago Midway

Wed 31/12

9:29-22:05

2 stops28h 36m

R21 176

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 11/1

22:00-18:32

2 stops28h 32m

Chicago Midway

Sun 18/1

13:28-8:35

2 stops35h 07m

R22 290

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 14/12

19:20-18:00

2 stops30h 40m

Chicago Midway

Tue 30/12

9:29-22:05

2 stops28h 36m

R23 079

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Fri 6/2

21:55-22:22

1 stop32h 27m

Chicago Midway

Tue 10/2

12:48-19:00

1 stop22h 12m

R29 714

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 13/12

21:55-23:47

1 stop33h 52m

Chicago Midway

Sat 3/1

6:00-19:00

1 stop29h 00m

R29 800

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sat 13/12

21:55-11:55

1 stop22h 00m

Chicago Midway

Fri 2/1

6:00-19:00

1 stop29h 00m

R32 698

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 5/1

19:20-16:29

2 stops29h 09m

R41 511

Flights are sorted by cheapest return flights first.

Deals found on 25/11

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 28 hours 32 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, Cape Town Intl offers the quickest one-way flight (26 hours 16 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 Kitch is the closest property to Chicago Midway (0,0 km away from Chicago Midway).

See more FAQs

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Fly with Cheapflights

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How does Cheapflights help users find flights to Midway?

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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.

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