How far is Chicago Midway Airport from central Chicago?

Chicago Midway Airport is 14 km from the centre of Chicago. Visit our flight page for the latest deals!>/a>

What is the cheapest day to fly to Chicago?

Based on KAYAK data, the cheapest day to fly to Chicago is Sunday where round-trip tickets can be as cheap as R24 239. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are R24 239 on average.

How does KAYAK find such low prices on flights to Chicago Midway Airport?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travellers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights to Chicago Midway Airport?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

What is the cheapest time of day to fly to Chicago Midway Airport?

The cheapest time of day to fly to Chicago Midway Airport is generally at night , when round-trip flights cost R1 082 on average. The most expensive time of day to fly to Chicago Midway Airport is generally at night, which is peak travel time and where the average cost of a ticket is R1 082.

R17 335 CHEAP FLIGHTS to Chicago Midway (MDW) in 2025/26

MDW

Travellers love KAYAK

41 299 237 searches in the past 7 days on KAYAK

Save 13% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals

Cheap Flights to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

All Flight Deals

Recent return flight deals to Midway

Wed, Oct 15 - Wed, Oct 22

20:40 - 22:14JNB-MDW

32h 34m2 stops

12:48 - 19:40MDW-JNB

23h 52m1 stop

R17 335Virgin Atlantic

Find Deal

Thu, Nov 20 - Thu, Nov 27

21:30 - 13:07CPT-MDW

23h 37m2 stops

10:47 - 21:55MDW-CPT

27h 08m2 stops

R17 665Delta

Find Deal

Wed, Nov 19 - Wed, Nov 26

23:45 - 18:08CPT-MDW

26h 23m2 stops

13:14 - 21:55MDW-CPT

24h 41m2 stops

R17 838Delta

Find Deal

Wed, Oct 15 - Wed, Oct 22

23:15 - 18:25JNB-MDW

26h 10m2 stops

13:08 - 21:20MDW-JNB

25h 12m2 stops

R17 995KLM

Find Deal

Wed, Dec 24 - Wed, Jan 14

21:55 - 14:38JNB-MDW

24h 43m1 stop

13:00 - 8:40MDW-JNB

35h 40m2 stops

R18 428Delta

Find Deal

Fri, Dec 26 - Wed, Jan 14

19:40 - 17:19JNB-MDW

29h 39m2 stops

14:00 - 8:40MDW-JNB

34h 40m2 stops

R18 602Delta

Find Deal

Fri, Dec 26 - Fri, Jan 16

19:40 - 17:19JNB-MDW

29h 39m2 stops

13:00 - 22:05MDW-JNB

25h 05m2 stops

R18 775Delta

Find Deal

Fri, Dec 26 - Thu, Jan 15

19:40 - 15:27JNB-MDW

27h 47m2 stops

13:00 - 22:05MDW-JNB

25h 05m2 stops

R24 988Multiple Airlines

Find Deal

Wed, Jan 14 - Fri, Jan 16

19:40 - 16:25JNB-MDW

28h 45m2 stops

13:00 - 22:05MDW-JNB

25h 05m2 stops

R31 599Multiple Airlines

Find Deal

Thu, Nov 20 - Wed, Nov 26

23:45 - 18:18CPT-MDW

26h 33m2 stops

13:05 - 21:55MDW-CPT

24h 50m2 stops

R31 651KLM

Find Deal

Cheapest return fare

R17 335

Virgin Atlantic

Wed 15/10Wed 22/10

JNB - MDW • 2 stops

Cheapest one-way flight

R13 483

Multiple Airlines

Wed 10/12

CPT - MDW • 3 stops

Start a new search

KAYAK searches hundreds of sites at once to find you the best travel deals.

We hope you love your trip to Midway!

Booking Insights

KAYAK's insights & trends for flights to Midway

Get data-powered insights and trends into flights to Midway to help you find the cheapest flights, the best time to fly and much more.

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a stopover will also be longer. The most popular routes to Chicago on KAYAK are from Cape Town, which takes 22h 35m, Johannesburg, which takes 23h 50m, and Durban, which takes 31h 30m.

Find deals

Cheapest flight	R13 483

Flight from Cape Town to Chicago Midway Airport

When to book flights to Midway

Are your dates flexible? Find out the best times to travel to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated return price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

How far is Chicago Midway Airport from central Chicago?
Chicago Midway Airport is 14 km from the centre of Chicago.
What is the cheapest day to fly to Chicago?
Based on KAYAK data, the cheapest day to fly to Chicago is Sunday where round-trip tickets can be as cheap as R24 239. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are R24 239 on average.
How does KAYAK find such low prices on flights to Chicago Midway Airport?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travellers know whether to wait or book now.
What is the Hacker Fare option on flights to Chicago Midway Airport?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.
What is the cheapest time of day to fly to Chicago Midway Airport?
The cheapest time of day to fly to Chicago Midway Airport is generally at night, when round-trip flights cost R1 082 on average. The most expensive time of day to fly to Chicago Midway Airport is generally at night, which is peak travel time and where the average cost of a ticket is R1 082.

Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Direct departures

South Africa to Chicago Midway

Monday