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R13 126 Find cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 23/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 18/8
Sun 25/8

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days, travellers have searched 48 802 366 times on KAYAK, and here's why:

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Cheap flight deals to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip 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 and deals for you by selecting your travel dates.
Choose your dates
21:30 - 14:58CPT-MDW
24h 28m1 stop
6:00 - 17:50MDW-CPT
28h 50m1 stop
R17 459Delta
Find Deal
Tue, Sep 10 - Mon, Sep 16
21:30 - 11:57CPT-MDW
21h 27m1 stop
13:08 - 17:50MDW-CPT
21h 42m2 stops
R17 532Delta
Find Deal
Tue, Sep 10 - Thu, Sep 19
21:30 - 21:38CPT-MDW
31h 08m1 stop
18:52 - 17:50MDW-CPT
39h 58m1 stop
R17 678Delta
Find Deal
Tue, Sep 10 - Wed, Sep 18
23:15 - 8:52CPT-MDW
40h 37m2 stops
18:52 - 17:50MDW-CPT
39h 58m1 stop
R17 696Delta
Find Deal
Wed, Sep 11 - Wed, Sep 18
23:15 - 8:52CPT-MDW
40h 37m2 stops
13:08 - 17:50MDW-CPT
21h 42m2 stops
R17 878Delta
Find Deal
Wed, Sep 11 - Thu, Sep 19
23:15 - 18:05CPT-MDW
25h 50m2 stops
14:00 - 21:25MDW-CPT
24h 25m2 stops
R26 817KLM
Find Deal
Tue, Oct 8 - Wed, Oct 16
23:15 - 18:38CPT-MDW
26h 23m2 stops
13:08 - 21:10MDW-CPT
25h 02m2 stops
R28 729KLM
Find Deal
Sat, Sep 7 - Sun, Sep 15
18:50 - 17:04JNB-MDW
29h 14m2 stops
13:08 - 8:40MDW-JNB
36h 32m2 stops
R28 984Air France
Find Deal
Mon, Aug 19 - Tue, Sep 10
23:15 - 18:38CPT-MDW
26h 23m2 stops
14:17 - 21:25MDW-CPT
24h 08m2 stops
R30 641KLM
Find Deal
Sat, Sep 7 - Mon, Sep 16
23:15 - 18:38CPT-MDW
26h 23m2 stops
14:17 - 21:25MDW-CPT
24h 08m2 stops
R32 552KLM
Find Deal
Sat, Sep 7 - Tue, Sep 17

Flights to Midway - Travel Insights & Trends

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.

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where tickets can be as cheap as R23 521. On the other hand, the most expensive day to fly is Monday, where prices are R23 843 on average.

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

The average price for all flights to Chicago Midway Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago Midway Airport is generally at night, when flights cost R22 218 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is R25 277.

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 layover will also be longer. The most popular routes to Chicago on KAYAK are from Cape Town, which takes 24h 30m, Johannesburg, which takes 26h 17m, and Durban, which takes 46h 15m.

Good to know

Cheapest flight

R13 126
Flight from Johannesburg 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.

FAQs - booking Chicago Midway Airport flights

  • How far is Chicago Midway Airport from central Chicago?

    Chicago Midway Airport is 14 km from the centre of Chicago.

  • 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.

  • Which airline offers the most flights to Chicago Midway Airport?

    Of the 5 airlines that fly to Chicago Midway Airport, Southwest offers the most flights, with around 3 096 per week, followed by Frontier with 119 flights per week.

See more FAQs

Top tips for finding cheap flights to Chicago Midway Airport

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

Prefer to fly direct to Chicago Midway?

Find which airlines fly direct to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

South Africa to Chicago Midway

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights

Direct returns

Chicago Midway to South Africa

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights
See more direct flights

Top airline flying to Midway

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from South Africa to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7,8
KLMOverall score based on 1427 reviews
7,7Comfort
8,4Crew
7,2Entertainment
7,3Food
7,9Boarding
Airline reviews

Delay, luggage didn’t arrive. Had to go the next day to collect it

2,0 MediocreEmrah, Jul 2024AMS - MUC
Read more about KLM reviews

Delay, luggage didn’t arrive. Had to go the next day to collect it

KLM is my favourite airline. Never ever let us down.Staff are first class.

It was operated by Delta. Boarding took a long time. How difficult can it be? Overall decent trip. Liked the Salt Lake City airport. Better option than Chicago for transfers.

Put some new and several options for entertainment. Do not be rude to customers and avoid serving them an extra coke or something. We paid 1200 GBP for a return flight.. A noisy, crowded, rude and uncomfortable flight.

Pretty bad. Food was awful. drinks were scarce, as if drinking an extra drink would ruin the airline. attendants were not very helpful. likely Dutch "directedness" (I cannot be bothered). Crammed flight. Entertainment in very minimal dosage. Almost all old movies and series with 1-3 episodes only. Very limited number of options available. Jesus!! it seems you need to bring your own entertainment these days even of flights that are 13 hrs long!! I would and I will avoid in the future!

We left one hour late because of technical difficulties. The economy comfort seats are great for the price. The crew was mediocre, they do not provide a pleasant experience, they just deliver food and drinks and give orders, not very amicable, no service and hospitality focus.

Seats are fair enough for medium tall people. Good food all the trip. Fight attendances are warm

I thought KLM was the best airline but the Lima - Amsterdam was 1 hours late, the Brussels - Amsterdam was 2.30 hours late and the Amsterdam - Lima was 30 minutes late

The food was ok. The crew seemed like they were cranky. I had one guy get mad at me for passing in between the storage area to get to the other toilet. I can understand if it's not allowed but reprimanding me like I'm a student saying "This is the last time!" was not appropriate. During my meal time, there was a French family around me. No problems there but when we usually have meals, they are supposed to put their chair in the upright position. These people did not do it and the steward did not tell them to raise their seat in the upright position. However, I was told to do so! So, me and another person next to me had to eat with the monitor almost touching our faces. Furthermore, a lady in front of me was putting her feet up and preventing another elder passenger from putting her seat back. To make it worse, she was continuously hitting her back into her seat, shaking my monitor while I was watching a movie. A crew member did speak to her about it but then she accused me of pushing her seat forward! The crew member gave me a death stare and told me to stop pushing the seat forward. I did not even touch her seat at all, if I did, she would know it. Her boyfriend also stood up and tried to push her seat even further past the maximum decline to no avail. None of these people were reprimanded but the steward, some bald guy, was extremely friendly with them and did not even try to instruct them to do anything until it was time to land. I resisted the urge to really argue with them because I would have obviously been seen as the aggressor (I have no idea why). I hardly said anything on this flight except "more wine please" and "sorry" if I bumped into someone accidentally. Overall, it was an annoying flight and I had to resist the urge to yell at the steward and the people he was overly friendly with. The happiest moment of this flight was leaving it.

One of the vstewardeses wanted to bump me of the plane for absolutely nothing. There is CCTV in the plane ans everything can be verified. Very disappointing , you all will see, o other 5 years and the passangers who does not smile to flight attendent will be bumped off...

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
10/9Tue
1 stopDelta
24h 28mCPT-MDW
16/9Mon
1 stopDelta
28h 50mMDW-CPT
R17 459
10/9Tue
1 stopDelta
21h 27mCPT-MDW
19/9Thu
2 stopsDelta
21h 42mMDW-CPT
R17 532
10/9Tue
1 stopDelta
31h 08mCPT-MDW
18/9Wed
1 stopDelta
39h 58mMDW-CPT
R17 678
11/9Wed
2 stopsDelta
40h 37mCPT-MDW
18/9Wed
1 stopDelta
39h 58mMDW-CPT
R17 696
11/9Wed
2 stopsDelta
40h 37mCPT-MDW
19/9Thu
2 stopsDelta
21h 42mMDW-CPT
R17 878
8/10Tue
2 stopsKLM
25h 50mCPT-MDW
16/10Wed
2 stopsKLM
24h 25mMDW-CPT
R26 817
7/9Sat
2 stopsKLM
26h 23mCPT-MDW
15/9Sun
2 stopsKLM
25h 02mMDW-CPT
R28 729
19/8Mon
2 stopsAir France
29h 14mJNB-MDW
10/9Tue
2 stopsAir France
36h 32mMDW-JNB
R28 984
7/9Sat
2 stopsKLM
26h 23mCPT-MDW
16/9Mon
2 stopsKLM
24h 08mMDW-CPT
R30 641
7/9Sat
2 stopsKLM
26h 23mCPT-MDW
17/9Tue
2 stopsKLM
24h 08mMDW-CPT
R32 552

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
23/9Mon
3 stops
32h 22mJNB-MDW
R13 126
23/9Mon
2 stopsDelta
30h 07mJNB-MDW
R16 221
15/12Sun
2 stopsKLM
26h 10mJNB-MDW
R17 587
23/9Mon
1 stopDelta
27h 02mJNB-MDW
R18 934
15/12Sun
1 stopDelta
22h 03mJNB-MDW
R20 354
5/1Sun
2 stopsDelta
23h 43mCPT-MDW
R40 508

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Recent domestic flight deals

20/8Tue
directDelta
1h 38mMSP-MDW
21/8Wed
directDelta
1h 40mMDW-MSP
R1 766
13/8Tue
directDelta
1h 38mMSP-MDW
20/8Tue
directDelta
1h 40mMDW-MSP
R1 948
22/8Thu
directDelta
1h 38mMSP-MDW
24/8Sat
directDelta
1h 40mMDW-MSP
R2 130
29/8Thu
directDelta
1h 42mMSP-MDW
3/9Tue
directDelta
1h 40mMDW-MSP
R2 421
10/9Tue
directDelta
1h 53mATL-MDW
14/9Sat
directDelta
1h 55mMDW-ATL
R2 494
11/9Wed
directDelta
1h 53mATL-MDW
16/9Mon
directDelta
1h 52mMDW-ATL
R2 512
24/8Sat
directDelta
1h 38mMSP-MDW
27/8Tue
directDelta
1h 37mMDW-MSP
R2 603
14/1Tue
directDelta
1h 46mMSP-MDW
18/2Tue
directDelta
1h 39mMDW-MSP
R2 658
21/8Wed
directSouthwest
1h 30mMSP-MDW
23/8Fri
multi-stopSouthwest
21h 00mMDW-MSP
R3 441
21/8Wed
multi-stopSouthwest
5h 45mMSP-MDW
23/8Fri
multi-stopSouthwest
21h 00mMDW-MSP
R3 514

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Last minute flights to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
19/7Fri
multi-stopKLM
26h 14mJNB-MDW
26/7Fri
multi-stopKLM
23h 31mMDW-JNB
R247 218

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - South Africa

Cabin classes: