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Flights to Chicago Midway

R9 844 Cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 1/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from South Africa to Chicago Midway Airport

Cheap return flights

Recommended return deals departing in the coming months from the most popular airlines that fly to Chicago Midway Airport.
23:00 - 18:30CPT-MDW
26h 30m2 stops
15:40 - 17:50MDW-CPT
19h 10m1 stop
R17 882Delta
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Mon, May 26 - Mon, Oct 13
23:00 - 18:30CPT-MDW
26h 30m2 stops
15:40 - 17:50MDW-CPT
19h 10m1 stop
R17 900Delta
Find Deal
Mon, May 26 - Mon, Oct 13
23:15 - 18:20JNB-MDW
26h 05m2 stops
15:02 - 19:40MDW-JNB
21h 38m2 stops
R18 785Delta
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Tue, Apr 15 - Sat, Apr 26
23:15 - 18:20JNB-MDW
26h 05m2 stops
13:16 - 21:20MDW-JNB
25h 04m2 stops
R19 025Delta
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Tue, Apr 15 - Tue, Apr 29
23:15 - 18:20JNB-MDW
26h 05m2 stops
16:59 - 19:40MDW-JNB
19h 41m1 stop
R19 633Delta
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Tue, Apr 15 - Mon, Apr 28
23:15 - 18:20JNB-MDW
26h 05m2 stops
15:02 - 21:20MDW-JNB
23h 18m2 stops
R19 799KLM
Find Deal
Tue, Apr 15 - Mon, Apr 28
23:15 - 18:20JNB-MDW
26h 05m2 stops
15:02 - 21:20MDW-JNB
23h 18m2 stops
R21 642KLM
Find Deal
Tue, Apr 15 - Wed, Apr 30
19:40 - 18:33JNB-MDW
29h 53m2 stops
18:42 - 9:30MDW-JNB
31h 48m2 stops
R29 772Air France
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Fri, Mar 21 - Fri, Mar 28
2:30 - 22:23CPT-MDW
26h 53m2 stops
14:55 - 21:30MDW-CPT
23h 35m2 stops
R33 662
Find Deal
Mon, Mar 17 - Sun, Mar 23
18:50 - 16:12JNB-MDW
28h 22m2 stops
17:59 - 8:25MDW-JNB
31h 26m2 stops
R60 964Air France
Find Deal
Wed, Apr 16 - Tue, Apr 29

See travel insights to Chicago Midway Airport from

Flights to Chicago Midway Airport – Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Our data shows that the cheapest South Africa to Chicago Midway Airport flights are usually those with departure times in the morning. Our users have found flights to Chicago Midway Airport in the morning for as low as R0. Try not to purchase tickets in the evening because they tend to be around R19 943. Of course, these prices can vary depending on the time of year and what airport you fly to.

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price

R9 844

Best Round-Trip Price

R17 882

Fastest flight time

20h 04m
The best one-way flight price to Chicago from South Africa in the last 72 hours is R9 844 (Cape Town Intl to Chicago Midway).
The best round-trip flight price to Chicago from South Africa in the last 72 hours is R17 882 (Cape Town Intl to Chicago Midway).
The fastest flight to Chicago from South Africa takes 20h 04m (Cape Town Intl to Chicago Midway).

Frequently asked questions about flying to Chicago Midway Airport

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

Our data shows that the cheapest Chicago Midway Airport flights are usually those with Evening departure times. Evening flights are often costlier.

Is there an alternative airport near Chicago Midway Airport?

Those flying to Chicago Midway Airport could potentially find better pricing at Chicago O'Hare Intl Airport (26 km from Chicago city centre) depending on the month and departure airport.

When did momondo last update prices for flights to Chicago Midway Airport?

Prices for flights to Chicago Midway Airport refresh daily.

How old do you have to be to fly to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Chicago. Millions of users trust and use momondo every year so you are in good company.

Can I find flights to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

How can momondo help me find flights to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Chicago.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Fly your favourite airline to Chicago Midway Airport

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cheapest flight routes to Chicago Midway

These routes have the cheapest flights to Chicago Midway found by momondo users in South Africa
DepartingDestinationBest TimeBest Price
Cape TownChicago25h 48mR17 882
JohannesburgChicago25h 38mR22 988