Which airlines fly to Chicago?

For flights from South Africa to Chicago, most momondo users will book with popular airlines such as British Airways, Turkish Airlines, KLM and United Airlines. Depending on what airport you fly from, you may have other airlines to choose from.

Emirates Flights to Chicago

Emirates is a popular choice for users travelling to Chicago. It operates 14 flights every week to Chicago, most often flying from Cancun. Emirates ticket prices will depend on when and where you need to fly from - deals as low as R19 215 (from Johannesburg OR Tambo) have been found by momondo users. In 3 374 reviews, momondo users have rated Emirates at an average score of 8,1/10.

KLM Flights to Chicago

Another popular choice for flights to Chicago is KLM (7,7/10, 1 402 reviews). Most KLM flights landing in Chicago will be arriving from Minneapolis St Paul, but there are 25 KLM flights to Chicago from all departure points globally so prices can vary significantly. The best KLM deal found on momondo this week was R17 071 (Cape Town Intl to Chicago, return).

How long does it take to fly to Chicago?

Flight times from South Africa to Chicago vary, but if you’re flying out of Johannesburg OR Tambo and flying into Chicago O'Hare Intl (one of the most popular routes), then the duration is 22h 21m on average. Another popular route from South Africa to Chicago is flying from Cape Town Intl to Chicago O'Hare Intl, which will take roughly 24h 55m. Keep in mind that layovers or delays could extend your travel time.

R10 310 Cheap Flights to Chicago in 2025/26

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14:35 - 7:40CPT-ORD

25h 05m2 stops

10:15 - 14:35ORD-CPT

21h 20m1 stop

R15 022Ethiopian Air

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Wed, Dec 17 - Mon, Mar 16

19:10 - 10:05JNB-ORD

22h 55m1 stop

11:50 - 10:50ORD-JNB

39h 00m1 stop

R15 057Turkish Airlines

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Thu, Nov 27 - Thu, Dec 4

20:50 - 9:36CPT-ORD

20h 46m1 stop

13:10 - 16:10ORD-CPT

20h 00m1 stop

R15 840United Airlines

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Tue, Dec 16 - Thu, Mar 19

22:00 - 14:11JNB-ORD

24h 11m2 stops

16:25 - 18:35ORD-JNB

18h 10m1 stop

R16 778United Airlines

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Thu, Nov 27 - Thu, Dec 4

23:59 - 14:20JNB-ORD

22h 21m1 stop

16:25 - 22:05ORD-JNB

21h 40m1 stop

R17 248KLM

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Sat, Dec 13 - Sat, Jan 10

18:55 - 17:33CPT-ORD

29h 38m2 stops

21:45 - 12:40ORD-CPT

31h 55m2 stops

R18 778British Airways

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Wed, Mar 11 - Sun, Mar 15

15:20 - 14:20CPT-ORD

31h 00m2 stops

13:35 - 21:55ORD-CPT

25h 20m2 stops

R18 795KLM

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Sat, Dec 20 - Thu, Mar 19

18:55 - 13:50CPT-ORD

26h 55m1 stop

16:40 - 10:20ORD-CPT

34h 40m2 stops

R18 934British Airways

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Wed, Dec 17 - Tue, Mar 17

19:10 - 15:45DUR-ORD

27h 35m1 stop

20:35 - 16:35ORD-DUR

37h 00m1 stop

R24 255Emirates

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Wed, Mar 25 - Sun, Mar 29

19:10 - 15:45DUR-ORD

27h 35m1 stop

20:35 - 16:35ORD-DUR

37h 00m1 stop

R24 603Emirates

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Wed, Mar 25 - Sun, Mar 29

Fly from

Route

Depart

Return

Price

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 17/12

14:35-7:40

2 stops25h 05m

Chicago O'Hare Intl

Mon 16/3

10:15-14:35

1 stop21h 20m

R15 022

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 27/11

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

Thu 4/12

11:50-10:50

1 stop39h 00m

R15 057

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Tue 16/12

20:50-9:36

1 stop20h 46m

Chicago O'Hare Intl

Thu 19/3

13:10-16:10

1 stop20h 00m

R15 840

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 27/11

22:00-14:11

2 stops24h 11m

Chicago O'Hare Intl

Thu 4/12

16:25-18:35

1 stop18h 10m

R16 778

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Sat 13/12

23:59-14:20

1 stop22h 21m

Chicago O'Hare Intl

Sat 10/1

16:25-22:05

1 stop21h 40m

R17 248

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 11/3

18:55-17:33

2 stops29h 38m

Chicago O'Hare Intl

Sun 15/3

21:45-12:40

2 stops31h 55m

R18 778

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Sat 20/12

15:20-14:20

2 stops31h 00m

Chicago O'Hare Intl

Thu 19/3

13:35-21:55

2 stops25h 20m

R18 795

Cape TownChicago

CPT - ORD

CPTORD

Cape Town Intl

Wed 17/12

18:55-13:50

1 stop26h 55m

Chicago O'Hare Intl

Tue 17/3

16:40-10:20

2 stops34h 40m

R18 934

DurbanChicago

DUR - ORD

DURORD

Durban King Shaka Intl

Wed 25/3

19:10-15:45

1 stop27h 35m

Chicago O'Hare Intl

Sun 29/3

20:35-16:35

1 stop37h 00m

R24 255

DurbanChicago

DUR - ORD

DURORD

Durban King Shaka Intl

Wed 25/3

19:10-15:45

1 stop27h 35m

Chicago O'Hare Intl

Sun 29/3

20:35-16:35

1 stop37h 00m

R24 603

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Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

Prices

Other information

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from South Africa, with most prices found around R16 831. If you are unable to visit Chicago during the month of February, then departing from South Africa during the month September is also very affordable. Most momondo users find prices during this month for around R17 335.

What is the cheapest day to depart on your flight to Chicago?

On average, the least expensive day to fly to Chicago from South Africa is on a Thursday. momondo users have found tickets for Thursday departures for as low as R18 164. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Saturday is R20 236.

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

Our data shows that the cheapest South Africa to Chicago flights are usually those with departure times in the afternoon. Our users have found flights to Chicago in the afternoon for as low as R18 083. Try not to purchase tickets in the morning because they tend to be around R20 174. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from South Africa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R19 256 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from South Africa for as low as R16 918 on momondo.

Cheapest flights to Chicago

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

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Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price	R10 310
Best Round-Trip Price	R15 022
Fastest flight time	22h 55m
Popular in	March

The best one-way flight price to Chicago from South Africa in the last 72 hours is R10 310 (Cape Town Intl to Chicago O'Hare Intl).

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The best round-trip flight price to Chicago from South Africa in the last 72 hours is R15 022 (Cape Town Intl to Chicago O'Hare Intl).

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The fastest flight to Chicago from South Africa takes 22h 55m (Johannesburg OR Tambo to Chicago O'Hare Intl).

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March has the highest demand for flights to Chicago, with a 7% price increase on average.

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Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

Most momondo users would consider May and June to be the best times to fly to Chicago to see sights like Chicago Riverwalk. Typically, the weather in Chicago is under 70 degrees Fahrenheit (21°C) but still warm and the chance of rain is only moderate.

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from South Africa is 69 days out, which is when prices tend to be around R18 745.

Is there an alternative airport near Chicago?

Those flying to Chicago could potentially find better pricing at Chicago Midway Airport (14 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre) depending on the month and departure airport.

Is there a cheaper alternative to flying into Chicago?

Prices vary based on where travellers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago Midway Airport where the average price is R3 080. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Lake View?

Yes, if you fly to Chicago Midway in Chicago which is the closest available airport to Lake View (18,8 km away).

What’s the closest airport to McCormick Place?

The closest airport to McCormick Place is 12,7 km away - Chicago’s Chicago Midway airport.

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago were last updated today.

How many operators does momondo search for flights to Chicago?

As of October 2025, there are 12 operators available to choose from for flights to Chicago.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel to Chicago.

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

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago.

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?

Once all potential Chicago flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.