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Flights to Chicago

R9 618 Cheap flights to Chicago

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 departing on 19/5. 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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0 bags

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Find the cheapest flights from South Africa to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Etihad Airways Logo
9:50 - 8:35
JNB
-
ORD
29h 45m
1 stop
Etihad Airways Logo
14:00 - 8:20
ORD
-
JNB
35h 20m
1 stop
R13 197Etihad Airways
Thu, Mar 19 - Thu, Apr 2
Ethiopian Air Logo
14:30 - 8:40
JNB
-
ORD
25h 10m
2 stops
Ethiopian Air Logo
10:15 - 13:05
ORD
-
JNB
19h 50m
1 stop
R13 325Ethiopian Air
Wed, Mar 11 - Mon, Mar 23
Ethiopian Air Logo
14:30 - 8:40
JNB
-
ORD
25h 10m
2 stops
Ethiopian Air Logo
10:15 - 13:05
ORD
-
JNB
19h 50m
1 stop
R13 469Ethiopian Air
Tue, Mar 10 - Mon, Mar 23
Ethiopian Air Logo
14:30 - 8:40
JNB
-
ORD
25h 10m
2 stops
Ethiopian Air Logo
10:15 - 13:05
ORD
-
JNB
19h 50m
1 stop
R13 788Ethiopian Air
Tue, Mar 10 - Thu, Mar 26
Ethiopian Air Logo
8:20 - 8:40
JNB
-
ORD
31h 20m
2 stops
Ethiopian Air Logo
10:15 - 13:05
ORD
-
JNB
19h 50m
1 stop
R13 868Ethiopian Air
Wed, Mar 11 - Thu, Mar 26
Turkish Airlines Logo
19:10 - 10:05
JNB
-
ORD
22h 55m
1 stop
Turkish Airlines Logo
20:10 - 10:30
ORD
-
JNB
31h 20m
1 stop
R14 491Turkish Airlines
Tue, Feb 24 - Tue, Apr 21
Turkish Airlines Logo
19:10 - 10:05
JNB
-
ORD
22h 55m
1 stop
Turkish Airlines Logo
20:10 - 10:30
ORD
-
JNB
31h 20m
1 stop
R14 763Turkish Airlines
Thu, Mar 5 - Fri, Apr 3
KLM Logo
23:45 - 18:40
CPT
-
MDW
25h 55m
2 stops
KLM Logo
13:10 - 21:25
MDW
-
CPT
25h 15m
2 stops
R31 635KLM
Fri, Mar 27 - Sun, Apr 5
Qatar Airways Logo
11:15 - 15:05
DUR
-
ORD
34h 50m
2 stops
Qatar Airways Logo
19:20 - 10:35
ORD
-
DUR
32h 15m
2 stops
R89 297Qatar Airways
Wed, May 6 - Thu, Oct 8
Emirates Logo
7:00 - 15:45
DUR
-
ORD
39h 45m
2 stops
Emirates Logo
20:35 - 16:35
ORD
-
DUR
37h 00m
1 stop
R103 709Emirates
Wed, May 6 - Thu, Oct 8

momondo Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 13 550 searches and data was last updated on 13 February 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 19/3

9:50-8:35

1 stop29h 45m

Chicago O'Hare Intl

Thu 2/4

14:00-8:20

1 stop35h 20m

R13 197

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 11/3

14:30-8:40

2 stops25h 10m

Chicago O'Hare Intl

Mon 23/3

10:15-13:05

1 stop19h 50m

R13 325

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/3

14:30-8:40

2 stops25h 10m

Chicago O'Hare Intl

Mon 23/3

10:15-13:05

1 stop19h 50m

R13 469

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 10/3

14:30-8:40

2 stops25h 10m

Chicago O'Hare Intl

Thu 26/3

10:15-13:05

1 stop19h 50m

R13 788

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Wed 11/3

8:20-8:40

2 stops31h 20m

Chicago O'Hare Intl

Thu 26/3

10:15-13:05

1 stop19h 50m

R13 868

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Tue 24/2

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

Tue 21/4

20:10-10:30

1 stop31h 20m

R14 491

JohannesburgChicago

JNB - ORD

JNBORD

Johannesburg OR Tambo

Thu 5/3

19:10-10:05

1 stop22h 55m

Chicago O'Hare Intl

Fri 3/4

20:10-10:30

1 stop31h 20m

R14 763

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Fri 27/3

23:45-18:40

2 stops25h 55m

Chicago Midway

Sun 5/4

13:10-21:25

2 stops25h 15m

R31 635

DurbanChicago

DUR - ORD

DURORD

Durban King Shaka Intl

Wed 6/5

11:15-15:05

2 stops34h 50m

Chicago O'Hare Intl

Thu 8/10

19:20-10:35

2 stops32h 15m

R89 297

DurbanChicago

DUR - ORD

DURORD

Durban King Shaka Intl

Wed 6/5

7:00-15:45

2 stops39h 45m

Chicago O'Hare Intl

Thu 8/10

20:35-16:35

1 stop37h 00m

R103 709

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

Chicago flights insights and trends

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

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 R14 971. 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 R15 850.

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 R17 607 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 R15 115 on momondo.

Cheapest flights to Chicago

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

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

R9 618

Best Round-Trip Price

R13 197

Fastest flight time

24h 05m

Popular in

November
The best one-way flight price to Chicago from South Africa in the last 72 hours is R9 618 (Cape Town Intl to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from South Africa in the last 72 hours is R13 197 (Johannesburg OR Tambo to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from South Africa takes 24h 05m (Cape Town Intl to Chicago O'Hare Intl).
Search Deals
November has the highest demand for flights to Chicago, with a 9% 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 R17 233.

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 R2 411. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Edgewater?

Yes, if you fly to Chicago O'Hare Intl in Chicago which is the closest available airport to Edgewater (20,1 km away).

What’s the closest airport to McCormick Place?

The closest airport to McCormick Place is 27,7 km away - Chicago’s Chicago O'Hare Intl 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 February 2026, 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.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond

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.

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

Of course. momondo tracks the price of Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Popular Flights to Chicago

Popular routes according to searches in the past day on momondo
Cape Town Intl to Chicago Flightsfrom R917
Johannesburg to Chicago Flightsfrom R826
Durban King Shaka Intl to Chicago Flightsfrom R1 089