Find cheap flights to Chicago

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Cheapest flights to Chicago airports

Find the cheapest flights to these Chicago airports from your nearest city or airport
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When is the best time to fly to Chicago?

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from South Africa is in February. Flight prices, which tend to average around R13 528, are often lower during this time because this is during the off-season. If you aren’t able to travel to Chicago during the month of February, then flying in May is also cheap. Prices for this month can be found on momondo for an average of R16 089.

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

We recommend purchasing flights from South Africa to Chicago 32 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago for R16 898. In the past 72 hours, momondo users found flights from South Africa to Chicago for as low as R12 617.

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

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as R16 324. Flights from South Africa to Chicago on a Friday will generally be more expensive and average around R18 027. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Chicago is at midday. Flights from South Africa to Chicago during this time can be as low as R14 257. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are R17 390 on average. Flights to Chicago from South Africa in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.


Chicago flight deals found on momondo

Check out some of the best fares from airports in South Africa to Chicago found recently by users on momondo
Cheapest
Best
Quickest
Turkish Airlines
Sep 10
JNB
Johannesburg OR Tambo
30h 25m
1 stop
ORD
Chicago O'Hare Intl
Sep 20
ORD
Chicago O'Hare Intl
29h 50m
1 stop
JNB
Johannesburg OR Tambo
Qatar Airways
Oct 5
CPT
Cape Town Intl
32h 20m
1 stop
ORD
Chicago O'Hare Intl
Oct 10
ORD
Chicago O'Hare Intl
33h 05m
1 stop
CPT
Cape Town Intl
SWISS
Sep 10
JNB
Johannesburg OR Tambo
27h 05m
1 stop
ORD
Chicago O'Hare Intl
Sep 20
ORD
Chicago O'Hare Intl
31h 00m
1 stop
JNB
Johannesburg OR Tambo
British Airways
Oct 5
CPT
Cape Town Intl
28h 41m
2 stops
ORD
Chicago O'Hare Intl
Oct 10
ORD
Chicago O'Hare Intl
30h 15m
1 stop
CPT
Cape Town Intl
Delta
Sep 10
JNB
Johannesburg OR Tambo
27h 45m
2 stops
ORD
Chicago O'Hare Intl
Sep 20
ORD
Chicago O'Hare Intl
26h 45m
1 stop
JNB
Johannesburg OR Tambo
Air New Zealand
Nov 7
CPT
Cape Town Intl
24h 39m
1 stop
ORD
Chicago O'Hare Intl
Nov 22
ORD
Chicago O'Hare Intl
26h 05m
1 stop
CPT
Cape Town Intl

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights to Chicago, view some of our deals below provided by Ethiopian Air
Cheapest
Best
Quickest
Ethiopian Air
Aug 9
JNB
Johannesburg OR Tambo
24h 45m
2 stops
ORD
Chicago O'Hare Intl
Multiple Airlines
Jul 12
JNB
Johannesburg OR Tambo
50h 12m
3 stops
ORD
Chicago O'Hare Intl
Turkish Airlines
Jul 1
JNB
Johannesburg OR Tambo
30h 25m
1 stop
ORD
Chicago O'Hare Intl

Airports near Chicago

Below you will find all the airports in Chicago along with their distance from the city centre

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