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?

In general, when booking your flight to Chicago, February is the cheapest month on average.

When is the best time to book a flight to Chicago?

On average, from most locations, when planning your trip to Chicago, try to book your flight in the region of 32 days in advance for the cheapest prices.

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

From most locations, the cheapest day to fly to Chicago is Tuesday. Most users found that departing on a Friday was most expensive.

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

Typically, cheap prices to Chicago are most often found for midday flights. Cheap prices are less likely for afternoon flights.


Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Quickest
Cheapest
Etihad Airways
Jul 16
JNB
Johannesburg OR Tambo
36h 55m
1 stop
ORD
Chicago O'Hare Intl
Oct 1
ORD
Chicago O'Hare Intl
28h 00m
1 stop
JNB
Johannesburg OR Tambo
Turkish Airlines
May 6
JNB
Johannesburg OR Tambo
30h 25m
1 stop
ORD
Chicago O'Hare Intl
May 10
ORD
Chicago O'Hare Intl
29h 50m
1 stop
JNB
Johannesburg OR Tambo
British Airways
Jul 10
CPT
Cape Town Intl
30h 15m
1 stop
ORD
Chicago O'Hare Intl
Aug 10
ORD
Chicago O'Hare Intl
34h 11m
2 stops
CPT
Cape Town Intl
Delta
Jul 14
JNB
Johannesburg OR Tambo
24h 45m
2 stops
ORD
Chicago O'Hare Intl
Oct 1
ORD
Chicago O'Hare Intl
25h 35m
2 stops
JNB
Johannesburg OR Tambo
Etihad Airways
Jul 14
JNB
Johannesburg OR Tambo
36h 55m
1 stop
ORD
Chicago O'Hare Intl
Oct 1
ORD
Chicago O'Hare Intl
28h 00m
1 stop
JNB
Johannesburg OR Tambo
British Airways
Apr 20
JNB
Johannesburg OR Tambo
50h 05m
2 stops
ORD
Chicago O'Hare Intl
May 30
ORD
Chicago O'Hare Intl
33h 10m
1 stop
JNB
Johannesburg OR Tambo

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 Turkish Airlines, Emirates and Etihad Airways
Quickest
Cheapest
Turkish Airlines
May 2
CPT
Cape Town Intl
30h 45m
1 stop
ORD
Chicago O'Hare Intl
Emirates
May 2
CPT
Cape Town Intl
37h 51m
2 stops
ORD
Chicago O'Hare Intl
Etihad Airways
Jul 2
JNB
Johannesburg OR Tambo
45h 25m
2 stops
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

Popular routes to Chicago

Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
Cape Town to Chicago Flights
Fastest flight time
32h 20m
Cheapest price
R13 478
Johannesburg to Chicago Flights
Fastest flight time
24h 45m
Cheapest price
R13 551
Durban to Chicago Flights
Fastest flight time
39h 05m
Cheapest price
R15 094

Start planning your trip to Chicago

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