Find cheap flights to Chicago

Fri 3/4
Fri 10/4
Any month
Compare vs momondo |

Cheapest flights to Chicago airports

Find the cheapest flights to these Chicago airports from your nearest city or airport
There is no data for the selected route at this time, please select a new departure airport

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, March is the cheapest month on average.

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

From most locations, booking your flights to Chicago around 14 days prior to your departure date finds the best deals.

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

On average, the cheapest flights to Chicago are found when departing on a Monday. Try to avoid departing on a Sunday, as this is usually the most expensive day.

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

In general, when looking for the cheapest flight to Chicago, our data indicates that morning flights are the most cost-effective. evening flights tend to be the most expensive.


Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Quickest
Cheapest
Multiple Airlines
29 May
AKL
Auckland Intl
54h 18m
3 stops
ORD
Chicago O'Hare Intl
11 Jun
ORD
Chicago O'Hare Intl
26h 55m
2 stops
AKL
Auckland Intl
Qantas Airways
10 Jun
AKL
Auckland Intl
25h 35m
2 stops
ORD
Chicago O'Hare Intl
12 Jun
ORD
Chicago O'Hare Intl
27h 05m
2 stops
AKL
Auckland Intl
Air New Zealand
18 May
AKL
Auckland Intl
22h 48m
1 stop
ORD
Chicago O'Hare Intl
18 May
ORD
Chicago O'Hare Intl
41h 00m
1 stop
AKL
Auckland Intl
Multiple Airlines
31 May
AKL
Auckland Intl
53h 48m
3 stops
ORD
Chicago O'Hare Intl
11 Jun
ORD
Chicago O'Hare Intl
26h 55m
2 stops
AKL
Auckland Intl
Qantas Airways
2 Jun
AKL
Auckland Intl
24h 48m
2 stops
ORD
Chicago O'Hare Intl
15 Jun
ORD
Chicago O'Hare Intl
27h 05m
2 stops
AKL
Auckland Intl
Air New Zealand
1 Jun
AKL
Auckland Intl
18h 09m
1 stop
ORD
Chicago O'Hare Intl
14 Jun
ORD
Chicago O'Hare Intl
24h 10m
1 stop
AKL
Auckland 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 Air New Zealand
Quickest
Cheapest
Multiple Airlines
10 Jun
AKL
Auckland Intl
51h 03m
3 stops
ORD
Chicago O'Hare Intl
Air New Zealand
11 May
AKL
Auckland Intl
26h 56m
1 stop
ORD
Chicago O'Hare Intl
Multiple Airlines
3 May
AKL
Auckland Intl
34h 35m
3 stops
ORD
Chicago O'Hare Intl

Here you can see a selection of the most popular and cheapest airlines for flights to Chicago

Here you can see a selection of the most popular and cheapest airlines for flights to Chicago

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
San Francisco to Chicago Flights
Fastest flight time
4h 24m
Cheapest price
$302
Christchurch to Chicago Flights
Fastest flight time
25h 46m
Cheapest price
$1,639
Auckland to Chicago Flights
Fastest flight time
22h 48m
Cheapest price
$1,652
Wellington to Chicago Flights
Fastest flight time
47h 29m
Cheapest price
$1,711
View more

Start planning your trip to Chicago