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Cheap Flights to Chicago
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Flights to Chicago in 2021
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
| Popular in | January | High demand for flights, 11% potential price rise |
| Cheapest in | March | Best time to find cheap flights, 3% potential price drop |
| Average price | $1,486 | Average for round-trip flights in May 2021 |
| Round-trip from | $2,067 | From Auckland to Chicago |
| One-way from | $14 | One-way flight from Auckland to Chicago |
Cheapest prices for Chicago flights by month
The cheapest ticket to Chicago found for each month in 2021 based on historical flight searches by Cheapflights users.
January
$1,898
February
$1,561
March
$1,205
April
$1,394
May
$1,409
June
$1,566
July
$1,437
August
$1,585
September
$1,429
October
$1,456
November
$1,513
December
$1,770
Currently, March is the cheapest month in which you can book a flight to Chicago. Flying to Chicago in January will prove the most costly. There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
When is the best time to fly to Chicago?
Average Chicago flight ticket prices and weather conditions for 2021 and 2022 by month.
|
AKL - CHI Price
|
$1,205 - $2,133
|
|
CHI Temperature
|
1 - 29 °C
|
|
CHI Rainfall
|
17 - 109 mm
|
The best time to fly to Chicago is during January, but great deals can be found at other times. July sees the temperatures in Chicago peak to their warmest. May tends, on average, to see the most amount of rainfall.
When is the best time to book a flight to Chicago?
To ensure you get the cheapest price possible for a flight to Chicago, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Which day is cheapest to fly to Chicago?
The cheapest flights to Chicago are usually found when departing on a Tuesday. The departure day with the highest cost at present is Saturday.
What time of day is cheapest to fly to Chicago?
Chicago flights can be made cheaper if you choose a flight in the morning. Booking a flight in the evening will likely mean higher prices.
Cheap flights to Chicago in May, June 2021
The best prices found for ORD flights for May, June
16 Jun - 23 Jun
$2,998pp
AKL
Auckland Intl
Multiple airlines
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Emirates
2 STOPS
AKL
Auckland Intl
16 Jun - 23 Jun
$3,734pp
AKL
Auckland Intl
Multiple airlines
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
3 STOPS
AKL
Auckland Intl
16 Jun - 23 Jun
$3,882pp
AKL
Auckland Intl
Multiple airlines
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Emirates
2 STOPS
AKL
Auckland Intl
Chicago 2021 flight deals
Cheap flights to Chicago found for this year
29 Jul - 28 Oct
$2,067pp
AKL
Auckland Intl
Multiple airlines
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
2 STOPS
AKL
Auckland Intl
11 Oct - 8 Nov
$2,069pp
AKL
Auckland Intl
Multiple airlines
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
2 STOPS
AKL
Auckland Intl
11 Oct - 8 Nov
$2,082pp
AKL
Auckland Intl
Multiple airlines
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
2 STOPS
AKL
Auckland Intl
Alternative, similarly priced destinations
See alternative destinations where airfare is generally forecast to be close to Chicago flight prices.
Find the best prices for you!
Cheap tickets to Chicago found by our users in New Zealand as recently as May 18, 2021.
Auckland to Chicago flights
from $2,067 pp
Christchurch to Chicago flights
from $2,567 pp
Wellington to Chicago flights
from $3,045 pp
Other local departures to Chicago, Illinois from New Zealand
Chicago, Illinois airports
See all airports in Chicago, select one to find and compare flight prices.
Cheapest flights to USA
Not set on Chicago? See the cheapest flights to New Zealand. Airfare prices updated on May 18, 2021.
Auckland to Honolulu flights
from $918 pp
Auckland to Los Angeles flights
from $1,187 pp
Auckland to Lihue flights
from $1,209 pp
Auckland to San Francisco flights
from $1,388 pp
Wellington to Los Angeles flights
from $1,441 pp
Wellington to Portland flights
from $1,923 pp
Auckland to Seattle flights
from $1,969 pp
Auckland to Las Vegas flights
from $2,005 pp
Auckland to New Orleans flights
from $2,060 pp
Auckland to Chicago flights
from $2,067 pp
Auckland to Sacramento flights
from $2,084 pp
Auckland to Tampa flights
from $2,091 pp
Wellington to San Francisco flights
from $2,113 pp
Auckland to Phoenix flights
from $2,139 pp
Auckland to Boston flights
from $2,149 pp
Auckland to San Antonio flights
from $2,154 pp