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$830+ Cheap flights to Chicago

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
23 Aug — 30 Aug1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 24 July 2026.

Mon 3/806:45
AKL
-
ORD
2 stops39h 24m
American Airlines
Sun 16/816:30
ORD
-
AKL
1 stop43h 25m
American Airlines
Deal found 22/7$1,797
Wed 23/919:50
AKL
-
ORD
1 stop18h 44m
Multiple Airlines
Wed 30/914:46
ORD
-
AKL
1 stop20h 44m
Multiple Airlines
Deal found 20/7$1,880
Mon 10/813:50
AKL
-
ORD
1 stop33h 07m
Air New Zealand
Wed 12/805:30
ORD
-
AKL
1 stop31h 00m
Air New Zealand
Deal found 22/7$1,915
Tue 8/920:15
AKL
-
ORD
1 stop18h 20m
Air New Zealand
Sun 13/907:00
ORD
-
AKL
1 stop30h 00m
Air New Zealand
Deal found 22/7$1,994
Tue 4/820:15
AKL
-
ORD
1 stop25h 36m
Air New Zealand
Mon 31/816:20
ORD
-
AKL
1 stop20h 40m
Air New Zealand
Deal found 20/7$2,018
Thu 6/813:50
AKL
-
ORD
1 stop24h 13m
Air New Zealand
Thu 27/815:48
ORD
-
AKL
1 stop21h 12m
Air New Zealand
Deal found 21/7$2,022
Sun 6/919:50
AKL
-
ORD
1 stop18h 44m
Air New Zealand
Sun 13/905:55
ORD
-
AKL
1 stop31h 05m
Air New Zealand
Deal found 23/7$2,039
Mon 17/819:50
AKL
-
ORD
1 stop21h 43m
Multiple Airlines
Mon 24/821:20
ORD
-
AKL
2 stops47h 00m
Multiple Airlines
Deal found 20/7$2,051
Tue 8/920:15
AKL
-
ORD
1 stop27h 02m
Multiple Airlines
Sun 13/922:40
ORD
-
AKL
2 stops38h 20m
Multiple Airlines
Deal found 23/7$2,053
Thu 24/919:50
AKL
-
ORD
1 stop18h 44m
Multiple Airlines
Fri 2/1014:46
ORD
-
AKL
1 stop20h 44m
Multiple Airlines
Deal found 20/7$2,065
Thu 6/813:50
AKL
-
ORD
2 stops25h 59m
United Airlines
Mon 17/815:48
ORD
-
AKL
1 stop21h 12m
United Airlines
Deal found 23/7$2,091

Find flight deals to Chicago

Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 134,765 searches and data was last updated on 24 July 2026.

Return from

$1,797

One-way from

$830

Popular in

May

Cheapest in

February

Average price

$2,163
American Airlines
  • American Airlines
  • 3/8-16/8
  • 3 total stops
  • 82h 49m total
  • Auckland to Chicago
Search Deals
8/9
  • 8/9
  • 2 total stops
  • 40h 17m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($255 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($40 potential savings vs. average return price).
Search Deals
Average for return flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 134,765 searches and data was last updated on 24 July 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Departure

Return

Price

Cheapest return flight

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 6/9

19:50-21:34

1 stop18h 44m

Chicago O'Hare Intl

Sun 13/9

05:55-06:00

1 stop31h 05m

$2,039
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 6/8

13:50-14:50

1 stop18h 00m

Chicago O'Hare Intl

Mon 17/8

15:48-06:00

1 stop21h 12m

$2,091

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 3/8

20:15-01:15

1 stop22h 00m

Chicago O'Hare Intl

Sun 16/8

07:00-06:00

1 stop30h 00m

$2,099

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 4/8

20:15-09:36

2 stops30h 21m

Chicago O'Hare Intl

Mon 31/8

16:20-06:00

1 stop20h 40m

$2,101

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 9/8

19:50-00:59

1 stop22h 09m

Chicago O'Hare Intl

Sun 30/8

08:50-06:00

1 stop28h 10m

$2,131

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 2/12

20:05-14:37

2 stops37h 32m

Chicago O'Hare Intl

Sun 20/12

20:50-11:00

2 stops43h 10m

$2,162

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 4/8

20:15-06:17

1 stop27h 02m

Chicago O'Hare Intl

Mon 31/8

21:20-13:20

2 stops47h 00m

$2,248

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 2/12

20:20-20:22

1 stop19h 02m

Chicago O'Hare Intl

Sun 20/12

07:00-05:50

2 stops27h 50m

$2,346

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 2/12

20:20-20:22

1 stop19h 02m

Chicago O'Hare Intl

Sun 20/12

21:20-05:00

1 stop36h 40m

$2,365

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 4/8

13:25-00:07

2 stops27h 42m

Chicago O'Hare Intl

Mon 31/8

17:16-13:20

2 stops27h 04m

$2,483

Flights are sorted by cheapest return flights first.

Deals found on 24/7

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Chicago

How long is the flight to Chicago?

On average, a flight from Auckland to Chicago takes 18 hours 44 minutes. Flights to Chicago from other popular cities in New Zealand will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from Auckland to Chicago are Air New Zealand, Qantas Airways and American Airlines.

Air New Zealand
Air New Zealand
From $1,632
Qantas Airways
Qantas Airways
From $1,425
American Airlines
American Airlines
From $1,520

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are Qantas Airways, American Airlines and Air New Zealand.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 24 July 2026.
Read reviews from past customers who have flown Fiji Airways,Air New Zealand, andQantas Airways to the United States. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Boarding

8.1

Food

7.5

Entertainment

7.5

Crew

8.5

Comfort

8.0

Overall

8.0

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Fiji Airways
8.0
Very Good
248 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Boarding

8.1

Food

7.5

Entertainment

7.5

Crew

8.5

Comfort

8.0

Overall

8.0

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Air New Zealand
8.0
Very Good
654 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Boarding

8.1

Food

7.5

Entertainment

7.5

Crew

8.5

Comfort

8.0

Overall

8.0

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Qantas Airways
7.5
Good
1,067 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Boarding

8.1

Food

7.5

Entertainment

7.5

Crew

8.5

Comfort

8.0

Overall

8.0

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
American Airlines
7.1
Good
11,842 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Boarding

8.1

Food

7.5

Entertainment

7.5

Crew

8.5

Comfort

8.0

Overall

8.0

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Air Canada
7.1
Good
11,378 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Boarding

8.1

Food

7.5

Entertainment

7.5

Crew

8.5

Comfort

8.0

Overall

8.0

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.

FAQs about flying to Chicago

  • Can I find cheaper flights to Chicago if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chicago?

    Based on reviews from Cheapflights users, Qantas Airways is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost $275, while return flights cost around $304.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $306, however they can be found for as little as $304.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Auckland Intl offers the quickest one-way flight (18 hours 44 minutes).

  • Does Chicago O'Hare Intl have rental cars?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 km away from Chicago O'Hare Intl).

See more FAQs

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Airports serving Chicago

Book a flight to or from one of these Chicago airports.
Flights to Midway
Flights to O'Hare Intl
Flights from Midway
Flights from O'Hare Intl

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