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$1,034+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
25 Jul — 1 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 25 June 2026.

Fri 11/1213:20
AKL
-
ORD
1 stop24h 30m
Qantas Airways
Thu 14/109:02
ORD
-
AKL
1 stop30h 23m
Qantas Airways
Deal found 23/6$1,719
Sun 22/1113:20
AKL
-
ORD
1 stop25h 22m
Qantas Airways
Sat 5/1208:50
ORD
-
AKL
1 stop30h 35m
Qantas Airways
Deal found 22/6$1,728
Thu 23/716:25
AKL
-
ORD
1 stop34h 34m
American Airlines
Wed 5/819:00
ORD
-
AKL
2 stops26h 05m
American Airlines
Deal found 24/6$1,797
Fri 21/816:25
AKL
-
ORD
1 stop35h 05m
American Airlines
Fri 28/819:00
ORD
-
AKL
2 stops26h 05m
American Airlines
Deal found 20/6$1,889
Sat 8/816:25
AKL
-
ORD
1 stop36h 28m
American Airlines
Sat 15/819:00
ORD
-
AKL
2 stops26h 10m
American Airlines
Deal found 24/6$1,892
Mon 10/819:50
AKL
-
ORD
1 stop26h 11m
Air New Zealand
Wed 19/814:00
ORD
-
AKL
1 stop23h 00m
Air New Zealand
Deal found 22/6$1,988
Mon 3/814:00
AKL
-
ORD
2 stops33h 17m
Multiple Airlines
Mon 10/809:20
ORD
-
AKL
3 stops34h 25m
Multiple Airlines
Deal found 23/6$2,006
Mon 3/813:50
AKL
-
ORD
1 stop28h 09m
Air New Zealand
Mon 10/806:00
ORD
-
AKL
1 stop31h 00m
Air New Zealand
Deal found 24/6$2,009
Thu 23/714:00
AKL
-
ORD
3 stops32h 37m
Multiple Airlines
Wed 5/807:15
ORD
-
AKL
3 stops38h 45m
Multiple Airlines
Deal found 23/6$2,023

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 25 June 2026.

Return from

$1,719

One-way from

$1,034

Popular in

September

Cheapest in

February

Average price

$2,623
Qantas Airways
  • Qantas Airways
  • 11/12-14/1
  • 2 total stops
  • 54h 53m total
  • Auckland to Chicago
Search Deals
9/9
  • 9/9
  • 3 total stops
  • 39h 02m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($224 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($42 potential savings vs. average return price).
Search Deals
Average for return flights in June 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 25 June 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

Mon 3/8

20:15-23:16

1 stop20h 01m

Chicago O'Hare Intl

Mon 10/8

14:12-06:00

2 stops22h 48m

$2,066

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 22/11

14:35-17:21

1 stop21h 46m

Chicago O'Hare Intl

Sat 5/12

11:30-08:15

2 stops25h 45m

$2,107

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 11/12

14:35-21:53

2 stops26h 18m

Chicago O'Hare Intl

Thu 14/1

13:35-08:15

2 stops23h 40m

$2,107

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 17/10

19:50-21:34

1 stop19h 44m

Chicago O'Hare Intl

Wed 21/10

14:46-05:30

1 stop20h 44m

$2,142

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 6/7

13:50-00:59

1 stop28h 09m

Chicago O'Hare Intl

Thu 9/7

16:30-07:10

1 stop21h 40m

$2,146

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 21/8

20:15-23:59

2 stops20h 44m

Chicago O'Hare Intl

Fri 28/8

14:42-06:00

2 stops22h 18m

$2,153
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 21/8

19:50-23:26

1 stop20h 36m

Chicago O'Hare Intl

Fri 28/8

17:53-05:30

1 stop18h 37m

$2,169

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 22/11

15:50-22:44

2 stops25h 54m

Chicago O'Hare Intl

Sat 5/12

09:25-05:00

2 stops24h 35m

$2,269
Cheapest one-way

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 10/9

13:50-11:25

1 stop38h 35m

$1,073
Fastest single journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 24/8

19:50-21:32

1 stop18h 42m

$1,075

Flights are sorted by cheapest return flights first.

Deals found on 21/6

Showing 1-10 of 14 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 24 hours 30 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, American Airlines and Qantas Airways.

Air New Zealand
Air New Zealand
From $1,673
American Airlines
American Airlines
From $1,559
Qantas Airways
Qantas Airways
From $1,461
United Airlines
United Airlines
From $1,460

What are the cheapest airlines that fly to Chicago?

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

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 25 June 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
8.1
Very Good
245 reviews
Check prices

Entertainment

7.5

Crew

8.6

Food

7.5

Overall

8.1

Boarding

8.2

Comfort

8.1

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
8.1
Very Good
245 reviews
Fiji Airways
8.1
Very Good
245 reviews
Check prices

Entertainment

7.5

Crew

8.6

Food

7.5

Overall

8.1

Boarding

8.2

Comfort

8.1

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
646 reviews
Fiji Airways
8.1
Very Good
245 reviews
Check prices

Entertainment

7.5

Crew

8.6

Food

7.5

Overall

8.1

Boarding

8.2

Comfort

8.1

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
1,050 reviews
Fiji Airways
8.1
Very Good
245 reviews
Check prices

Entertainment

7.5

Crew

8.6

Food

7.5

Overall

8.1

Boarding

8.2

Comfort

8.1

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
11,756 reviews
Fiji Airways
8.1
Very Good
245 reviews
Check prices

Entertainment

7.5

Crew

8.6

Food

7.5

Overall

8.1

Boarding

8.2

Comfort

8.1

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
11,254 reviews
Fiji Airways
8.1
Very Good
245 reviews
Check prices

Entertainment

7.5

Crew

8.6

Food

7.5

Overall

8.1

Boarding

8.2

Comfort

8.1

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, United Airlines 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 $160, while return flights cost around $312.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $314, however they can be found for as little as $312.

  • 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 (24 hours 30 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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Yes, we can. To see specific flights to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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