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$1,128+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
17 Aug — 24 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 18 July 2026.

Fri 28/806:15
AKL
-
ORD
2 stops27h 30m
Air Canada
Fri 4/908:49
ORD
-
AKL
2 stops37h 16m
Air Canada
Deal found 14/7$1,663
Thu 10/913:25
AKL
-
ORD
1 stop41h 55m
Multiple Airlines
Sat 26/916:15
ORD
-
AKL
2 stops33h 55m
Multiple Airlines
Deal found 15/7$2,291
Thu 5/1116:05
AKL
-
ORD
2 stops27h 25m
Air Tahiti Nui
Sat 7/1113:50
ORD
-
AKL
2 stops52h 50m
Air Tahiti Nui
Deal found 13/7$2,327
Thu 5/1115:50
AKL
-
ORD
1 stop38h 34m
United Airlines
Sat 7/1110:30
ORD
-
AKL
2 stops24h 20m
United Airlines
Deal found 13/7$2,342
Tue 11/815:15
AKL
-
ORD
1 stop21h 45m
Air Tahiti Nui
Tue 25/819:00
ORD
-
AKL
2 stops24h 10m
Air Tahiti Nui
Deal found 16/7$2,377
Thu 6/813:25
AKL
-
ORD
2 stops27h 05m
Qantas Airways
Thu 20/815:22
ORD
-
AKL
2 stops29h 43m
Qantas Airways
Deal found 14/7$2,382
Tue 25/813:25
AKL
-
ORD
2 stops27h 05m
Qantas Airways
Sat 12/913:50
ORD
-
AKL
2 stops31h 15m
Qantas Airways
Deal found 15/7$2,385
Thu 5/1120:20
AKL
-
ORD
1 stop20h 14m
Air New Zealand
Sat 7/1121:35
ORD
-
AKL
1 stop37h 10m
Air New Zealand
Deal found 13/7$2,399
Tue 11/816:05
AKL
-
ORD
2 stops30h 08m
Qantas Airways
Tue 25/819:00
ORD
-
AKL
2 stops26h 05m
Qantas Airways
Deal found 16/7$2,406
Tue 4/815:15
AKL
-
ORD
2 stops21h 53m
Air Tahiti Nui
Tue 18/809:00
ORD
-
AKL
2 stops34h 10m
Air Tahiti Nui
Deal found 13/7$2,425
Tue 25/814:00
AKL
-
ORD
2 stops33h 17m
Multiple Airlines
Sat 12/906:05
ORD
-
AKL
3 stops37h 40m
Multiple Airlines
Deal found 15/7$2,440

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 18 July 2026.

Return from

$1,663

One-way from

$1,128

Popular in

September

Cheapest in

February

Average price

$2,146
Air Canada
  • Air Canada
  • 28/8-4/9
  • 4 total stops
  • 64h 46m total
  • Auckland to Chicago
Search Deals
11/9
  • 11/9
  • 3 total stops
  • 32h 42m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($157 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($39 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 18 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

Thu 5/11

16:05-00:30

2 stops27h 25m

Chicago O'Hare Intl

Sat 7/11

13:50-13:40

2 stops52h 50m

$2,327

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 5/11

15:50-11:24

1 stop38h 34m

Chicago O'Hare Intl

Sat 7/11

10:30-05:50

2 stops24h 20m

$2,342

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 10/9

13:25-14:20

1 stop41h 55m

Chicago O'Hare Intl

Sat 26/9

16:15-20:10

2 stops33h 55m

$2,356

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 11/8

15:15-20:00

1 stop21h 45m

Chicago O'Hare Intl

Tue 25/8

19:00-12:10

2 stops24h 10m

$2,377

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 11/8

16:05-05:13

2 stops30h 08m

Chicago O'Hare Intl

Tue 25/8

19:00-14:05

2 stops26h 05m

$2,406

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 11/8

20:15-23:05

1 stop19h 50m

Chicago O'Hare Intl

Tue 25/8

16:45-06:00

1 stop20h 15m

$2,598

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 4/8

15:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Tue 18/8

08:45-12:10

3 stops34h 25m

$2,608
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 28/8

20:15-21:30

1 stop18h 15m

Chicago O'Hare Intl

Fri 4/9

16:25-06:00

1 stop20h 35m

$2,642

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 6/8

20:15-23:16

1 stop20h 01m

Chicago O'Hare Intl

Thu 20/8

16:45-06:00

1 stop20h 15m

$2,645

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 28/8

20:15-06:20

2 stops27h 05m

Chicago O'Hare Intl

Fri 4/9

12:51-06:00

1 stop24h 09m

$2,707

Flights are sorted by cheapest return flights first.

Deals found on 17/7

Showing 1-10 of 21 resultsSorted by cheapest first
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2
3

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 21 hours 45 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 $1,619
Qantas Airways
Qantas Airways
From $1,413
American Airlines
American Airlines
From $1,508
United Airlines
United Airlines
From $1,412

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 18 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

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.5

Food

7.5

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

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.5

Food

7.5

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

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.5

Food

7.5

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
1,062 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.5

Food

7.5

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
11,825 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.5

Food

7.5

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
11,352 reviews
Fiji Airways
8.0
Very Good
248 reviews
Check prices

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.5

Food

7.5

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, 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 $155, while return flights cost around $302.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $304, however they can be found for as little as $302.

  • 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 (21 hours 45 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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