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$929+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
21 Jun — 28 Jun1
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 22 May 2026.

Thu 5/1106:00
AKL
-
ORD
2 stops49h 09m
American Airlines
Mon 9/1118:45
ORD
-
AKL
2 stops67h 40m
American Airlines
Deal found 18/5$1,291
Fri 5/616:25
AKL
-
ORD
1 stop34h 40m
American Airlines
Fri 19/618:59
ORD
-
AKL
2 stops26h 11m
American Airlines
Deal found 19/5$1,678
Sat 6/616:25
AKL
-
ORD
1 stop36h 26m
American Airlines
Sat 20/618:59
ORD
-
AKL
2 stops26h 06m
American Airlines
Deal found 18/5$1,700
Thu 5/1115:50
AKL
-
ORD
1 stop24h 48m
Lufthansa
Mon 9/1114:10
ORD
-
AKL
1 stop19h 50m
Lufthansa
Deal found 18/5$1,824
Thu 5/1120:10
AKL
-
ORD
1 stop23h 48m
United Airlines
Mon 9/1114:10
ORD
-
AKL
1 stop20h 55m
United Airlines
Deal found 17/5$1,840
Thu 5/1114:35
AKL
-
ORD
2 stops23h 05m
Delta
Mon 9/1114:55
ORD
-
AKL
1 stop22h 20m
Delta
Deal found 18/5$1,841
Mon 1/613:25
AKL
-
ORD
2 stops27h 34m
Qantas Airways
Wed 17/618:59
ORD
-
AKL
2 stops26h 06m
Qantas Airways
Deal found 18/5$1,868
Sat 6/613:50
AKL
-
ORD
2 stops23h 39m
United Airlines
Sat 20/621:54
ORD
-
AKL
2 stops39h 06m
United Airlines
Deal found 18/5$1,874
Sat 6/613:50
AKL
-
ORD
1 stop21h 50m
Air New Zealand
Sat 20/614:30
ORD
-
AKL
1 stop23h 40m
Air New Zealand
Deal found 20/5$1,889

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 22 May 2026.

Return from

$1,291

One-way from

$929

Popular in

May

Cheapest in

February

Average price

$2,740
American Airlines
  • American Airlines
  • 5/11-9/11
  • 4 total stops
  • 116h 49m total
  • Auckland to Chicago
Search Deals
8/6
  • 8/6
  • 3 total stops
  • 50h 59m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($216 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($62 potential savings vs. average return price).
Search Deals
Average for return flights in May 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 22 May 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

08:20-15:55

2 stops26h 35m

Chicago O'Hare Intl

Mon 9/11

20:30-09:25

2 stops65h 55m

$1,592
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 5/11

20:10-00:58

1 stop23h 48m

Chicago O'Hare Intl

Mon 9/11

14:10-06:05

1 stop20h 55m

$1,840

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 5/11

14:35-18:40

2 stops23h 05m

Chicago O'Hare Intl

Mon 9/11

14:55-08:15

1 stop22h 20m

$1,841

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 6/6

13:50-20:29

2 stops23h 39m

Chicago O'Hare Intl

Sat 20/6

21:54-06:00

2 stops39h 06m

$1,867
Cheapest one-way

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 15/6

13:25-23:58

2 stops27h 33m

$934

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 11/6

13:50-04:58

1 stop32h 08m

$936

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 1/6

15:55-07:55

3 stops57h 00m

$955

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 17/7

13:25-00:07

2 stops27h 42m

$965

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 17/7

13:25-00:07

2 stops27h 42m

$977
Fastest single journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 17/7

20:15-01:15

1 stop22h 00m

$984

Flights are sorted by cheapest return flights first.

Deals found on 19/5

Showing 1-10 of 12 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 23 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, Qantas Airways and American Airlines.

Air New Zealand
Air New Zealand
From $1,912
Qantas Airways
Qantas Airways
From $1,309
American Airlines
American Airlines
From $1,501
United Airlines
United Airlines
From $1,406

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are Qantas Airways, United Airlines 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 22 May 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
242 reviews
Check prices

Crew

8.6

Food

7.6

Entertainment

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
242 reviews
Fiji Airways
8.1
Very Good
242 reviews
Check prices

Crew

8.6

Food

7.6

Entertainment

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
647 reviews
Fiji Airways
8.1
Very Good
242 reviews
Check prices

Crew

8.6

Food

7.6

Entertainment

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
1,039 reviews
Fiji Airways
8.1
Very Good
242 reviews
Check prices

Crew

8.6

Food

7.6

Entertainment

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.
United Airlines
7.4
Good
9,751 reviews
Fiji Airways
8.1
Very Good
242 reviews
Check prices

Crew

8.6

Food

7.6

Entertainment

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
11,075 reviews
Fiji Airways
8.1
Very Good
242 reviews
Check prices

Crew

8.6

Food

7.6

Entertainment

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, 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 $222, while return flights cost around $300.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $302, however they can be found for as little as $300.

  • 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 (23 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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