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$645+ 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 17/3. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
8 Feb — 15 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

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 9 January 2026.

Return from

$1,218

One-way from

$699

Popular in

April

Cheapest in

February

Average price

$1,882
American Airlines
  • American Airlines
  • 3/2-24/2
  • 3 total stops
  • 54h 17m total
  • Auckland to Chicago
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Air Canada
  • Air Canada
  • 17/3
  • 2 total stops
  • 23h 52m total
  • Auckland to Chicago
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Highest demand for flights based on searches. 5% potential increase in price ($116 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease ($37 potential savings vs. average return price).
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Average for return flights in January 2026
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Find flight deals to Chicago

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 9 January 2026.

Tue 3/213:20AKL - ORD
1 stop19h 35mAmerican Airlines
Tue 24/206:00ORD - AKL
1 stop32h 55mAmerican Airlines
Deal found 8/1$1,211
Tue 10/214:00AKL - ORD
1 stop21h 42mAir Canada
Sat 14/215:35ORD - AKL
1 stop24h 25mAir Canada
Deal found 8/1$1,274
Tue 3/207:00AKL - ORD
3 stops34h 05mAir Canada
Tue 24/215:35ORD - AKL
2 stops48h 25mAir Canada
Deal found 8/1$1,288
Thu 5/206:15AKL - ORD
2 stops27h 26mAir Canada
Mon 9/215:35ORD - AKL
2 stops30h 45mAir Canada
Deal found 7/1$1,496
Thu 5/213:20AKL - ORD
2 stops22h 25mAmerican Airlines
Mon 9/206:00ORD - AKL
1 stop32h 55mAmerican Airlines
Deal found 6/1$1,505

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 9 January 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Auckland

Route

Departure

Return

Price

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 12/2

13:20-17:57

2 stops23h 37m

Chicago O'Hare Intl

Mon 16/2

07:00-09:55

1 stop31h 55m

$1,211

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 3/2

13:20-16:42

2 stops22h 22m

Chicago O'Hare Intl

Tue 24/2

06:00-09:55

1 stop32h 55m

$1,211

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 3/2

06:15-14:41

2 stops27h 26m

Chicago O'Hare Intl

Tue 24/2

18:00-11:00

2 stops46h 00m

$1,274

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 10/2

06:15-16:42

2 stops29h 27m

Chicago O'Hare Intl

Sat 14/2

15:35-11:00

1 stop24h 25m

$1,274

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 17/3

13:00-20:00

1 stop25h 00m

$645

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 2/6

14:00-06:46

2 stops33h 46m

$808

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 12/4

20:15-15:58

1 stop36h 43m

$815

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 13/4

14:00-11:26

3 stops38h 26m

$883

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 7/5

13:00-18:41

2 stops22h 41m

$937

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 13/4

20:15-00:59

1 stop21h 44m

$938

Flights are sorted by cheapest return flights first.

Deals found on 9/1

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

When is the best time to book a flight to Chicago?

Use this chart to determine the optimal time to book a return flight from Auckland to Chicago. Price data was last updated on 2 January 2026.

The best time to book flights to Chicago is 86 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

How long is the flight to Chicago?

On average, a flight from Auckland to Chicago takes 19 hours 59 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 United Airlines.

Air New Zealand
Air New Zealand
From $1,643
Qantas Airways
Qantas Airways
From $1,389
United Airlines
United Airlines
From $1,433
Air Canada
Air Canada
From $1,450

What are the cheapest airlines that fly to Chicago?

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

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 9 January 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
216 reviews
Check prices

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.5

Boarding

8.1

Crew

8.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.
Fiji Airways
8.0
Very Good
216 reviews
Fiji Airways
8.0
Very Good
216 reviews
Check prices

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.5

Boarding

8.1

Crew

8.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.
Air New Zealand
8.0
Very Good
567 reviews
Fiji Airways
8.0
Very Good
216 reviews
Check prices

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.5

Boarding

8.1

Crew

8.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.
Qantas Airways
7.5
Good
968 reviews
Fiji Airways
8.0
Very Good
216 reviews
Check prices

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.5

Boarding

8.1

Crew

8.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.
United Airlines
7.4
Good
9,142 reviews
Fiji Airways
8.0
Very Good
216 reviews
Check prices

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.5

Boarding

8.1

Crew

8.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.
Air Canada
7.1
Good
10,603 reviews
Fiji Airways
8.0
Very Good
216 reviews
Check prices

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.5

Boarding

8.1

Crew

8.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.

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 $337, while return flights cost around $151.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $182, however they can be found for as little as $151.

  • 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 (19 hours 59 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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