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$714+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
10 Dec — 17 Dec1
1 adult
1 adult, Economy, 0 bags

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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 10 November 2025.

Mon 24/1113:20AKL - ORD
2 stops23h 05mAmerican Airlines
Mon 8/1208:50ORD - AKL
1 stop30h 05mAmerican Airlines
Deal found 8/11$1,327
Wed 24/1214:00AKL - ORD
2 stops40h 18mAir Canada
Wed 31/1220:15ORD - AKL
2 stops67h 45mAir Canada
Deal found 8/11$1,456
Mon 22/1214:00AKL - ORD
2 stops46h 03mAir Canada
Mon 12/120:30ORD - AKL
2 stops67h 30mAir Canada
Deal found 9/11$1,549
Mon 1/1214:00AKL - ORD
1 stop19h 41mAir Canada
Sun 14/1215:40ORD - AKL
1 stop24h 20mAir Canada
Deal found 7/11$1,700
Mon 24/1114:35AKL - ORD
2 stops25h 50mDelta
Mon 8/1210:45ORD - AKL
2 stops26h 50mDelta
Deal found 8/11$1,890
Wed 24/1215:50AKL - ORD
1 stop20h 31mQantas Airways
Wed 31/1219:47ORD - AKL
1 stop19h 08mQantas Airways
Deal found 8/11$1,908
Mon 22/1215:50AKL - ORD
1 stop20h 46mQantas Airways
Mon 12/117:10ORD - AKL
1 stop21h 00mQantas Airways
Deal found 9/11$2,002
Wed 24/1214:00AKL - ORD
3 stops27h 07mMultiple Airlines
Wed 31/1209:34ORD - AKL
2 stops30h 26mMultiple Airlines
Deal found 8/11$2,115

Flights to Chicago in 2025

Find the latest flights to Chicago in 2025, 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 10 November 2025.

Return from

$1,316

One-way from

$714

Popular in

April

Cheapest in

February

Average price

$1,998
American Airlines
  • American Airlines
  • 3/2-24/2
  • 3 total stops
  • 54h 30m total
  • Auckland to Chicago
Search Deals
Air Canada
  • Air Canada
  • 1/2
  • 1 total stop
  • 21h 01m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($103 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($36 potential savings vs. average return price).
Search Deals
Average for return flights in November 2025
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 10 November 2025.
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

Tue 3/2

13:20-11:55

1 stop17h 35m

Chicago O'Hare Intl

Tue 24/2

07:00-10:05

1 stop32h 05m

$1,316

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 3/2

14:00-20:10

2 stops25h 10m

Chicago O'Hare Intl

Tue 24/2

15:40-16:50

2 stops30h 10m

$1,405

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 24/12

14:00-11:18

2 stops40h 18m

Chicago O'Hare Intl

Wed 31/12

20:15-11:00

2 stops67h 45m

$1,456

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 10/3

14:50-05:03

1 stop32h 13m

Chicago O'Hare Intl

Wed 11/3

07:35-05:55

1 stop28h 20m

$1,460

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 1/2

12:40-14:41

1 stop21h 01m

$714

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 17/12

08:00-06:05

2 stops41h 05m

$762

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 1/12

14:00-14:41

1 stop19h 41m

$778

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 29/12

20:10-06:05

1 stop28h 55m

$835

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 26/2

23:30-21:58

3 stops41h 28m

$865

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 7/5

13:00-20:35

2 stops24h 35m

$957

Flights are sorted by cheapest return flights first.

Deals found on 9/11

Showing 1-10 of 13 results
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

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 7 November 2025.

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 18 hours 56 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.

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly return from Auckland to Chicago. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Chicago should consider flying on Saturday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Wednesday evenings, when prices are usually at their highest.

What are the most popular airlines that fly to Chicago?

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

Qantas Airways
Qantas Airways
From $1,466
Air New Zealand
Air New Zealand
From $1,679
United Airlines
United Airlines
From $1,465
Air Canada
Air Canada
From $1,482

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are United Airlines, Qantas Airways 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 10 November 2025.
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
209 reviews
Check prices

Entertainment

7.5

Crew

8.5

Boarding

8.2

Overall

8.1

Comfort

8.0

Food

7.5

Reviews

1 / 17
10.0
Excellent

Anonymous,Oct 2025

CNS - NAN

Food service: Outstanding. Comfort of seating and usual things: Also outstanding.
Fiji Airways
8.1
Very Good
209 reviews
Fiji Airways
8.1
Very Good
209 reviews
Check prices

Entertainment

7.5

Crew

8.5

Boarding

8.2

Overall

8.1

Comfort

8.0

Food

7.5

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
525 reviews
Fiji Airways
8.1
Very Good
209 reviews
Check prices

Entertainment

7.5

Crew

8.5

Boarding

8.2

Overall

8.1

Comfort

8.0

Food

7.5

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
930 reviews
Fiji Airways
8.1
Very Good
209 reviews
Check prices

Entertainment

7.5

Crew

8.5

Boarding

8.2

Overall

8.1

Comfort

8.0

Food

7.5

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
9,011 reviews
Fiji Airways
8.1
Very Good
209 reviews
Check prices

Entertainment

7.5

Crew

8.5

Boarding

8.2

Overall

8.1

Comfort

8.0

Food

7.5

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
10,429 reviews
Fiji Airways
8.1
Very Good
209 reviews
Check prices

Entertainment

7.5

Crew

8.5

Boarding

8.2

Overall

8.1

Comfort

8.0

Food

7.5

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, 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 $326, while return flights cost around $155.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $186, however they can be found for as little as $155.

  • 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 56 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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