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$780+ 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 20/5. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
31 Mar — 7 Apr1
1 adult

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 26 March 2025.

Return from

$1,518

One-way from

$790

Popular in

April

Cheapest in

February

Average price

$2,017
Air Canada
  • Air Canada
  • 12/5-26/5
  • 3 total stops
  • 57h 20m total
  • Auckland to Chicago
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Air Canada
  • Air Canada
  • 12/5
  • 1 total stop
  • 27h 45m total
  • Auckland to Chicago
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Highest demand for flights based on searches. 3% potential increase in price ($149 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease ($73 potential savings vs. average return price).
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Average for return flights in March 2025
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Find flight deals to Chicago

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 26 March 2025.

Mon 12/519:45AKL - ORD
1 stop27h 00mAir Canada
Mon 26/515:35ORD - AKL
2 stops30h 20mAir Canada
Deal found 25/3$1,518
Thu 29/506:00AKL - ORD
2 stops25h 43mMultiple Airlines
Mon 9/615:35ORD - AKL
2 stops30h 30mMultiple Airlines
Deal found 25/3$1,548
Wed 30/413:25AKL - ORD
2 stops27h 34mQantas Airways
Tue 20/519:13ORD - AKL
2 stops25h 52mQantas Airways
Deal found 25/3$2,073
Tue 1/715:50AKL - ORD
2 stops31h 20mAmerican Airlines
Sun 20/711:53ORD - AKL
2 stops29h 32mAmerican Airlines
Deal found 24/3$2,132
Fri 16/507:00AKL - ORD
2 stops29h 39mUnited Airlines
Fri 16/521:50ORD - AKL
2 stops40h 20mUnited Airlines
Deal found 25/3$2,205
Fri 10/1014:25AKL - ORD
1 stop42h 00mCathay Pacific
Tue 14/1016:00ORD - AKL
1 stop48h 50mCathay Pacific
Deal found 25/3$2,256
Thu 29/520:15AKL - ORD
1 stop19h 49mAir New Zealand
Mon 9/621:40ORD - AKL
1 stop39h 20mAir New Zealand
Deal found 25/3$2,425
Thu 24/421:25AKL - ORD
2 stops48h 49mChina Southern
Thu 1/512:06ORD - AKL
3 stops58h 29mChina Southern
Deal found 25/3$2,915
Thu 9/1010:40AKL - ORD
1 stop28h 05mEVA Air
Sun 12/1000:30ORD - AKL
1 stop39h 45mEVA Air
Deal found 25/3$4,498
Tue 1/723:55AKL - ORD
3 stops64h 30mSingapore Airlines
Tue 29/711:35ORD - AKL
3 stops55h 45mSingapore Airlines
Deal found 25/3$5,909

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 26 March 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

Mon 12/5

19:45-05:45

1 stop27h 00m

Chicago O'Hare Intl

Mon 26/5

15:35-14:55

2 stops30h 20m

$1,518

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 29/5

06:00-14:43

2 stops25h 43m

Chicago O'Hare Intl

Mon 9/6

15:35-15:05

2 stops30h 30m

$1,548

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 30/4

13:25-23:59

2 stops27h 34m

Chicago O'Hare Intl

Tue 20/5

19:13-14:05

2 stops25h 52m

$2,073

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 16/5

07:00-19:39

2 stops29h 39m

Chicago O'Hare Intl

Fri 16/5

21:50-07:10

2 stops40h 20m

$2,205

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 29/5

20:15-23:04

1 stop19h 49m

Chicago O'Hare Intl

Mon 9/6

21:40-06:00

1 stop39h 20m

$2,425

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 24/4

21:25-05:14

2 stops48h 49m

Chicago O'Hare Intl

Thu 1/5

12:06-15:35

3 stops58h 29m

$2,915

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 29/5

09:40-21:00

1 stop28h 20m

Chicago O'Hare Intl

Sun 8/6

00:30-09:15

1 stop39h 45m

$4,885

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 20/5

06:35-05:46

2 stops40h 11m

$780

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 23/5

13:55-11:36

2 stops38h 41m

$846

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 21/5

06:00-17:26

2 stops28h 26m

$1,038

Flights are sorted by cheapest return flights first.

Deals found on 25/3

Showing 1-10 of 17 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 21 March 2025.

The best time to book flights to Chicago is 41 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 25 hours 34 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 1 September 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 Saturday 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, United Airlines and Air New Zealand.

Qantas Airways

Qantas Airways

From $894

United Airlines

United Airlines

From $929

Air New Zealand

Air New Zealand

From $1,106

Air Canada

Air Canada

From $890

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are Air Canada, Qantas Airways and United 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 26 March 2025.
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Food

7.8

Overall

8.7

Boarding

8.7

Comfort

8.0

Entertainment

7.2

Crew

9.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Air Tahiti Nui
8.7
Very Good
61 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Food

7.8

Overall

8.7

Boarding

8.7

Comfort

8.0

Entertainment

7.2

Crew

9.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
EVA Air
8.4
Very Good
1,170 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Food

7.8

Overall

8.7

Boarding

8.7

Comfort

8.0

Entertainment

7.2

Crew

9.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Singapore Airlines
8.1
Very Good
1,284 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Food

7.8

Overall

8.7

Boarding

8.7

Comfort

8.0

Entertainment

7.2

Crew

9.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Emirates
8.0
Very Good
3,190 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Food

7.8

Overall

8.7

Boarding

8.7

Comfort

8.0

Entertainment

7.2

Crew

9.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.
Air New Zealand
7.9
Good
455 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Food

7.8

Overall

8.7

Boarding

8.7

Comfort

8.0

Entertainment

7.2

Crew

9.1

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

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, Air Canada 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 $154, while return flights cost around $174.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $108, however they can be found for as little as $100.

  • 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 (25 hours 34 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, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Chicago today and book when you’re ready!

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