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 $135, 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 (26 hours 18 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).

$752+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	$1,220
One-way from	$752
Popular in	April
Cheapest in	February
Average price	$1,725

American Airlines
30/4-20/5
4 total stops
62h 37m total
Auckland to Chicago

Search Deals

Qantas Airways
29/4
2 total stops
28h 14m total
Auckland to Chicago

Search Deals

Highest demand for flights based on searches. 1% potential increase in price ($61 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($49 potential savings vs. average return price).

Search Deals

Average for return flights in February 2025

Search Deals

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 22 February 2025.

Thu 29/515:50AKL - ORD

2 stops31h 16mAmerican Airlines

Mon 9/613:15ORD - AKL

2 stops28h 10mAmerican Airlines

Deal found 20/2$1,244

Fri 7/314:00AKL - ORD

1 stop19h 39mAir Canada

Sun 23/315:40ORD - AKL

1 stop24h 20mAir Canada

Deal found 20/2$1,388

Thu 29/507:30AKL - ORD

2 stops32h 13mQantas Airways

Mon 9/614:45ORD - AKL

2 stops31h 15mQantas Airways

Deal found 20/2$1,485

Sun 23/313:00AKL - ORD

2 stops45h 37mMultiple Airlines

Sat 29/315:40ORD - AKL

2 stops32h 15mMultiple Airlines

Deal found 20/2$1,512

Fri 7/315:50AKL - ORD

1 stop26h 41mUnited Airlines

Sun 23/318:15ORD - AKL

1 stop20h 55mUnited Airlines

Deal found 20/2$1,927

Fri 19/919:40AKL - ORD

1 stop33h 36mAir New Zealand

Fri 3/1010:42ORD - AKL

1 stop24h 48mAir New Zealand

Deal found 19/2$2,377

Tue 1/713:25AKL - ORD

1 stop42h 00mCathay Pacific

Mon 21/716:00ORD - AKL

1 stop48h 50mCathay Pacific

Deal found 21/2$2,420

Fri 7/314:50AKL - ORD

2 stops22h 33mDelta

Sun 23/309:40ORD - AKL

2 stops28h 15mDelta

Deal found 20/2$2,425

Fri 7/310:45AKL - ORD

1 stop27h 50mEVA Air

Sat 22/300:30ORD - AKL

2 stops44h 05mEVA Air

Deal found 20/2$2,948

Mon 7/421:25AKL - ORD

2 stops49h 52mChina Southern

Mon 14/412:06ORD - AKL

3 stops58h 29mChina Southern

Deal found 21/2$3,042

Mon 31/300:55AKL - ORD

2 stops35h 21mSingapore Airlines

Mon 21/418:56ORD - AKL

2 stops58h 14mSingapore Airlines

Deal found 19/2$4,938

Sat 20/919:10AKL - ORD

2 stops40h 53mLATAM Airlines

Fri 3/1011:00ORD - AKL

3 stops49h 15mLATAM Airlines

Deal found 19/2$5,282

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 22 February 2025.

Wed 30/415:50AKL - ORD

2 stops31h 27mAmerican Airlines

Tue 20/510:15ORD - AKL

2 stops31h 10mAmerican Airlines

Deal found 20/2$1,220

Fri 7/314:00AKL - ORD

1 stop19h 39mAir Canada

Sun 23/315:40ORD - AKL

1 stop24h 20mAir Canada

Deal found 20/2$1,388

Sun 23/313:00AKL - ORD

2 stops45h 37mMultiple Airlines

Sat 29/315:40ORD - AKL

2 stops32h 15mMultiple Airlines

Deal found 20/2$1,512

Fri 7/315:50AKL - ORD

1 stop26h 41mUnited Airlines

Sun 23/318:15ORD - AKL

1 stop20h 55mUnited Airlines

Deal found 20/2$1,927

Fri 4/406:00AKL - ORD

2 stops27h 56mQantas Airways

Fri 11/418:45ORD - AKL

2 stops26h 25mQantas Airways

Deal found 20/2$2,151

Fri 7/314:50AKL - ORD

2 stops22h 33mDelta

Sun 23/309:40ORD - AKL

2 stops28h 15mDelta

Deal found 20/2$2,425

Thu 17/419:40AKL - ORD

1 stop20h 32mAir New Zealand

Mon 21/414:20ORD - AKL

1 stop21h 40mAir New Zealand

Deal found 20/2$2,768

Fri 4/414:25AKL - ORD

1 stop42h 00mCathay Pacific

Fri 11/416:00ORD - AKL

1 stop48h 50mCathay Pacific

Deal found 21/2$2,858

Fri 7/310:45AKL - ORD

1 stop27h 50mEVA Air

Sat 22/300:30ORD - AKL

2 stops44h 05mEVA Air

Deal found 20/2$2,948

Sun 6/421:25AKL - ORD

2 stops48h 49mChina Southern

Sun 13/417:30ORD - AKL

2 stops53h 05mChina Southern

Deal found 20/2$3,112

Mon 31/300:55AKL - ORD

2 stops35h 21mSingapore Airlines

Mon 21/418:56ORD - AKL

2 stops58h 14mSingapore Airlines

Deal found 19/2$4,938

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 22 February 2025.

Tue 29/406:10AKL - ORD

2 stops28h 14mQantas Airways

Deal found 19/2$752

Mon 19/506:00AKL - ORD

2 stops26h 55mAmerican Airlines

Deal found 20/2$756

Sat 5/423:30AKL - ORD

3 stops30h 04mMultiple Airlines

Deal found 19/2$990

Mon 19/520:15AKL - ORD

1 stop19h 45mAir New Zealand

Deal found 20/2$1,022

Sat 17/513:50AKL - ORD

1 stop32h 21mUnited Airlines

Deal found 20/2$1,056

Mon 19/519:55AKL - ORD

3 stops43h 11mAir Canada

Deal found 20/2$1,220

Sat 5/414:25AKL - ORD

1 stop42h 00mCathay Pacific

Deal found 19/2$1,586

Sat 17/513:00AKL - ORD

3 stops25h 04mDelta

Deal found 20/2$2,147

Sun 6/421:25AKL - ORD

3 stops49h 52mChina Southern

Deal found 20/2$2,151

Thu 3/400:55AKL - ORD

2 stops35h 21mSingapore Airlines

Deal found 20/2$3,228

Find flights to Chicago within your budget

Fly from

Route

Departure

Return

Price

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 30/4

06:00-13:55

2 stops24h 55m

Chicago O'Hare Intl

Tue 20/5

17:38-14:00

2 stops27h 22m

$1,501

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 30/4

20:15-10:11

2 stops30h 56m

Chicago O'Hare Intl

Tue 20/5

06:00-06:00

1 stop31h 00m

$2,043

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 17/4

15:15-05:45

2 stops31h 30m

Chicago O'Hare Intl

Mon 21/4

16:45-06:00

1 stop20h 15m

$2,125

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 6/4

15:55-15:56

2 stops41h 01m

Chicago O'Hare Intl

Sun 13/4

08:25-00:35

2 stops47h 10m

$2,191

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 17/4

19:40-23:12

1 stop20h 32m

Chicago O'Hare Intl

Mon 21/4

14:20-05:00

1 stop21h 40m

$2,768

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 4/4

14:25-14:25

1 stop42h 00m

Chicago O'Hare Intl

Fri 11/4

16:00-09:50

1 stop48h 50m

$2,858

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 7/4

21:25-06:17

2 stops49h 52m

Chicago O'Hare Intl

Mon 14/4

12:06-15:35

3 stops58h 29m

$3,042

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 4/4

10:40-21:00

1 stop28h 20m

Chicago O'Hare Intl

Thu 10/4

00:30-09:15

1 stop39h 45m

$3,787

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 3/4

00:55-18:16

2 stops35h 21m

Chicago O'Hare Intl

Fri 11/4

13:26-22:10

3 stops39h 44m

$6,944

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 29/4

06:10-17:24

2 stops28h 14m

$754

Flights are sorted by cheapest return flights first.

Deals found on 21/2

Showing 1-10 of 18 results

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.

Travel insights for flights to Chicago

Get recent, data-driven insights about flights to Chicago including ideal travel times, pricing trends, and more.

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

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 26 hours 18 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?

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 Sunday 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

From $951

Air New Zealand

From $1,132

United Airlines

From $929

Air Canada

From $890

What are the cheapest airlines that fly to Chicago?

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

Rainfall in Chicago 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

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

EVA Air

8.4

Very Good

1,199 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

EVA Air

8.4

Very Good

1,199 reviews

EVA Air

8.4

Very Good

1,199 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Singapore Airlines

8.1

Very Good

1,297 reviews

EVA Air

8.4

Very Good

1,199 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Delta

8.0

Very Good

8,213 reviews

EVA Air

8.4

Very Good

1,199 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Air New Zealand

7.9

Good

460 reviews

EVA Air

8.4

Very Good

1,199 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

China Southern

7.6

Good

87 reviews

EVA Air

8.4

Very Good

1,199 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

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 $135, 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 (26 hours 18 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

Flights to Midway

Flights to O'Hare Intl

Flights from Midway

Flights from O'Hare Intl

Popular United States flight routes

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Flights from Auckland to John F Kennedy Intl

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Flights from Auckland to George Bush Intcntl

Flights from Los Angeles to Las Vegas

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How does Cheapflights help users find flights to Chicago?

When you search for this flight to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

Why should you use Cheapflights to find cheap flight tickets to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights to Chicago with no change fees?

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.

Can Cheapflights notify me if prices for flights to Chicago become cheaper?

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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$752+ 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 29/4. Fares are subject to change and may not be available on all flights or dates of travel.

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 22 February 2025.

Return from

One-way from

Popular in

Cheapest in

Average price

Find flight deals to Chicago

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 22 February 2025.

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 February 2025.

Find flights to Chicago within your budget

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 February 2025.

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.

Travel insights for flights to Chicago

Get recent, data-driven insights about flights to Chicago including ideal travel times, pricing trends, and more.

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 14 February 2025.

How long is the flight to Chicago?

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.

What are the most popular airlines that fly to Chicago?

What are the cheapest airlines that fly to Chicago?

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Can I find cheaper flights to Chicago if I am willing to have stopovers?

What is the best airline to fly to Chicago?

What is the cheapest airport to fly to in Chicago?

How much is a return flight to Chicago?

Where does the fastest flight to Chicago depart from?

Does Chicago O'Hare Intl have rental cars?

Are there hotels close to Chicago O'Hare Intl?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Airports serving Chicago

Book a flight to or from one of these Chicago airports.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Chicago?

Why should you use Cheapflights to find cheap flight tickets to Chicago?

Can Cheapflights find flights to Chicago with no change fees?

Can Cheapflights notify me if prices for flights to Chicago become cheaper?

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Book with Flexibility

Travel Smart

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 February 2025.