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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost $169, while return flights cost around $617.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around $356, however they can be found for as little as $356.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, Christchurch offers the quickest one-way flight (19 hours 39 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).

$881+ Flights to Chicago, Illinois

Flights to Chicago in 2024

Return from	$1,705
One-way from	$881
Popular in	July
Cheapest in	February
Average price	$2,365

Air Canada
1/2-8/2
4 total stops
75h 19m total
Auckland to Chicago

Search Deals

31/1
2 total stops
28h 08m total
Auckland to Chicago

Search Deals

High demand for flights, 2% potential price rise

Search Deals

Best time to find cheap flights, 0% potential price drop

Search Deals

Average for return flights in December 2024

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 18 December 2024.

Wed 25/1214:00AKL - ORD

1 stop19h 39mAir Canada

Wed 1/115:40ORD - AKL

1 stop24h 20mAir Canada

Deal found 17/12$2,047

Sat 21/1215:50AKL - ORD

1 stop39h 52mUnited Airlines

Mon 23/1210:35ORD - AKL

2 stops27h 35mUnited Airlines

Deal found 17/12$2,242

Tue 31/1215:50AKL - ORD

1 stop19h 12mAmerican Airlines

Mon 13/120:25ORD - AKL

1 stop18h 40mAmerican Airlines

Deal found 17/12$2,311

Tue 31/1216:05AKL - ORD

2 stops22h 39mMultiple Airlines

Sun 12/115:20ORD - AKL

2 stops27h 20mMultiple Airlines

Deal found 17/12$2,320

Sun 22/1213:20AKL - ORD

1 stop21h 01mQantas Airways

Sat 4/115:23ORD - AKL

1 stop23h 02mQantas Airways

Deal found 17/12$2,372

Tue 31/1214:50AKL - ORD

2 stops28h 06mDelta

Wed 8/107:05ORD - AKL

2 stops30h 50mDelta

Deal found 17/12$2,613

Sun 22/1222:10AKL - ORD

3 stops50h 36mChina Southern

Sat 4/115:40ORD - AKL

2 stops43h 50mChina Southern

Deal found 17/12$5,198

Tue 24/1200:55AKL - ORD

2 stops36h 04mSingapore Airlines

Wed 1/110:11ORD - AKL

3 stops42h 24mSingapore Airlines

Deal found 17/12$7,259

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 18 December 2024.

Sat 1/206:45AKL - ORD

2 stops26h 54mMultiple Airlines

Sat 8/215:35ORD - AKL

2 stops48h 25mMultiple Airlines

Deal found 18/12$1,705

Tue 8/406:35AKL - ORD

2 stops25h 04mAir Canada

Tue 29/414:05ORD - AKL

3 stops32h 00mAir Canada

Deal found 17/12$1,725

Mon 27/115:50AKL - ORD

2 stops32h 38mAmerican Airlines

Sun 9/218:45ORD - AKL

1 stop19h 40mAmerican Airlines

Deal found 18/12$1,787

Mon 20/106:40AKL - ORD

2 stops28h 19mQantas Airways

Fri 24/120:25ORD - AKL

1 stop18h 40mQantas Airways

Deal found 17/12$2,092

Tue 8/413:45AKL - ORD

1 stop41h 40mCathay Pacific

Tue 29/416:05ORD - AKL

1 stop48h 50mCathay Pacific

Deal found 17/12$2,347

Thu 16/115:50AKL - ORD

2 stops24h 35mUnited Airlines

Wed 22/114:35ORD - AKL

1 stop23h 35mUnited Airlines

Deal found 17/12$2,406

Tue 31/1214:50AKL - ORD

2 stops28h 06mDelta

Wed 8/107:05ORD - AKL

2 stops30h 50mDelta

Deal found 17/12$2,613

Fri 31/100:55AKL - ORD

2 stops36h 04mSingapore Airlines

Sat 8/218:55ORD - AKL

2 stops47h 25mSingapore Airlines

Deal found 18/12$5,059

Thu 16/113:30AKL - ORD

2 stops44h 25mEmirates

Wed 22/119:45ORD - AKL

3 stops48h 10mEmirates

Deal found 17/12$5,406

Mon 17/311:45AKL - ORD

1 stop39h 55mKorean Air

Tue 25/312:25ORD - AKL

1 stop27h 30mKorean Air

Deal found 17/12$9,714

Sun 16/322:10AKL - ORD

3 stops50h 28mChina Southern

Mon 24/317:10ORD - AKL

2 stops53h 05mChina Southern

Deal found 17/12$12,067

Sun 16/310:45AKL - ORD

1 stop27h 50mEVA Air

Sun 23/300:30ORD - AKL

1 stop39h 40mEVA Air

Deal found 17/12$12,464

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 18 December 2024 and is based on user searches.

Sat 21/1215:50AKL - ORD

1 stop39h 52mUnited Airlines

Mon 23/1210:35ORD - AKL

2 stops27h 35mUnited Airlines

Deal found 17/12$2,242

Sun 22/1222:10AKL - ORD

3 stops50h 36mChina Southern

Sat 4/115:40ORD - AKL

2 stops43h 50mChina Southern

Deal found 17/12$5,198

Tue 24/1200:55AKL - ORD

2 stops36h 04mSingapore Airlines

Wed 1/110:11ORD - AKL

3 stops42h 24mSingapore Airlines

Deal found 17/12$7,259

Tue 24/1200:55AKL - ORD

2 stops36h 04mMultiple Airlines

Wed 1/110:11ORD - AKL

2 stops52h 14mMultiple Airlines

Deal found 17/12$8,633

Wed 25/1214:00AKL - ORD

1 stop19h 39mAir Canada

Wed 1/115:40ORD - AKL

1 stop24h 20mAir Canada

Deal found 17/12$2,047

Tue 31/1216:05AKL - ORD

2 stops22h 39mMultiple Airlines

Sun 12/115:20ORD - AKL

2 stops27h 20mMultiple Airlines

Deal found 17/12$2,320

Tue 31/1214:50AKL - ORD

2 stops28h 06mDelta

Wed 8/107:05ORD - AKL

2 stops30h 50mDelta

Deal found 17/12$2,613

Mon 13/114:00AKL - ORD

1 stop19h 39mAir Canada

Mon 27/115:40ORD - AKL

1 stop24h 20mAir Canada

Deal found 18/12$1,928

Thu 16/113:30AKL - ORD

2 stops44h 25mEmirates

Wed 22/119:45ORD - AKL

3 stops48h 10mEmirates

Deal found 17/12$5,406

Mon 20/106:40AKL - ORD

2 stops28h 19mQantas Airways

Fri 24/120:25ORD - AKL

1 stop18h 40mQantas Airways

Deal found 17/12$2,092

Mon 27/113:20AKL - ORD

1 stop21h 09mAmerican Airlines

Sun 9/207:18ORD - AKL

1 stop31h 47mAmerican Airlines

Deal found 18/12$1,787

Fri 31/100:55AKL - ORD

2 stops36h 04mSingapore Airlines

Sat 8/218:55ORD - AKL

2 stops47h 25mSingapore Airlines

Deal found 18/12$5,059

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 18 December 2024.

Fri 31/114:05AKL - ORD

2 stops28h 08mMultiple Airlines

Deal found 16/12$881

Fri 31/114:00AKL - ORD

1 stop19h 39mAir Canada

Deal found 16/12$932

Fri 31/113:20AKL - ORD

1 stop18h 54mQantas Airways

Deal found 17/12$1,060

Fri 4/419:40AKL - ORD

1 stop19h 48mAir New Zealand

Deal found 17/12$1,209

Sat 5/420:15AKL - ORD

1 stop33h 39mUnited Airlines

Deal found 17/12$1,317

Thu 3/400:55AKL - ORD

2 stops35h 21mSingapore Airlines

Deal found 17/12$2,144

Sat 4/111:10AKL - ORD

2 stops64h 15mEtihad Airways

Deal found 18/12$3,548

Sat 4/114:50AKL - ORD

3 stops27h 02mDelta

Deal found 18/12$6,215

Sat 4/110:45AKL - ORD

1 stop27h 50mEVA Air

Deal found 17/12$10,699

Find flights to Chicago within your budget

Fly from

Route

Departure

Return

Price

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 8/4

06:35-14:39

2 stops25h 04m

Chicago O'Hare Intl

Tue 29/4

15:40-15:05

2 stops30h 25m

$1,716

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 20/1

15:50-19:31

1 stop22h 41m

Chicago O'Hare Intl

Fri 24/1

20:25-10:05

1 stop18h 40m

$2,092

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 20/1

15:50-17:53

2 stops21h 03m

Chicago O'Hare Intl

Fri 24/1

15:25-10:05

2 stops23h 40m

$2,101

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 31/12

16:05-19:44

2 stops22h 39m

Chicago O'Hare Intl

Sun 12/1

15:20-13:40

2 stops27h 20m

$2,320

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 8/4

13:45-14:25

1 stop41h 40m

Chicago O'Hare Intl

Tue 29/4

16:05-09:55

1 stop48h 50m

$2,347

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 16/1

15:50-17:05

1 stop20h 15m

Chicago O'Hare Intl

Wed 22/1

14:35-09:10

1 stop23h 35m

$2,406

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 31/12

14:50-23:56

2 stops28h 06m

Chicago O'Hare Intl

Wed 8/1

07:05-08:55

2 stops30h 50m

$2,613

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 16/1

13:30-14:55

2 stops44h 25m

Chicago O'Hare Intl

Wed 22/1

19:45-14:55

3 stops48h 10m

$5,406

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 17/3

11:45-09:40

1 stop39h 55m

Chicago O'Hare Intl

Tue 25/3

12:25-09:55

1 stop27h 30m

$9,714

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 16/3

22:10-06:38

3 stops50h 28m

Chicago O'Hare Intl

Mon 24/3

12:00-16:15

3 stops58h 15m

$12,067

Flights are sorted by cheapest return flights first.

Deals found on 16/12

Showing 1-10 of 19 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 18 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 20 hours 39 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 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, Air New Zealand and United Airlines.

Qantas Airways

From $894

Air New Zealand

From $990

United Airlines

From $929

Air Canada

From $924

What are the cheapest airlines that fly to Chicago?

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

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

See what other customers who have flown with Air Canada and Singapore Airlines to Chicago have to say. 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.

EVA Air

8.4

Very Good

1,269 reviews

Check prices

Reviews

1 / 10

The food was HORRIBLE, the flight crew looked as though they’d rather be getting a root canal, and the bathrooms were disgusting.

EVA Air

8.4

Very Good

1,269 reviews

EVA Air

8.4

Very Good

1,269 reviews

Check prices

Reviews

1 / 10

The food was HORRIBLE, the flight crew looked as though they’d rather be getting a root canal, and the bathrooms were disgusting.

Korean Air

8.4

Very Good

1,018 reviews

EVA Air

8.4

Very Good

1,269 reviews

Check prices

Reviews

1 / 10

The food was HORRIBLE, the flight crew looked as though they’d rather be getting a root canal, and the bathrooms were disgusting.

Emirates

8.1

Very Good

3,412 reviews

EVA Air

8.4

Very Good

1,269 reviews

Check prices

Reviews

1 / 10

The food was HORRIBLE, the flight crew looked as though they’d rather be getting a root canal, and the bathrooms were disgusting.

Singapore Airlines

8.1

Very Good

1,329 reviews

EVA Air

8.4

Very Good

1,269 reviews

Check prices

Reviews

1 / 10

The food was HORRIBLE, the flight crew looked as though they’d rather be getting a root canal, and the bathrooms were disgusting.

Delta

8.0

Very Good

8,604 reviews

EVA Air

8.4

Very Good

1,269 reviews

Check prices

Reviews

1 / 10

The food was HORRIBLE, the flight crew looked as though they’d rather be getting a root canal, and the bathrooms were disgusting.

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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost $169, while return flights cost around $617.
How much is a return flight to Chicago?
A return flight to Chicago will typically cost around $356, however they can be found for as little as $356.
Where does the fastest flight to Chicago depart from?
For those looking to save time traveling to Chicago, Christchurch offers the quickest one-way flight (19 hours 39 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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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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$881+ 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 31/1. Fares are subject to change and may not be available on all flights or dates of travel.

Flights to Chicago in 2024

Find the latest flights to Chicago in 2024, 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 18 December 2024.

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 18 December 2024.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 18 December 2024.

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 18 December 2024.

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 13 December 2024.

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

See what other customers who have flown with Air Canada and Singapore Airlines to Chicago have to say. 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.

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.

Fly your favourite airline to Chicago

Fly your favorite airline to Chicago. Flight routes are based on user searches made on Cheapflights and were last updated on 18 December 2024.

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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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 18 December 2024.