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$698+ 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 18/2. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
25 Jan — 1 Feb1
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 20 January 2025.

Return from

$1,485

One-way from

$698

Popular in

July

Cheapest in

February

Average price

$1,937
Iberia
  • Iberia
  • 5/3-12/3
  • 2 total stops
  • 60h 21m total
  • Auckland to Chicago
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18/2
  • 18/2
  • 2 total stops
  • 38h 46m total
  • Auckland to Chicago
Search Deals
High demand for flights, 5% potential price rise
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Best time to find cheap flights, 1% potential price drop
Search Deals
Average for return flights in January 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 20 January 2025.

Wed 5/315:50AKL - ORD
1 stop38h 51mMultiple Airlines
Wed 12/316:40ORD - AKL
1 stop21h 30mMultiple Airlines
Deal found 19/1$1,485
Wed 5/314:00AKL - ORD
1 stop19h 39mAir Canada
Wed 12/315:40ORD - AKL
1 stop24h 20mAir Canada
Deal found 19/1$1,714
Wed 30/415:50AKL - ORD
2 stops31h 27mAmerican Airlines
Tue 20/508:10ORD - AKL
2 stops33h 15mAmerican Airlines
Deal found 19/1$1,852
Mon 24/306:40AKL - ORD
2 stops26h 33mQantas Airways
Tue 1/415:16ORD - AKL
2 stops28h 44mQantas Airways
Deal found 19/1$2,039
Mon 17/314:55AKL - ORD
1 stop41h 05mCathay Pacific
Mon 31/316:05ORD - AKL
1 stop48h 45mCathay Pacific
Deal found 19/1$2,150
Mon 4/819:45AKL - ORD
1 stop19h 52mAir New Zealand
Wed 20/810:40ORD - AKL
1 stop26h 20mAir New Zealand
Deal found 19/1$2,342
Wed 5/320:10AKL - ORD
2 stops22h 48mUnited Airlines
Wed 12/314:18ORD - AKL
1 stop21h 37mUnited Airlines
Deal found 19/1$2,453
Tue 4/300:55AKL - ORD
2 stops35h 03mSingapore Airlines
Wed 12/319:00ORD - AKL
2 stops48h 20mSingapore Airlines
Deal found 19/1$4,098

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 20 January 2025.

Fly from

Any airport

Route

Departure

Return

Price

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 5/3

15:50-11:41

1 stop38h 51m

Chicago O'Hare Intl

Wed 12/3

16:40-08:10

1 stop21h 30m

$1,485

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 5/3

06:25-14:39

2 stops27h 14m

Chicago O'Hare Intl

Wed 12/3

15:40-10:00

1 stop24h 20m

$1,714

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 30/4

15:50-06:17

2 stops31h 27m

Chicago O'Hare Intl

Tue 20/5

08:10-10:25

2 stops33h 15m

$1,852

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 24/3

12:20-17:54

1 stop23h 34m

Chicago O'Hare Intl

Tue 1/4

15:16-14:00

2 stops28h 44m

$2,039

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 17/3

14:55-14:00

1 stop41h 05m

Chicago O'Hare Intl

Mon 31/3

16:05-10:50

1 stop48h 45m

$2,150

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 24/3

19:45-00:15

1 stop22h 30m

Chicago O'Hare Intl

Tue 1/4

16:09-06:00

1 stop19h 51m

$2,390

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 5/3

20:10-23:58

2 stops22h 48m

Chicago O'Hare Intl

Wed 12/3

14:18-05:55

1 stop21h 37m

$2,453

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 4/3

00:55-16:58

2 stops35h 03m

Chicago O'Hare Intl

Wed 12/3

19:00-13:20

2 stops48h 20m

$4,098

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 18/2

14:05-09:51

2 stops38h 46m

$698

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 5/3

14:00-14:39

1 stop19h 39m

$950

Flights are sorted by cheapest return flights first.

Deals found on 19/1

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.

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 17 January 2025.

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 25 hours 57 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, Air New Zealand and United Airlines.

Qantas Airways

Qantas Airways

From $951

Air New Zealand

Air New Zealand

From $990

United Airlines

United Airlines

From $929

Air Canada

Air Canada

From $924

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

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 20 January 2025.
Singapore Airlines
8.1
Very Good
1,328 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Food

7.7

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

Singapore Airlines
8.1
Very Good
1,328 reviews
Singapore Airlines
8.1
Very Good
1,328 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Food

7.7

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

Air New Zealand
7.9
Good
485 reviews
Singapore Airlines
8.1
Very Good
1,328 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Food

7.7

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

Qantas Airways
7.5
Good
824 reviews
Singapore Airlines
8.1
Very Good
1,328 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Food

7.7

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

Cathay Pacific
7.5
Good
830 reviews
Singapore Airlines
8.1
Very Good
1,328 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Food

7.7

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

United Airlines
7.4
Good
8,982 reviews
Singapore Airlines
8.1
Very Good
1,328 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Food

7.7

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Crew and in flight experience were great! I felt safe in the plane. Only downside was sitting in economy and the seat/person in front of me who had their seat reclined most of the flight (9 hrs) which made it difficult to eat or be fully comfortable.

  • 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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost $174, while return flights cost around $636.

  • 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, Auckland Intl offers the quickest one-way flight (25 hours 57 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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