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$1,013+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
14 Jul — 21 Jul1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

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 14 June 2026.

Mon 27/716:25
AKL
-
ORD
1 stop34h 37m
American Airlines
Mon 3/819:08
ORD
-
AKL
2 stops26h 02m
American Airlines
Deal found 12/6$1,785
Wed 22/716:25
AKL
-
ORD
1 stop34h 37m
American Airlines
Fri 31/719:08
ORD
-
AKL
2 stops25h 57m
American Airlines
Deal found 13/6$1,826
Tue 15/920:15
AKL
-
ORD
1 stop18h 20m
Air New Zealand
Sat 26/919:45
ORD
-
AKL
1 stop40h 15m
Air New Zealand
Deal found 13/6$1,954
Wed 22/720:15
AKL
-
ORD
1 stop22h 00m
Air New Zealand
Fri 31/721:40
ORD
-
AKL
1 stop38h 50m
Air New Zealand
Deal found 12/6$1,971
Thu 9/713:50
AKL
-
ORD
1 stop24h 48m
Air New Zealand
Thu 23/721:30
ORD
-
AKL
1 stop39h 30m
Air New Zealand
Deal found 10/6$1,975
Thu 16/713:50
AKL
-
ORD
1 stop24h 13m
Air New Zealand
Wed 29/715:57
ORD
-
AKL
2 stops30h 08m
Air New Zealand
Deal found 10/6$2,055
Mon 27/713:50
AKL
-
ORD
1 stop18h 00m
United Airlines
Mon 3/821:35
ORD
-
AKL
1 stop40h 35m
United Airlines
Deal found 12/6$2,066
Tue 28/720:15
AKL
-
ORD
1 stop22h 00m
United Airlines
Tue 4/814:30
ORD
-
AKL
1 stop23h 40m
United Airlines
Deal found 13/6$2,076
Thu 16/719:50
AKL
-
ORD
1 stop21h 55m
United Airlines
Wed 29/715:47
ORD
-
AKL
2 stops30h 18m
United Airlines
Deal found 11/6$2,078

Find flight deals to Chicago

Find the latest flights to Chicago in 2026, 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 14 June 2026.

Return from

$1,785

One-way from

$1,013

Popular in

June

Cheapest in

February

Average price

$2,541
American Airlines
  • American Airlines
  • 27/7-3/8
  • 3 total stops
  • 60h 39m total
  • Auckland to Chicago
Search Deals
1/12
  • 1/12
  • 3 total stops
  • 45h 11m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($343 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($39 potential savings vs. average return price).
Search Deals
Average for return flights in June 2026
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 14 June 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Departure

Return

Price

Cheapest return flight

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 27/7

13:50-14:50

1 stop18h 00m

Chicago O'Hare Intl

Mon 3/8

21:35-07:10

1 stop40h 35m

$2,066

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 28/7

20:15-00:44

2 stops21h 29m

Chicago O'Hare Intl

Tue 4/8

14:00-07:10

2 stops24h 10m

$2,076

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 15/9

20:15-23:05

1 stop19h 50m

Chicago O'Hare Intl

Sat 26/9

22:00-06:00

2 stops38h 00m

$2,078

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 16/7

20:15-01:15

1 stop22h 00m

Chicago O'Hare Intl

Wed 29/7

20:02-05:30

1 stop40h 28m

$2,102
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 25/7

20:15-00:44

2 stops21h 29m

Chicago O'Hare Intl

Sat 1/8

15:57-07:10

1 stop22h 13m

$2,134

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 16/7

13:50-23:31

2 stops26h 41m

Chicago O'Hare Intl

Wed 29/7

18:10-15:05

2 stops27h 55m

$2,179

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 29/6

13:50-21:38

1 stop24h 48m

Chicago O'Hare Intl

Wed 5/8

07:30-06:00

1 stop29h 30m

$2,426

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 15/8

06:10-17:29

2 stops28h 19m

Chicago O'Hare Intl

Fri 28/8

19:07-14:05

2 stops25h 58m

$2,517

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 9/7

15:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Thu 23/7

21:57-12:10

3 stops45h 13m

$3,065

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 27/7

17:15-21:58

3 stops45h 43m

Chicago O'Hare Intl

Mon 3/8

19:20-23:30

2 stops35h 10m

$3,516

Flights are sorted by cheapest return flights first.

Deals found on 11/6

Showing 1-10 of 18 resultsSorted by cheapest first
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

How long is the flight to Chicago?

On average, a flight from Auckland to Chicago takes 20 hours 36 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.

What are the most popular airlines that fly to Chicago?

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

Air New Zealand
Air New Zealand
From $1,621
American Airlines
American Airlines
From $1,510
Qantas Airways
Qantas Airways
From $1,415
United Airlines
United Airlines
From $1,414

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are United Airlines, Qantas Airways and American 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 14 June 2026.
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
244 reviews
Check prices

Entertainment

7.5

Crew

8.5

Food

7.5

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Fiji Airways
8.1
Very Good
244 reviews
Fiji Airways
8.1
Very Good
244 reviews
Check prices

Entertainment

7.5

Crew

8.5

Food

7.5

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Air New Zealand
8.0
Very Good
645 reviews
Fiji Airways
8.1
Very Good
244 reviews
Check prices

Entertainment

7.5

Crew

8.5

Food

7.5

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Qantas Airways
7.5
Good
1,046 reviews
Fiji Airways
8.1
Very Good
244 reviews
Check prices

Entertainment

7.5

Crew

8.5

Food

7.5

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
American Airlines
7.1
Good
11,662 reviews
Fiji Airways
8.1
Very Good
244 reviews
Check prices

Entertainment

7.5

Crew

8.5

Food

7.5

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.
Air Canada
7.1
Good
11,193 reviews
Fiji Airways
8.1
Very Good
244 reviews
Check prices

Entertainment

7.5

Crew

8.5

Food

7.5

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 19
8.0
Excellent

Paul,Mar 2026

YVR - NAN

Flown with Fiji Airways before they have always been good. The crew are very friendly and attentive. The seats in economy are in the small side but good. Another happy flight with them.

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 $422, while return flights cost around $302.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $304, however they can be found for as little as $302.

  • 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 (20 hours 36 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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