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$987+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
11 Aug — 18 Aug1
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 12 July 2026.

Tue 25/814:00
AKL
-
ORD
2 stops33h 17m
Multiple Airlines
Tue 1/909:20
ORD
-
AKL
3 stops34h 25m
Multiple Airlines
Deal found 11/7$2,303
Thu 20/819:50
AKL
-
ORD
1 stop21h 59m
Multiple Airlines
Thu 27/821:20
ORD
-
AKL
2 stops47h 45m
Multiple Airlines
Deal found 8/7$2,321
Thu 6/815:15
AKL
-
ORD
2 stops32h 02m
Multiple Airlines
Thu 20/821:20
ORD
-
AKL
2 stops47h 45m
Multiple Airlines
Deal found 8/7$2,329
Thu 6/813:25
AKL
-
ORD
2 stops27h 05m
Qantas Airways
Thu 20/815:22
ORD
-
AKL
2 stops29h 43m
Qantas Airways
Deal found 9/7$2,335
Sun 23/818:20
AKL
-
ORD
2 stops27h 53m
Qantas Airways
Sun 30/819:00
ORD
-
AKL
2 stops34h 55m
Qantas Airways
Deal found 9/7$2,340
Tue 25/818:20
AKL
-
ORD
2 stops27h 53m
Qantas Airways
Tue 1/919:00
ORD
-
AKL
2 stops26h 05m
Qantas Airways
Deal found 10/7$2,345
Fri 7/820:15
AKL
-
ORD
1 stop27h 02m
Multiple Airlines
Fri 14/821:13
ORD
-
AKL
2 stops47h 52m
Multiple Airlines
Deal found 8/7$2,348
Mon 17/819:50
AKL
-
ORD
1 stop21h 43m
Multiple Airlines
Sat 22/821:20
ORD
-
AKL
2 stops47h 45m
Multiple Airlines
Deal found 9/7$2,354
Sat 22/808:20
AKL
-
ORD
2 stops31h 40m
Qantas Airways
Sat 29/819:00
ORD
-
AKL
2 stops26h 10m
Qantas Airways
Deal found 8/7$2,374

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 12 July 2026.

Return from

$2,303

One-way from

$987

Popular in

September

Cheapest in

February

Average price

$2,173
25/8-1/9
  • 25/8-1/9
  • 5 total stops
  • 67h 42m total
  • Auckland to Chicago
Search Deals
3/11
  • 3/11
  • 3 total stops
  • 28h 07m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($159 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 July 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 12 July 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

Thu 6/8

13:25-23:30

2 stops27h 05m

Chicago O'Hare Intl

Thu 20/8

15:22-14:05

2 stops29h 43m

$2,335

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 20/8

13:25-23:30

2 stops27h 05m

Chicago O'Hare Intl

Thu 27/8

19:00-22:55

2 stops34h 55m

$2,390

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 25/8

06:45-18:29

2 stops28h 44m

Chicago O'Hare Intl

Tue 1/9

19:00-14:05

2 stops26h 05m

$2,458

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 23/7

13:25-00:07

2 stops27h 42m

Chicago O'Hare Intl

Sun 26/7

15:21-14:10

2 stops29h 49m

$2,470

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 7/8

08:20-18:29

2 stops27h 09m

Chicago O'Hare Intl

Fri 14/8

19:07-14:10

2 stops26h 03m

$2,491

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 3/9

08:20-18:29

2 stops27h 09m

Chicago O'Hare Intl

Thu 17/9

19:03-14:10

2 stops26h 07m

$2,492

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 23/8

20:15-05:59

1 stop26h 44m

Chicago O'Hare Intl

Sun 30/8

21:20-14:05

2 stops47h 45m

$2,617

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 3/9

13:25-14:20

1 stop41h 55m

Chicago O'Hare Intl

Thu 17/9

16:15-22:40

2 stops37h 25m

$2,629

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 17/8

19:50-21:32

1 stop18h 42m

Chicago O'Hare Intl

Sat 22/8

19:50-06:00

1 stop41h 10m

$2,654

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 6/8

15:15-05:37

3 stops55h 22m

Chicago O'Hare Intl

Thu 20/8

21:20-12:10

2 stops45h 50m

$2,688

Flights are sorted by cheapest return flights first.

Deals found on 9/7

Showing 1-10 of 23 resultsSorted by cheapest first
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2
3

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 21 hours 43 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, Qantas Airways and American Airlines.

Air New Zealand
Air New Zealand
From $1,640
Qantas Airways
Qantas Airways
From $1,432
American Airlines
American Airlines
From $1,527
United Airlines
United Airlines
From $1,430

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 12 July 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
246 reviews
Check prices

Boarding

8.1

Overall

8.1

Food

7.5

Entertainment

7.5

Comfort

8.1

Crew

8.6

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
246 reviews
Fiji Airways
8.1
Very Good
246 reviews
Check prices

Boarding

8.1

Overall

8.1

Food

7.5

Entertainment

7.5

Comfort

8.1

Crew

8.6

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
653 reviews
Fiji Airways
8.1
Very Good
246 reviews
Check prices

Boarding

8.1

Overall

8.1

Food

7.5

Entertainment

7.5

Comfort

8.1

Crew

8.6

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
1,061 reviews
Fiji Airways
8.1
Very Good
246 reviews
Check prices

Boarding

8.1

Overall

8.1

Food

7.5

Entertainment

7.5

Comfort

8.1

Crew

8.6

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
11,810 reviews
Fiji Airways
8.1
Very Good
246 reviews
Check prices

Boarding

8.1

Overall

8.1

Food

7.5

Entertainment

7.5

Comfort

8.1

Crew

8.6

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
11,332 reviews
Fiji Airways
8.1
Very Good
246 reviews
Check prices

Boarding

8.1

Overall

8.1

Food

7.5

Entertainment

7.5

Comfort

8.1

Crew

8.6

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 $157, while return flights cost around $306.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $308, however they can be found for as little as $306.

  • 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 (21 hours 43 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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