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$946+ 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
3 Sep — 10 Sep1
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 4 August 2026.

Sun 6/915:35 -
2 stops21h 25m
Sun 13/909:55 -
2 stops33h 15m
Deal found 1/8$2,170
Sun 6/915:35 -
2 stops31h 24m
Sun 13/910:26 -
3 stops32h 44m
Deal found 1/8$2,305
Thu 3/913:25 -
2 stops45h 22m
Thu 17/919:03 -
2 stops26h 02m
Deal found 30/7$2,356
Tue 15/913:25 -
2 stops27h 05m
Sat 19/919:03 -
2 stops26h 02m
Deal found 31/7$2,366
Mon 7/913:25 -
2 stops27h 05m
Mon 21/919:03 -
2 stops26h 02m
Deal found 2/8$2,371
Tue 15/918:20 -
2 stops27h 40m
Tue 22/917:53 -
2 stops27h 12m
Deal found 1/8$2,375
Thu 17/915:15 -
2 stops21h 45m
Thu 24/921:10 -
2 stops46h 00m
Deal found 4/8$2,393
Thu 17/908:20 -
2 stops32h 10m
Thu 24/919:03 -
2 stops26h 02m
Deal found 3/8$2,398
Wed 30/907:00 -
2 stops29h 25m
Wed 14/1013:46 -
2 stops28h 29m
Deal found 3/8$2,400
Tue 15/1215:50 -
1 stop26h 37m
Tue 5/118:15 -
1 stop39h 45m
Deal found 1/8$2,414
Thu 17/1216:05 -
2 stops21h 33m
Tue 5/117:53 -
2 stops24h 47m
Deal found 31/7$2,424

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 4 August 2026.

Return from

$1,394

One-way from

$946

Popular in

May

Cheapest in

February

Average price

$2,024
American Airlines
  • American Airlines
  • 27/1-31/1
  • 3 total stops
  • 51h 51m total
  • Auckland to Chicago
Search Deals
3/11
  • 3/11
  • 3 total stops
  • 40h 12m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($270 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($41 potential savings vs. average return price).
Search Deals
Average for return flights in August 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 4 August 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

Wed 27/1

13:20-15:45

2 stops21h 25m

Chicago O'Hare Intl

Sun 31/1

08:29-09:55

1 stop30h 26m

$1,396

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 17/12

16:05-05:59

2 stops32h 54m

Chicago O'Hare Intl

Mon 4/1

20:45-13:40

2 stops45h 55m

$2,434

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 17/12

15:50-23:58

2 stops27h 08m

Chicago O'Hare Intl

Sun 10/1

23:00-05:00

1 stop35h 00m

$2,448
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 27/1

15:50-16:49

2 stops19h 59m

Chicago O'Hare Intl

Sun 31/1

15:55-09:10

2 stops22h 15m

$2,460

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 20/12

19:55-00:37

2 stops23h 42m

Chicago O'Hare Intl

Sun 10/1

07:15-05:00

1 stop26h 45m

$2,477

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 18/12

15:50-22:42

2 stops25h 52m

Chicago O'Hare Intl

Wed 6/1

14:10-05:00

1 stop19h 50m

$2,477

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sun 20/12

19:55-00:37

2 stops23h 42m

Chicago O'Hare Intl

Sat 9/1

20:00-05:50

1 stop38h 50m

$2,477

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 7/9

13:25-14:20

1 stop41h 55m

Chicago O'Hare Intl

Mon 21/9

16:15-23:55

2 stops38h 40m

$2,562

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 1/10

13:25-23:30

2 stops28h 05m

Chicago O'Hare Intl

Sun 11/10

13:50-16:50

2 stops33h 00m

$2,567
Cheapest one-way

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 13/11

14:50-19:00

3 stops47h 10m

$975

Flights are sorted by cheapest return flights first.

Deals found on 30/7

Showing 1-10 of 16 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 19 hours 59 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 $1,609
Qantas Airways
Qantas Airways
From $1,429
American Airlines
American Airlines
From $1,499

What are the cheapest airlines that fly to Chicago?

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

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 4 August 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
8.0
Very Good
249 reviews
Check prices

Food

7.5

Comfort

8.0

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

YVR - NAN

They didn’t enter the Tabua Club number on my boarding pass. Had to show my email to confirm my membership to enter the lounge at YVR.
Fiji Airways
8.0
Very Good
249 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Comfort

8.0

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

YVR - NAN

They didn’t enter the Tabua Club number on my boarding pass. Had to show my email to confirm my membership to enter the lounge at YVR.
Air New Zealand
8.0
Very Good
657 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Comfort

8.0

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

YVR - NAN

They didn’t enter the Tabua Club number on my boarding pass. Had to show my email to confirm my membership to enter the lounge at YVR.
Qantas Airways
7.5
Good
1,079 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Comfort

8.0

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

YVR - NAN

They didn’t enter the Tabua Club number on my boarding pass. Had to show my email to confirm my membership to enter the lounge at YVR.
American Airlines
7.1
Good
11,851 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Comfort

8.0

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

YVR - NAN

They didn’t enter the Tabua Club number on my boarding pass. Had to show my email to confirm my membership to enter the lounge at YVR.
Air Canada
7.1
Good
11,427 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Comfort

8.0

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

YVR - NAN

They didn’t enter the Tabua Club number on my boarding pass. Had to show my email to confirm my membership to enter the lounge at YVR.

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, 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 O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost $271, while return flights cost around $300.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $302, however they can be found for as little as $300.

  • 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 (19 hours 59 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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How does Cheapflights help users find flights to Chicago?

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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.

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