Find flights
Airlines

$973+ 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 17/10. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
28 Aug — 4 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 29 July 2026.

Tue 8/1213:20
AKL
-
ORD
1 stop25h 16m
Qantas Airways
Tue 22/1208:29
ORD
-
AKL
1 stop30h 26m
Qantas Airways
Deal found 28/7$2,266
Thu 10/915:15
AKL
-
ORD
2 stops26h 15m
Air Tahiti Nui
Fri 18/909:55
ORD
-
AKL
2 stops33h 15m
Air Tahiti Nui
Deal found 25/7$2,271
Tue 8/913:25
AKL
-
ORD
2 stops27h 05m
Qantas Airways
Tue 15/919:03
ORD
-
AKL
2 stops26h 02m
Qantas Airways
Deal found 24/7$2,385
Fri 18/913:25
AKL
-
ORD
2 stops27h 05m
Qantas Airways
Wed 30/918:00
ORD
-
AKL
2 stops27h 10m
Qantas Airways
Deal found 28/7$2,425
Fri 18/918:20
AKL
-
ORD
2 stops27h 40m
Qantas Airways
Sun 27/918:00
ORD
-
AKL
2 stops27h 05m
Qantas Airways
Deal found 24/7$2,426
Tue 8/1208:00
AKL
-
ORD
2 stops25h 37m
Multiple Airlines
Tue 22/1221:22
ORD
-
AKL
2 stops42h 38m
Multiple Airlines
Deal found 28/7$2,428
Sun 27/917:05
AKL
-
ORD
2 stops29h 55m
Qantas Airways
Sun 11/1015:20
ORD
-
AKL
2 stops29h 00m
Qantas Airways
Deal found 27/7$2,440
Tue 4/806:45
AKL
-
ORD
2 stops28h 31m
Qantas Airways
Mon 17/819:07
ORD
-
AKL
2 stops26h 03m
Qantas Airways
Deal found 29/7$2,463
Mon 7/1215:50
AKL
-
ORD
1 stop32h 14m
United Airlines
Tue 22/1221:20
ORD
-
AKL
1 stop37h 30m
United Airlines
Deal found 28/7$2,466
Fri 16/1008:20
AKL
-
ORD
2 stops33h 10m
Qantas Airways
Fri 30/1017:53
ORD
-
AKL
2 stops26h 52m
Qantas Airways
Deal found 27/7$2,468
Thu 6/808:20
AKL
-
ORD
2 stops33h 09m
American Airlines
Mon 17/819:00
ORD
-
AKL
2 stops26h 05m
American Airlines
Deal found 26/7$2,470

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 29 July 2026.

Return from

$1,604

One-way from

$973

Popular in

May

Cheapest in

February

Average price

$2,181
American Airlines
  • American Airlines
  • 22/1-26/1
  • 2 total stops
  • 53h 38m total
  • Auckland to Chicago
Search Deals
17/10
  • 17/10
  • 3 total stops
  • 37h 01m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($275 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($42 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 29 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

Fri 22/1

13:20-14:07

2 stops19h 47m

Chicago O'Hare Intl

Tue 26/1

05:57-09:55

1 stop32h 58m

$1,608

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 22/1

14:35-16:49

2 stops21h 14m

Chicago O'Hare Intl

Sun 31/1

12:15-08:15

2 stops25h 00m

$2,470

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 8/9

18:20-05:13

2 stops27h 53m

Chicago O'Hare Intl

Tue 15/9

17:59-14:05

2 stops27h 06m

$2,470
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 22/1

15:50-16:49

2 stops19h 59m

Chicago O'Hare Intl

Tue 26/1

15:55-09:10

2 stops22h 15m

$2,492

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 21/11

20:20-22:46

2 stops21h 26m

Chicago O'Hare Intl

Sat 28/11

20:20-09:10

1 stop41h 50m

$2,496

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 27/8

08:20-18:29

2 stops27h 09m

Chicago O'Hare Intl

Thu 3/9

19:00-14:10

2 stops26h 10m

$2,497

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 5/12

15:50-18:29

1 stop21h 39m

Chicago O'Hare Intl

Tue 22/12

21:20-05:50

1 stop37h 30m

$2,497

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Sat 21/11

06:50-17:00

2 stops29h 10m

Chicago O'Hare Intl

Sat 28/11

13:44-12:20

2 stops27h 36m

$2,529

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 8/9

13:25-14:20

1 stop41h 55m

Chicago O'Hare Intl

Tue 15/9

16:00-16:45

2 stops31h 45m

$2,549

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 30/9

09:20-19:36

2 stops28h 16m

Chicago O'Hare Intl

Thu 10/12

15:20-14:45

2 stops28h 25m

$2,572

Flights are sorted by cheapest return flights first.

Deals found on 24/7

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 26 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 $1,636
Qantas Airways
Qantas Airways
From $1,453
American Airlines
American Airlines
From $1,524

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 29 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
8.0
Very Good
249 reviews
Check prices

Food

7.5

Entertainment

7.5

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.1

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

Entertainment

7.5

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.1

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
656 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Entertainment

7.5

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.1

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
1,073 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Entertainment

7.5

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.1

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
11,839 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Entertainment

7.5

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.1

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
11,405 reviews
Fiji Airways
8.0
Very Good
249 reviews
Check prices

Food

7.5

Entertainment

7.5

Comfort

8.0

Crew

8.5

Overall

8.0

Boarding

8.1

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 $276, while return flights cost around $305.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $307, however they can be found for as little as $305.

  • 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 26 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

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.

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

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?

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.