Find flights
Airlines

$825+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
23 Mar — 30 Mar1
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 21 February 2026.

Thu 19/215:50
AKL
-
ORD
2 stops32h 35m
American Airlines
Mon 23/218:49
ORD
-
AKL
1 stop19h 21m
American Airlines
Deal found 18/2$1,129
Sat 3/1017:25
AKL
-
ORD
1 stop33h 49m
American Airlines
Sat 17/1018:03
ORD
-
AKL
2 stops26h 17m
American Airlines
Deal found 19/2$1,610
Fri 20/215:50
AKL
-
ORD
2 stops22h 05m
United Airlines
Fri 20/221:15
ORD
-
AKL
1 stop36h 45m
United Airlines
Deal found 18/2$1,662
Thu 19/215:50
AKL
-
ORD
1 stop24h 46m
Lufthansa
Mon 23/214:35
ORD
-
AKL
1 stop23h 35m
Lufthansa
Deal found 18/2$1,706
Thu 19/214:35
AKL
-
ORD
2 stops21h 14m
Delta
Mon 23/210:35
ORD
-
AKL
2 stops27h 00m
Delta
Deal found 18/2$1,723
Fri 20/214:00
AKL
-
ORD
2 stops46h 05m
Air Canada
Thu 12/318:04
ORD
-
AKL
2 stops45h 56m
Air Canada
Deal found 19/2$1,763
Sat 3/1019:50
AKL
-
ORD
1 stop19h 21m
Lufthansa
Sat 17/1021:20
ORD
-
AKL
1 stop38h 40m
Lufthansa
Deal found 18/2$1,840
Sat 3/1020:15
AKL
-
ORD
2 stops20h 29m
United Airlines
Sat 17/1021:20
ORD
-
AKL
1 stop37h 40m
United Airlines
Deal found 18/2$1,857

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 21 February 2026.

Return from

$2,202

One-way from

$688

Popular in

July

Cheapest in

November

Average price

$1,538
Qantas Airways
  • Qantas Airways
  • 6/4-13/4
  • 4 total stops
  • 60h 36m total
  • Auckland to Chicago
Search Deals
11/5
  • 11/5
  • 2 total stops
  • 34h 00m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($185 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($32 potential savings vs. average return price).
Search Deals
Average for return flights in February 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 21 February 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Auckland

Route

Departure

Return

Price

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 1/7

08:20-18:11

2 stops26h 51m

Chicago O'Hare Intl

Sun 19/7

19:00-14:05

2 stops26h 05m

$2,285

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Tue 30/6

06:45-18:11

2 stops28h 26m

Chicago O'Hare Intl

Sun 12/7

19:00-14:05

2 stops26h 05m

$2,285

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 1/7

08:20-19:33

2 stops28h 13m

Chicago O'Hare Intl

Sun 12/7

19:00-14:05

2 stops26h 05m

$2,286

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

13:50-00:59

1 stop28h 09m

Chicago O'Hare Intl

Sun 19/7

22:53-00:35

2 stops56h 42m

$2,353

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 1/7

20:15-01:15

1 stop22h 00m

Chicago O'Hare Intl

Sun 12/7

07:00-05:00

1 stop29h 00m

$2,375

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Fri 3/4

08:20-17:39

2 stops27h 19m

Chicago O'Hare Intl

Fri 10/4

16:30-13:20

2 stops27h 50m

$2,431

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

13:50-00:59

1 stop28h 09m

Chicago O'Hare Intl

Sun 12/7

07:00-05:00

1 stop29h 00m

$2,432

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

13:25-23:58

2 stops27h 33m

Chicago O'Hare Intl

Sun 12/7

17:10-14:05

2 stops27h 55m

$2,451

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

13:50-00:59

1 stop28h 09m

Chicago O'Hare Intl

Sun 19/7

06:00-06:00

1 stop31h 00m

$2,478

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 1/7

06:00-14:35

2 stops25h 35m

Chicago O'Hare Intl

Sun 12/7

07:00-05:00

1 stop29h 00m

$2,479

Flights are sorted by cheapest return flights first.

Deals found on 21/2

Showing 1-10 of 14 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.

Cheapflights Insights

Everything you need to know about your flight to Chicago

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 20 February 2026.

The best time to book flights to Chicago is 86 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 22 hours 5 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 United Airlines.

Air New Zealand
Air New Zealand
From $1,586
Qantas Airways
Qantas Airways
From $1,341
United Airlines
United Airlines
From $1,383

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are Qantas Airways, United 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 21 February 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
226 reviews
Check prices

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.5

Food

7.5

Reviews

1 / 18
10.0
Excellent

Anonymous,Feb 2026

SFO - NAN

Very friendly staff, warm service, well maintained aircraft, comfortable seats, and reliable on-time performance 👍👍
Fiji Airways
8.0
Very Good
226 reviews
Fiji Airways
8.0
Very Good
226 reviews
Check prices

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.5

Food

7.5

Reviews

1 / 18
10.0
Excellent

Anonymous,Feb 2026

SFO - NAN

Very friendly staff, warm service, well maintained aircraft, comfortable seats, and reliable on-time performance 👍👍
Air New Zealand
8.0
Very Good
590 reviews
Fiji Airways
8.0
Very Good
226 reviews
Check prices

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.5

Food

7.5

Reviews

1 / 18
10.0
Excellent

Anonymous,Feb 2026

SFO - NAN

Very friendly staff, warm service, well maintained aircraft, comfortable seats, and reliable on-time performance 👍👍
Qantas Airways
7.5
Good
995 reviews
Fiji Airways
8.0
Very Good
226 reviews
Check prices

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.5

Food

7.5

Reviews

1 / 18
10.0
Excellent

Anonymous,Feb 2026

SFO - NAN

Very friendly staff, warm service, well maintained aircraft, comfortable seats, and reliable on-time performance 👍👍
United Airlines
7.4
Good
9,335 reviews
Fiji Airways
8.0
Very Good
226 reviews
Check prices

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.5

Food

7.5

Reviews

1 / 18
10.0
Excellent

Anonymous,Feb 2026

SFO - NAN

Very friendly staff, warm service, well maintained aircraft, comfortable seats, and reliable on-time performance 👍👍
Air Canada
7.1
Good
10,734 reviews
Fiji Airways
8.0
Very Good
226 reviews
Check prices

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.5

Food

7.5

Reviews

1 / 18
10.0
Excellent

Anonymous,Feb 2026

SFO - NAN

Very friendly staff, warm service, well maintained aircraft, comfortable seats, and reliable on-time performance 👍👍

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 $149, while return flights cost around $146.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $176, however they can be found for as little as $146.

  • 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 (22 hours 5 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.