Find flights
Airlines

$939+ Cheap flights to Chicago

— CHI
19 Sep — 26 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

Tue 17/1113:20 -
1 stop24h 00m
Wed 2/1221:00 -
1 stop41h 55m
Deal found 19/8$1,678
Mon 9/1120:20 -
2 stops32h 41m
Tue 24/1119:10 -
1 stop38h 50m
Deal found 17/8$2,176
Wed 11/1119:00 -
2 stops23h 59m
Tue 24/1119:10 -
1 stop38h 50m
Deal found 17/8$2,245
Thu 12/1116:05 -
3 stops27h 28m
Tue 24/1119:10 -
1 stop39h 40m
Deal found 17/8$2,252
Tue 10/1116:05 -
2 stops22h 59m
Tue 24/1115:25 -
2 stops27h 15m
Deal found 17/8$2,257
Tue 10/1116:05 -
2 stops40h 26m
Mon 23/1121:00 -
2 stops45h 40m
Deal found 17/8$2,265
Mon 9/1120:20 -
2 stops32h 41m
Thu 26/1119:10 -
1 stop38h 50m
Deal found 17/8$2,269
Fri 13/1119:00 -
2 stops24h 33m
Tue 24/1119:10 -
1 stop38h 50m
Deal found 17/8$2,303
Tue 10/1120:20 -
2 stops32h 41m
Thu 26/1119:10 -
1 stop38h 50m
Deal found 17/8$2,320
Thu 12/1116:05 -
3 stops36h 56m
Wed 25/1119:10 -
1 stop39h 40m
Deal found 17/8$2,321
Thu 12/1116:05 -
3 stops27h 28m
Thu 26/1119:10 -
2 stops47h 30m
Deal found 17/8$2,325

Find flight deals to Chicago

Return from

$1,418

One-way from

$939

Popular in

June

Cheapest in

February

Average price

$2,355
American Airlines
  • American Airlines
  • 31/1-2/2
  • 3 total stops
  • 52h 45m total
  • Auckland to Chicago
Search Deals
20/1
  • 20/1
  • 3 total stops
  • 28h 09m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($309 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($43 potential savings vs. average return price).
Search Deals
Average for return flights in August 2026
Search Deals

Cheapflights Fare Finder

 
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 Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sun 31/1

13:20-15:00

1 stop20h 40m

Chicago O'Hare Intl

Tue 2/2

05:57-09:55

1 stop32h 58m

$1,423

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sun 31/1

16:05-23:30

2 stops26h 25m

Chicago O'Hare Intl

Tue 2/2

17:53-13:40

2 stops24h 47m

$2,267
Fastest return journey

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sat 14/11

14:45-21:47

2 stops26h 02m

Chicago O'Hare Intl

Sun 22/11

18:28-08:55

1 stop19h 27m

$2,445

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Tue 17/11

06:50-16:57

2 stops29h 07m

Chicago O'Hare Intl

Wed 2/12

17:15-14:45

2 stops26h 30m

$2,450

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Wed 30/9

07:45-18:25

2 stops28h 40m

Chicago O'Hare Intl

Wed 7/10

14:50-12:15

2 stops27h 25m

$2,457

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sun 8/11

14:45-17:50

1 stop22h 05m

Chicago O'Hare Intl

Fri 13/11

09:59-08:55

2 stops27h 56m

$2,457

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sun 13/9

08:20-19:36

2 stops28h 16m

Chicago O'Hare Intl

Mon 21/9

19:03-14:10

2 stops26h 07m

$2,493

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sun 6/9

13:25-23:30

2 stops27h 05m

Chicago O'Hare Intl

Sat 19/9

18:50-14:05

2 stops26h 15m

$2,496

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Tue 15/9

13:25-13:55

1 stop41h 30m

Chicago O'Hare Intl

Tue 22/9

16:15-23:55

2 stops38h 40m

$2,552

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Wed 16/9

19:50-07:28

2 stops28h 38m

Chicago O'Hare Intl

Wed 23/9

17:53-05:30

1 stop18h 37m

$2,716

Flights are sorted by cheapest return flights first.

Deals found on 15/8

Showing 1-10 of 20 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

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 33 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 $1,741
Qantas Airways
Qantas Airways
From $1,423
American Airlines
American Airlines
From $1,492

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

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

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

Read reviews from past customers who have flown Air New Zealand,Qantas Airways, andUnited Airlines 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.
Air New Zealand
8.0
Very Good
662 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.4

Crew

8.5

Food

7.4

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Viren,Jun 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
Air New Zealand
8.0
Very Good
662 reviews
Air New Zealand
8.0
Very Good
662 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.4

Crew

8.5

Food

7.4

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Viren,Jun 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
Qantas Airways
7.5
Good
1,083 reviews
Air New Zealand
8.0
Very Good
662 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.4

Crew

8.5

Food

7.4

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Viren,Jun 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
United Airlines
7.4
Good
10,104 reviews
Air New Zealand
8.0
Very Good
662 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.4

Crew

8.5

Food

7.4

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Viren,Jun 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
Air Canada
7.1
Good
11,506 reviews
Air New Zealand
8.0
Very Good
662 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.4

Crew

8.5

Food

7.4

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Viren,Jun 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.

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 $293, while return flights cost around $299.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $300, however they can be found for as little as $299.

  • 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 33 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

Airports serving Chicago

Flights to Midway
Flights to O'Hare Intl
Flights from Midway
Flights from O'Hare Intl

Fly with Cheapflights

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.