Find flights
Airlines

$836+ Cheap flights to Chicago

— CHI
10 Oct — 17 Oct1
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

Thu 5/1114:55 -
1 stop40h 35m
Sun 15/1114:10 -
1 stop28h 15m
Deal found 7/9$2,135
Thu 5/1107:30 -
2 stops27h 35m
Mon 9/1118:10 -
2 stops68h 00m
Deal found 8/9$2,183
Fri 16/1020:15 -
1 stop28h 19m
Fri 23/1020:01 -
2 stops48h 44m
Deal found 7/9$2,246
Sat 24/1017:25 -
1 stop36h 51m
Sat 31/1017:53 -
2 stops26h 52m
Deal found 9/9$2,267
Fri 16/1019:50 -
1 stop21h 37m
Fri 23/1015:00 -
1 stop21h 00m
Deal found 7/9$2,294
Fri 16/1013:25 -
2 stops28h 05m
Fri 23/1021:42 -
2 stops41h 28m
Deal found 6/9$2,335
Sat 24/1013:25 -
2 stops29h 05m
Sat 31/1023:00 -
2 stops40h 10m
Deal found 9/9$2,358
Thu 5/1120:20 -
2 stops21h 26m
Mon 9/1116:35 -
1 stop21h 35m
Deal found 8/9$2,363
Thu 5/1115:50 -
2 stops21h 48m
Sun 15/1114:30 -
2 stops23h 40m
Deal found 7/9$2,371

Find flight deals to Chicago

Return from

$1,426

One-way from

$836

Popular in

May

Cheapest in

November

Average price

$2,631
Qantas Airways
  • Qantas Airways
  • 22/1-30/1
  • 2 total stops
  • 67h 38m total
  • Auckland to Chicago
Search Deals
23/10-31/12
  • 23/10-31/12
  • 2 total stops
  • 33h 34m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($216 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($52 potential savings vs. average return price).
Search Deals
Average for return flights in September 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

Fri 23/10

15:00-05:40

3 stops32h 40m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$933

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Thu 11/2

16:05-20:00

2 stops22h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,151

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Thu 29/10

14:55-13:30

1 stop40h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,198

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Wed 17/2

06:50-16:16

2 stops28h 26m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,236

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Wed 17/2

14:45-21:53

2 stops26h 08m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,251

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Thu 31/12

14:45-21:30

2 stops25h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,375

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Fri 8/1

15:50-22:30

1 stop25h 40m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,417

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sun 3/1

06:00-18:23

2 stops31h 23m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,588
Fastest return journey

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sat 9/1

13:20-12:30

1 stop18h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,617

AucklandChicago

AKL Auckland Intl - ORD Chicago O'Hare Intl

AKLORD

Auckland Intl

Sat 2/1

06:50-23:05

2 stops35h 15m

Chicago O'Hare Intl

Wed 31/12

00:00-18:00

Nonstop0h 00m

$1,619

Flights are sorted by cheapest return flights first.

Deals found on 8/9

Showing 1-10 of 15 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 18 hours 25 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 $1,616
Qantas Airways
Qantas Airways
From $1,411
American Airlines
American Airlines
From $1,894

What are the cheapest airlines that fly to Chicago?

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

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
669 reviews
Check prices

Food

7.5

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed
Air New Zealand
8.0
Very Good
669 reviews
Air New Zealand
8.0
Very Good
669 reviews
Check prices

Food

7.5

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed
Qantas Airways
7.5
Good
1,092 reviews
Air New Zealand
8.0
Very Good
669 reviews
Check prices

Food

7.5

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed
United Airlines
7.4
Good
10,197 reviews
Air New Zealand
8.0
Very Good
669 reviews
Check prices

Food

7.5

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed
Air Canada
7.1
Good
11,611 reviews
Air New Zealand
8.0
Very Good
669 reviews
Check prices

Food

7.5

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

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 $295, while return flights cost around $301.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $303, however they can be found for as little as $301.

  • 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 (18 hours 25 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.