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$694+ 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 22/4. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
16 Apr — 23 Apr1
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 17 March 2026.

Thu 29/1006:00
AKL
-
ORD
2 stops42h 01m
American Airlines
Mon 2/1118:45
ORD
-
AKL
2 stops67h 40m
American Airlines
Deal found 14/3$1,347
Thu 30/414:00
AKL
-
ORD
2 stops26h 27m
Multiple Airlines
Thu 7/514:39
ORD
-
AKL
2 stops29h 06m
Multiple Airlines
Deal found 15/3$1,510
Wed 29/416:25
AKL
-
ORD
1 stop35h 33m
American Airlines
Wed 6/519:21
ORD
-
AKL
2 stops25h 49m
American Airlines
Deal found 15/3$1,618
Mon 14/916:25
AKL
-
ORD
1 stop37h 15m
American Airlines
Mon 21/919:08
ORD
-
AKL
2 stops26h 02m
American Airlines
Deal found 14/3$1,622
Mon 27/414:00
AKL
-
ORD
2 stops26h 27m
Multiple Airlines
Mon 4/514:39
ORD
-
AKL
2 stops29h 06m
Multiple Airlines
Deal found 13/3$1,766
Wed 15/414:00
AKL
-
ORD
2 stops32h 35m
Multiple Airlines
Thu 14/514:39
ORD
-
AKL
2 stops29h 06m
Multiple Airlines
Deal found 16/3$1,781

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 17 March 2026.

Return from

$1,510

One-way from

$694

Popular in

September

Cheapest in

February

Average price

$1,982
30/4-7/5
  • 30/4-7/5
  • 4 total stops
  • 55h 33m total
  • Auckland to Chicago
Search Deals
22/4
  • 22/4
  • 2 total stops
  • 32h 50m total
  • Auckland to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($164 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($29 potential savings vs. average return price).
Search Deals
Average for return flights in March 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 17 March 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

Mon 27/4

19:50-07:07

1 stop28h 17m

Chicago O'Hare Intl

Mon 4/5

14:30-06:00

1 stop22h 30m

$1,930

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

07:00-23:43

2 stops33h 43m

Chicago O'Hare Intl

Sat 18/7

18:10-16:55

2 stops29h 45m

$2,266

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

08:20-18:13

2 stops26h 53m

Chicago O'Hare Intl

Sun 19/7

19:01-14:10

2 stops26h 09m

$2,563

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

06:45-18:13

2 stops28h 28m

Chicago O'Hare Intl

Sat 18/7

17:10-13:20

2 stops27h 10m

$2,609

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Mon 6/7

13:50-23:43

1 stop26h 53m

Chicago O'Hare Intl

Thu 16/7

20:18-06:00

1 stop40h 42m

$2,621
Fastest return journey

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 12/8

19:50-21:47

1 stop18h 57m

Chicago O'Hare Intl

Thu 20/8

17:45-05:30

1 stop18h 45m

$2,636

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

$2,739

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

13:50-00:59

1 stop28h 09m

Chicago O'Hare Intl

Sat 18/7

07:35-05:30

1 stop28h 55m

$2,768

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Thu 2/7

13:50-00:59

1 stop28h 09m

Chicago O'Hare Intl

Sun 19/7

07:00-06:00

1 stop30h 00m

$2,880

AucklandChicago

AKL - ORD

AKLORD

Auckland Intl

Wed 1/7

20:15-23:16

1 stop20h 01m

Chicago O'Hare Intl

Sun 12/7

07:00-05:00

1 stop29h 00m

$3,202

Flights are sorted by cheapest return flights first.

Deals found on 15/3

Showing 1-10 of 17 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

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 13 March 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 26 hours 27 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 $1,620
Qantas Airways
Qantas Airways
From $1,415
United Airlines
United Airlines
From $1,414

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Auckland to Chicago are United Airlines, Qantas Airways 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 17 March 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
8.1
Very Good
233 reviews
Check prices

Comfort

8.1

Food

7.5

Boarding

8.2

Crew

8.5

Entertainment

7.5

Overall

8.1

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
8.1
Very Good
233 reviews
Fiji Airways
8.1
Very Good
233 reviews
Check prices

Comfort

8.1

Food

7.5

Boarding

8.2

Crew

8.5

Entertainment

7.5

Overall

8.1

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
613 reviews
Fiji Airways
8.1
Very Good
233 reviews
Check prices

Comfort

8.1

Food

7.5

Boarding

8.2

Crew

8.5

Entertainment

7.5

Overall

8.1

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
1,005 reviews
Fiji Airways
8.1
Very Good
233 reviews
Check prices

Comfort

8.1

Food

7.5

Boarding

8.2

Crew

8.5

Entertainment

7.5

Overall

8.1

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
9,432 reviews
Fiji Airways
8.1
Very Good
233 reviews
Check prices

Comfort

8.1

Food

7.5

Boarding

8.2

Crew

8.5

Entertainment

7.5

Overall

8.1

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
10,811 reviews
Fiji Airways
8.1
Very Good
233 reviews
Check prices

Comfort

8.1

Food

7.5

Boarding

8.2

Crew

8.5

Entertainment

7.5

Overall

8.1

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, United Airlines 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 $288, while return flights cost around $149.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around $180, however they can be found for as little as $149.

  • 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 (26 hours 27 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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