South Island

$706+ Cheap flights from Chicago (CHI) to South Island

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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHC
Aug 25 — Sep 11
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Cheap flight deals from Chicago to South Island

Keep the following information in mind while searching for Chicago to South Island flight deals. Data was last updated August 20, 2025.

Round-trip from

$1,182
(Fiji Airways)

One-way from

$706
(FlightHub)

Popular in

December

Cheapest in

March

Average price

$1,474
From Chicago (CHI) to South Island
One-way flight from Chicago (CHI) to South Island
Highest demand for flights based on searches. 6% potential increase in price ($108 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($43 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find flight deals from Chicago to South Island

Cheapest flights from Chicago to South Island
Explore the most affordable flight options available from Chicago to South Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Air Canada deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/41:10 pmORD - CHC
2 stops40h 30mAir Canada
Tue 11/186:10 amCHC - ORD
2 stops29h 34mAir Canada
Deal found 8/18$1,200
This Air Canada deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:40 pmORD - CHC
2 stops38h 00mMultiple Airlines
Sun 11/236:20 amCHC - ORD
2 stops27h 21mMultiple Airlines
Deal found 8/20$1,262
This Air Canada deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/223:45 pmORD - ZQN
2 stops29h 55mMultiple Airlines
Sat 11/18:50 pmZQN - ORD
2 stops36h 51mMultiple Airlines
Deal found 8/18$1,353
This Air Canada deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/303:40 pmORD - CHC
2 stops39h 00mAir Canada
Mon 11/36:10 amCHC - ORD
2 stops29h 34mAir Canada
Deal found 8/19$1,378
This Air Canada deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/12:00 pmORD - CHC
3 stops39h 05mAir Canada
Tue 11/186:10 amCHC - ORD
3 stops46h 50mAir Canada
Deal found 8/18$1,388
This Booking.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/222:53 pmORD - ZQN
3 stops30h 47mAir Canada
Sat 11/15:30 pmZQN - ORD
3 stops40h 11mAir Canada
Deal found 8/18$1,505
This Air Canada deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/153:45 pmORD - ZQN
2 stops29h 35mMultiple Airlines
Mon 9/228:50 pmZQN - ORD
2 stops35h 10mMultiple Airlines
Deal found 8/18$1,639
This Air Canada deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/43:40 pmORD - ZQN
2 stops33h 15mMultiple Airlines
Sat 11/158:50 pmZQN - ORD
2 stops36h 51mMultiple Airlines
Deal found 8/20$1,644
This Orbitz deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:00 pmORD - ZQN
3 stops35h 10mMultiple Airlines
Sun 9/144:25 pmZQN - ORD
2 stops40h 26mMultiple Airlines
Deal found 8/19$1,677
This FlightHub deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/52:54 pmORD - ZQN
2 stops35h 11mQantas Airways
Sun 11/167:00 amZQN - ORD
2 stops35h 59mQantas Airways
Deal found 8/19$1,685
This oojo deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/512:45 pmORD - ZQN
2 stops26h 05mAir New Zealand
Sun 11/168:25 pmZQN - ORD
2 stops41h 25mAir New Zealand
Deal found 8/18$1,698
This Expedia deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/33:52 pmORD - ZQN
3 stops32h 48mMultiple Airlines
Fri 10/103:25 pmZQN - ORD
2 stops42h 40mMultiple Airlines
Deal found 8/19$1,704

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to South Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 20, 2025.
Use the filters below to find and compare flights from Chicago to South Island that are best for you.

Fly from

Chicago

Fly to

South Island

Route

Depart

Return

Price

ChicagoChristchurch

ORD - CHC

ORDCHC

Chicago O'Hare Intl

Tue 11/4

1:10 pm-12:40 am

2 stops40h 30m

Christchurch

Tue 11/18

6:10 am-4:44 pm

2 stops29h 34m

$1,200

ChicagoChristchurch

ORD - CHC

ORDCHC

Chicago O'Hare Intl

Thu 11/13

3:40 pm-12:40 am

2 stops38h 00m

Christchurch

Sun 11/23

6:20 am-2:41 pm

2 stops27h 21m

$1,262

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Wed 10/22

3:45 pm-3:40 pm

2 stops29h 55m

Queenstown Intl

Sat 11/1

8:50 pm-3:41 pm

2 stops36h 51m

$1,353

ChicagoChristchurch

ORD - CHC

ORDCHC

Chicago O'Hare Intl

Thu 10/30

3:40 pm-12:40 am

2 stops39h 00m

Christchurch

Mon 11/3

6:10 am-4:44 pm

2 stops29h 34m

$1,378

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Wed 10/22

2:53 pm-3:40 pm

3 stops30h 47m

Queenstown Intl

Sat 11/1

5:30 pm-3:41 pm

3 stops40h 11m

$1,505

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Mon 9/15

3:45 pm-2:20 pm

2 stops29h 35m

Queenstown Intl

Mon 9/22

8:50 pm-3:00 pm

2 stops35h 10m

$1,639

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Tue 11/4

3:40 pm-7:55 pm

2 stops33h 15m

Queenstown Intl

Sat 11/15

8:50 pm-2:41 pm

2 stops36h 51m

$1,644

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Fri 9/5

12:00 pm-4:10 pm

3 stops35h 10m

Queenstown Intl

Sun 9/14

4:25 pm-3:51 pm

2 stops40h 26m

$1,677

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Wed 9/17

6:30 pm-9:15 pm

2 stops33h 45m

Queenstown Intl

Wed 9/24

6:05 pm-3:00 pm

2 stops37h 55m

$1,677

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Wed 11/5

2:54 pm-9:05 pm

2 stops35h 11m

Queenstown Intl

Sun 11/16

7:00 am-11:59 pm

2 stops35h 59m

$1,685

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 22 results
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Best time to book a flight from Chicago to South Island

Have a flexible travel schedule? Discover the best time to fly to South Island from Chicago with our price prediction graph.
Estimated round-trip 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 from Chicago to South Island

What is the cheapest month to book a flight from Chicago to South Island?

Currently, July is the cheapest month in which you can book a flight from Chicago to South Island (average of $1,101). Flying from Chicago to South Island in December is currently the most expensive (average of $1,869). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to EDG?

Find hourly flight availability from Chicago to South Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

When flying from Chicago to South Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing South Island

Get insights into the airlines that provide service to South Island. 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 South Island. Reviews last updated August 20, 2025.
Read reviews from past customers who have flown Air New Zealand, Qantas Airways, and United Airlines from Chicago to South Island. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.4

Comfort

8.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2025

AKL - SFO

Flight was delayed an hour. We had just flown Air NZ on a 12- hour flight from AKL so the extra delay on this connecting flight wasn’t welcomed.

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.4

Comfort

8.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2025

AKL - SFO

Flight was delayed an hour. We had just flown Air NZ on a 12- hour flight from AKL so the extra delay on this connecting flight wasn’t welcomed.

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.4

Comfort

8.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2025

AKL - SFO

Flight was delayed an hour. We had just flown Air NZ on a 12- hour flight from AKL so the extra delay on this connecting flight wasn’t welcomed.

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.4

Comfort

8.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2025

AKL - SFO

Flight was delayed an hour. We had just flown Air NZ on a 12- hour flight from AKL so the extra delay on this connecting flight wasn’t welcomed.

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.4

Comfort

8.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2025

AKL - SFO

Flight was delayed an hour. We had just flown Air NZ on a 12- hour flight from AKL so the extra delay on this connecting flight wasn’t welcomed.

Related info for your journey

Find useful and relevant information for your journey from Chicago to South Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago to South Island?

    Air Canada and Air New Zealand can get you from Chicago to South Island in just under 32h 53m. Your travel time can differ by up to 7h 37m. The distance between Chicago and South Island is about 8391 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago to South Island?

  • Can I find deals for flights from Chicago to South Island that include hotel bookings?

    Yes. In addition to deals on Chicago to South Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to South Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to South Island.

  • Can I find deals for business class flights from Chicago to South Island?

    Yes. Cheapflights offers flight deals from Chicago to South Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to South Island?

    Currently, July is the cheapest month in which you can book a flight from Chicago to South Island (average of $1,101). Flying from Chicago to South Island in December is currently the most expensive (average of $1,869). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Chicago to South Island

Discover the top 4 airlines that operate flights from Chicago to South Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$663Average$1,166FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$899Average$2,159FlexibilityNo cancel feeOn-time69%
Qantas AirwaysCheapest$983Average$1,357FlexibilityNo cancel feeOn-time74%
Air New ZealandCheapest$1,270Average$1,853FlexibilityNo cancel feeOn-time78%

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