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$799+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHC
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap 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 December 26, 2025.

This Expedia deal was found by Cheapflights users on 12/25. 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 12/262:35 pmORD - CHC
2 stops38h 50mMultiple Airlines
Fri 1/212:00 pmCHC - ORD
2 stops28h 32mMultiple Airlines
Deal found 12/25$2,826
This Gurufare deal was found by Cheapflights users on 12/25. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:00 amORD - CHC
1 stop30h 35mAir New Zealand
Fri 1/22:15 pmCHC - ORD
1 stop19h 40mAir New Zealand
Deal found 12/25$2,864
This oojo deal was found by Cheapflights users on 12/25. 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.
Fri 12/2610:00 pmORD - ZQN
2 stops42h 25mAir New Zealand
Fri 1/210:25 amZQN - ORD
2 stops23h 30mAir New Zealand
Deal found 12/25$3,213
This Expedia deal was found by Cheapflights users on 12/25. 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 12/269:20 pmORD - ZQN
3 stops67h 10mMultiple Airlines
Fri 1/27:00 amZQN - ORD
2 stops33h 19mMultiple Airlines
Deal found 12/25$4,225

Find 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 December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$985
(Air Canada)

One-way from

$799
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$2,351
Provider with most accurate pricing for Chicago (CHI)-Christchurch flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Christchurch flights.
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From Chicago (CHI) to South Island
Search Deals
One-way flight from Chicago (CHI) to South Island
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($154 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($85 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 26, 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

Fri 3/13

3:35 pm-2:25 pm

2 stops28h 50m

Christchurch

Tue 3/24

6:10 am-2:41 pm

2 stops26h 31m

$984

ChicagoChristchurch

ORD - CHC

ORDCHC

Chicago O'Hare Intl

Fri 3/13

3:35 pm-1:55 pm

2 stops28h 20m

Christchurch

Sun 3/22

6:20 am-2:41 pm

2 stops26h 21m

$997

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Sat 3/7

12:54 pm-11:25 am

2 stops27h 31m

Queenstown Intl

Wed 3/18

2:15 pm-8:00 pm

2 stops23h 45m

$1,118

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Mon 3/16

4:00 pm-11:25 am

2 stops25h 25m

Queenstown Intl

Fri 3/20

2:15 pm-8:00 pm

2 stops23h 45m

$1,118

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Mon 3/2

4:00 pm-11:25 am

2 stops24h 25m

Queenstown Intl

Sat 3/14

3:05 pm-11:00 pm

2 stops25h 55m

$1,119

ChicagoChristchurch

ORD - CHC

ORDCHC

Chicago O'Hare Intl

Fri 3/13

6:17 am-1:55 pm

2 stops37h 38m

Christchurch

Tue 3/24

1:15 pm-11:38 pm

1 stop28h 23m

$1,120

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Sat 2/7

9:05 pm-9:50 am

2 stops41h 45m

Queenstown Intl

Sat 2/14

12:10 pm-8:28 pm

2 stops27h 18m

$1,128

ChicagoChristchurch

ORD - CHC

ORDCHC

Chicago O'Hare Intl

Fri 3/13

6:17 am-9:35 am

1 stop33h 18m

Christchurch

Sun 3/22

5:00 pm-11:00 pm

2 stops24h 00m

$1,133

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Sat 3/7

1:12 pm-7:55 pm

3 stops35h 43m

Queenstown Intl

Wed 3/18

8:50 pm-2:41 pm

2 stops35h 51m

$1,205

ChicagoQueenstown

ORD - ZQN

ORDZQN

Chicago O'Hare Intl

Fri 1/23

2:12 pm-11:25 am

2 stops26h 13m

Queenstown Intl

Fri 2/13

3:05 pm-12:26 am

2 stops28h 21m

$1,239

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 20 results
1
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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, October is the cheapest month in which you can book a flight from Chicago to South Island (average of $622). Flying from Chicago to South Island in August is currently the most expensive (average of $1,647). 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 December 26, 2025.

One of the essential ways to save on airfare from Chicago to South Island is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 10% on airfare.

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 December 26, 2025.
Read reviews from past customers who have flown Air New Zealand and Qantas Airways 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.
Air New Zealand
8.0
Very good
560 reviews

Entertainment

7.5

Food

7.4

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Dec 2025

BNE - AKL

I couldn’t operate reclining the seat. Neither could the passenger next to mec or the passenger across the aisle. This was in premium economy. We all tried following screen instructions but had no luck. Not really a problem on a 3 hour flight but any longer………
Air New Zealand
8.0
Very good
560 reviews
Air New Zealand
8.0
Very good
560 reviews

Entertainment

7.5

Food

7.4

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Dec 2025

BNE - AKL

I couldn’t operate reclining the seat. Neither could the passenger next to mec or the passenger across the aisle. This was in premium economy. We all tried following screen instructions but had no luck. Not really a problem on a 3 hour flight but any longer………
Qantas Airways
7.5
Good
955 reviews
Air New Zealand
8.0
Very good
560 reviews

Entertainment

7.5

Food

7.4

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Dec 2025

BNE - AKL

I couldn’t operate reclining the seat. Neither could the passenger next to mec or the passenger across the aisle. This was in premium economy. We all tried following screen instructions but had no luck. Not really a problem on a 3 hour flight but any longer………

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 New Zealand can get you from Chicago to South Island in just under 27h 31m. Your travel time can differ by up to . The distance between Chicago and South Island is about 8733 mi.

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

    Most travelers choose Chicago O'Hare Intl - Christchurch, Chicago O'Hare Intl - Queenstown Intl or Chicago O'Hare Intl - Blenheim when deciding on the best route 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, October is the cheapest month in which you can book a flight from Chicago to South Island (average of $622). Flying from Chicago to South Island in August is currently the most expensive (average of $1,647). 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

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Top 3 airlines flying from Chicago to South Island

Discover the top 3 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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$663Average$1,146FlexibilityNo cancel feeOn-time67%
Qantas AirwaysCheapest$983Average$1,200FlexibilityNo cancel feeOn-time74%
Air New ZealandCheapest$1,270Average$1,674FlexibilityNo cancel feeOn-time78%

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