Chicago

$702+ Cheap flights from Waikiki, Australia to Chicago (CHI)

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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
PER — CHI
Dec 28 — Jan 41
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The best prices from Waikiki to Chicago are usually found in January or May, booked 35 days in advance, depart on a Wednesday or Tuesday and return on a Monday

Cheap flight deals from Waikiki to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Waikiki (WK1) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$1,133
(BestPriceTravel)

One-way from

$702
(StudentUniverse)

Popular in

June

Cheapest in

January

Average price

$1,888
From Waikiki to Chicago (CHI)
One-way flight from Waikiki to Chicago (CHI)
High demand for flights, 9% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in December 2024

Find flight deals from Waikiki to Chicago

Best flights from Waikiki to Chicago
Discover carefully curated flight deals from Waikiki to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2024.

This BestPriceTravel deal was found by Cheapflights users on 12/23. 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 BestPriceTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/412:25 pmPER - ORD
2 stops33h 10mJapan Airlines
Tue 2/1110:35 amORD - PER
2 stops46h 10mJapan Airlines
Deal found 12/23$1,133
This Aunt Betty deal was found by Cheapflights users on 12/23. 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 Aunt Betty is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/69:05 amPER - ORD
2 stops27h 23mQantas Airways
Tue 5/274:50 pmORD - PER
2 stops29h 30mQantas Airways
Deal found 12/23$1,212
This Flighttix deal was found by Cheapflights users on 12/22. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2710:55 pmPER - ORD
2 stops31h 04mMultiple Airlines
Tue 2/1110:30 amORD - PER
1 stop44h 00mMultiple Airlines
Deal found 12/22$1,490
This BYOjet deal was found by Cheapflights users on 12/23. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/410:45 pmPER - ORD
2 stops35h 03mQatar Airways
Tue 2/117:05 pmORD - PER
1 stop33h 40mQatar Airways
Deal found 12/23$1,548
This BYOjet deal was found by Cheapflights users on 12/23. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/51:10 amPER - ORD
2 stops29h 40mSingapore Airlines
Tue 5/275:50 pmORD - PER
2 stops46h 20mSingapore Airlines
Deal found 12/23$1,581
This BestPriceTravel deal was found by Cheapflights users on 12/22. 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 BestPriceTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/46:00 amPER - ORD
1 stop46h 55mEmirates
Tue 2/117:45 pmORD - PER
1 stop31h 35mEmirates
Deal found 12/22$1,746
This Gotogate deal was found by Cheapflights users on 12/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2710:45 pmPER - ORD
2 stops29h 54mAir Canada
Tue 2/119:50 amORD - PER
3 stops38h 40mAir Canada
Deal found 12/22$2,125
This BestPriceTravel deal was found by Cheapflights users on 12/23. 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 BestPriceTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/312:15 amPER - ORD
1 stop26h 45mCathay Pacific
Tue 2/112:40 pmORD - PER
1 stop42h 05mCathay Pacific
Deal found 12/23$2,217

Find flights from Waikiki to Chicago within your budget

Customize your flight search to find flights from Waikiki to Chicago 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 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PerthChicago

PER - ORD

PERORD

Perth

Tue 2/4

12:25 pm-7:35 am

2 stops33h 10m

Chicago O'Hare Intl

Tue 2/11

10:35 am-10:45 pm

2 stops46h 10m

$1,133

PerthChicago

PER - ORD

PERORD

Perth

Tue 5/6

9:05 am-11:28 pm

2 stops27h 23m

Chicago O'Hare Intl

Tue 5/27

4:50 pm-11:20 am

2 stops29h 30m

$1,212

PerthChicago

PER - ORD

PERORD

Perth

Mon 1/27

10:55 pm-3:59 pm

2 stops31h 04m

Chicago O'Hare Intl

Tue 2/11

10:30 am-8:30 pm

1 stop44h 00m

$1,490

PerthChicago

PER - ORD

PERORD

Perth

Tue 2/4

10:45 pm-7:48 pm

2 stops35h 03m

Chicago O'Hare Intl

Tue 2/11

7:05 pm-6:45 pm

1 stop33h 40m

$1,548

PerthChicago

PER - ORD

PERORD

Perth

Mon 5/5

1:10 am-5:50 pm

2 stops29h 40m

Chicago O'Hare Intl

Tue 5/27

5:50 pm-5:10 am

2 stops46h 20m

$1,581

PerthChicago

PER - ORD

PERORD

Perth

Tue 2/4

6:00 am-2:55 pm

1 stop46h 55m

Chicago O'Hare Intl

Tue 2/11

7:45 pm-5:20 pm

1 stop31h 35m

$1,746

PerthChicago

PER - ORD

PERORD

Perth

Mon 1/27

10:45 pm-2:39 pm

2 stops29h 54m

Chicago O'Hare Intl

Tue 2/11

9:50 am-2:30 pm

3 stops38h 40m

$2,125

PerthChicago

PER - ORD

PERORD

Perth

Mon 2/3

12:15 am-1:00 pm

1 stop26h 45m

Chicago O'Hare Intl

Tue 2/11

2:40 pm-10:45 pm

1 stop42h 05m

$2,217

PerthChicago

PER - ORD

PERORD

Perth

Wed 5/21

10:25 am-5:15 pm

2 stops43h 50m

$702

PerthChicago

PER - ORD

PERORD

Perth

Tue 5/20

3:25 am-9:00 pm

2 stops54h 35m

$767

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 17 results
1
2

Best time to book a flight from Waikiki to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Waikiki 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.

Travel insights for flights from Waikiki to Chicago

Get recent, data-driven insights about flights from Waikiki to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Waikiki to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Waikiki to Chicago. Price data was last updated on December 20, 2024.

To ensure you get the cheapest price possible for a flight from Waikiki to Chicago, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Waikiki to Chicago (average of $245). Flying from Waikiki to Chicago in March is currently the most expensive (average of $317). 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.

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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 December 23, 2024.
8.3
Very good
1,440 reviews

Boarding

8.4

Comfort

8.2

Crew

8.7

Overall

8.3

Entertainment

7.8

Food

7.7

Reviews

1 / 10

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

8.3
Very good
1,440 reviews
8.3
Very good
1,440 reviews

Boarding

8.4

Comfort

8.2

Crew

8.7

Overall

8.3

Entertainment

7.8

Food

7.7

Reviews

1 / 10

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

8.1
Very good
3,395 reviews
8.3
Very good
1,440 reviews

Boarding

8.4

Comfort

8.2

Crew

8.7

Overall

8.3

Entertainment

7.8

Food

7.7

Reviews

1 / 10

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

8.1
Very good
1,330 reviews
8.3
Very good
1,440 reviews

Boarding

8.4

Comfort

8.2

Crew

8.7

Overall

8.3

Entertainment

7.8

Food

7.7

Reviews

1 / 10

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

7.5
Good
3,790 reviews
8.3
Very good
1,440 reviews

Boarding

8.4

Comfort

8.2

Crew

8.7

Overall

8.3

Entertainment

7.8

Food

7.7

Reviews

1 / 10

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

7.5
Good
809 reviews
8.3
Very good
1,440 reviews

Boarding

8.4

Comfort

8.2

Crew

8.7

Overall

8.3

Entertainment

7.8

Food

7.7

Reviews

1 / 10

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Related info for your journey

Find useful and relevant information for your journey from Waikiki to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Waikiki to Chicago one-way?

    To fly one-way, consider booking your trip with Qantas Airways, which is currently one of the cheapest options available, starting at $702. Singapore Airlines flights start at $1,190 while deals on Cathay Pacific start at $1,202 one-way.

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

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

  • How can I find direct flights from Waikiki to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Waikiki to Chicago 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 Waikiki to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Waikiki to Chicago (average of $245). Flying from Waikiki to Chicago in March is currently the most expensive (average of $317). 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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Alternative routes for Waikiki to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Waikiki to Chicago

Discover the top airline that operate flights from Waikiki to Chicago. 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 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$1,184Average$1,411FlexibilityNo cancel feeOn-time71%
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