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Waikiki

$772+ Cheap flights from Chicago (CHI) to Waikiki, Australia

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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PER
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Chicago to Waikiki

Cheapest flights from Chicago to Waikiki
Explore the most affordable flight options available from Chicago to Waikiki. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:35 pmORD - PER
1 stop26h 20mMultiple Airlines
Tue 3/247:35 amPER - ORD
3 stops41h 55mMultiple Airlines
Deal found 12/14$1,948
This Ovago deal was found by Cheapflights users on 12/14. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:35 pmORD - PER
1 stop26h 20mCathay Pacific
Mon 3/2312:25 amPER - ORD
1 stop26h 30mCathay Pacific
Deal found 12/14$1,990
This Cathay Pacific deal was found by Cheapflights users on 12/14. 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 Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/272:35 pmORD - PER
1 stop26h 20mMultiple Airlines
Sun 1/118:30 amPER - ORD
2 stops41h 55mMultiple Airlines
Deal found 12/14$2,182
This Ovago deal was found by Cheapflights users on 12/15. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/272:35 pmORD - PER
1 stop26h 20mCathay Pacific
Sun 1/118:30 amPER - ORD
1 stop42h 25mCathay Pacific
Deal found 12/15$2,351
This oojo deal was found by Cheapflights users on 12/14. 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.
Sat 12/274:46 pmORD - PER
2 stops29h 19mQantas Airways
Sun 1/1110:45 pmPER - ORD
2 stops32h 04mQantas Airways
Deal found 12/14$2,574
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:14 pmORD - PER
2 stops30h 16mUnited Airlines
Sun 1/1111:45 pmPER - ORD
2 stops34h 20mUnited Airlines
Deal found 12/15$2,623
This KAYAK deal was found by Cheapflights users on 12/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:13 pmORD - PER
2 stops31h 12mQantas Airways
Tue 3/245:00 amPER - ORD
2 stops38h 09mQantas Airways
Deal found 12/14$2,640
This oojo deal was found by Cheapflights users on 12/15. 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.
Tue 12/1612:02 pmORD - PER
2 stops33h 53mQatar Airways
Mon 12/2210:45 pmPER - ORD
1 stop29h 45mQatar Airways
Deal found 12/15$2,850
This Ovago deal was found by Cheapflights users on 12/15. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/162:35 pmORD - PER
1 stop26h 20mCathay Pacific
Sun 12/2112:25 amPER - ORD
1 stop26h 30mCathay Pacific
Deal found 12/15$2,864

Find flight deals from Chicago to Waikiki

Keep the following information in mind while searching for Chicago to Waikiki flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,368
(Trip.com)

One-way from

$772
(oojo)

Popular in

September

Cheapest in

February

Average price

$2,246
Provider with most accurate pricing for Chicago (CHI)-Perth flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Perth flights.
Search Deals
From Chicago (CHI) to Waikiki
Search Deals
One-way flight from Chicago (CHI) to Waikiki
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($288 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($85 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Waikiki 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 16, 2025.
Use the filters below to find and compare flights from Chicago to Waikiki that are best for you.

Fly from

Chicago

Fly to

Waikiki

Route

Depart

Return

Price

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Tue 4/14

4:00 pm-5:10 pm

2 stops36h 10m

Perth

Tue 4/28

6:25 pm-2:25 pm

2 stops57h 00m

$1,368

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Sun 2/22

6:04 am-2:45 pm

3 stops42h 41m

Perth

Wed 3/4

5:05 pm-11:56 pm

2 stops44h 51m

$1,487

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Wed 1/28

11:56 am-7:45 am

2 stops29h 49m

Perth

Tue 2/17

10:55 pm-2:04 pm

2 stops29h 09m

$1,543

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Mon 5/4

3:15 pm-2:40 pm

3 stops34h 25m

Perth

Sat 5/30

1:10 am-11:59 pm

2 stops35h 49m

$1,564

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Mon 5/4

5:30 pm-11:15 am

2 stops28h 45m

Perth

Tue 6/30

9:00 am-4:56 pm

2 stops44h 56m

$1,613

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Sat 1/31

6:40 pm-5:20 pm

2 stops32h 40m

Perth

Sun 2/8

8:00 am-9:23 pm

2 stops27h 23m

$1,624

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Sat 1/31

3:35 pm-5:25 am

2 stops47h 50m

Perth

Sun 2/8

1:50 pm-7:45 pm

3 stops43h 55m

$1,729

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Thu 4/16

12:30 am-12:30 am

2 stops35h 00m

Perth

Sun 4/26

4:40 am-6:46 am

3 stops39h 06m

$1,768

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Tue 3/31

7:00 am-7:15 am

2 stops35h 15m

$772

ChicagoPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Tue 3/31

2:00 pm-9:45 pm

3 stops42h 45m

$978

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 16 results
1
2

Best time to book a flight from Chicago to Waikiki

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

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

Currently, May is the cheapest month in which you can book a flight from Chicago to Waikiki (average of $1,231). Flying from Chicago to Waikiki in July is currently the most expensive (average of $1,615). 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 WK1?

Find hourly flight availability from Chicago to Waikiki. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

It’s optimal to fly from Chicago to Waikiki in the evening. By choosing this option you can save up to 2% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Waikiki

Get insights into the airlines that provide service to Waikiki. 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 Waikiki. Reviews last updated December 16, 2025.
Read through reviews of airlines operating flights from Chicago to Waikiki, such as Qantas Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Qantas Airways
7.5
Good
946 reviews

Entertainment

7.2

Crew

8.1

Overall

7.5

Food

7.0

Boarding

7.7

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Carol,Oct 2025

ADL - MEL

Smooth flight, good onboard staff who were very caring when I didn’t feel very well.
Qantas Airways
7.5
Good
946 reviews
Qantas Airways
7.5
Good
946 reviews

Entertainment

7.2

Crew

8.1

Overall

7.5

Food

7.0

Boarding

7.7

Comfort

7.5

Reviews

1 / 20
10.0
Excellent

Carol,Oct 2025

ADL - MEL

Smooth flight, good onboard staff who were very caring when I didn’t feel very well.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Waikiki. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Chicago to Waikiki (average of $1,231). Flying from Chicago to Waikiki in July is currently the most expensive (average of $1,615). 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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Alternative routes for Chicago to Waikiki

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Perth flights
St. Louis to Perth flights
O'Hare Intl to Broome flights

Top 3 airlines flying from Chicago to Waikiki

Discover the top 3 airlines that operate flights from Chicago to Waikiki. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,191Average$1,522FlexibilityNo cancel feeOn-time74%
Qatar AirwaysCheapest$1,229Average$2,092FlexibilityNo cancel feeOn-time68%
Cathay PacificCheapest$1,418Average$1,773FlexibilityNo cancel feeOn-time72%

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