Chicago

$1,119+ Cheap flights from Waikiki, Australia to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
PER — CHI
Jan 26 — Feb 21
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The best prices from Waikiki to Chicago are usually found in May or February, 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 January 21, 2025.

Round-trip from

$1,248
(Priceline)

Popular in

June

Cheapest in

May

Average price

$1,366
From Waikiki to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($138 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($49 potential savings vs. average RT price).
Average for round-trip flights in January 2025

Find flight deals from Waikiki to Chicago

Cheapest flights from Waikiki to Chicago
Explore the most affordable flight options available from Waikiki to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Globehunters deal was found by Cheapflights users on 1/20. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:45 pmPER - ORD
1 stop30h 10mANA
Wed 11/57:35 pmORD - PER
2 stops58h 55mANA
Deal found 1/20$1,119
This BYOjet deal was found by Cheapflights users on 1/20. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:55 pmPER - ORD
2 stops31h 54mQantas Airways
Wed 11/51:23 pmORD - PER
2 stops37h 57mQantas Airways
Deal found 1/20$1,228
This Mytrip deal was found by Cheapflights users on 1/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2110:45 pmPER - ORD
3 stops44h 01mMultiple Airlines
Sun 3/2312:00 pmORD - PER
2 stops28h 25mMultiple Airlines
Deal found 1/21$1,428
This BYOjet deal was found by Cheapflights users on 1/20. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:10 amPER - ORD
2 stops29h 40mSingapore Airlines
Wed 11/56:50 pmORD - PER
2 stops39h 05mSingapore Airlines
Deal found 1/20$1,442
This BYOjet deal was found by Cheapflights users on 1/20. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:35 pmPER - ORD
2 stops28h 20mAir Canada
Wed 11/52:00 pmORD - PER
3 stops35h 30mAir Canada
Deal found 1/20$1,523
This BYOjet deal was found by Cheapflights users on 1/21. 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.
Fri 3/2110:45 pmPER - ORD
2 stops33h 54mQatar Airways
Sun 3/237:50 pmORD - PER
1 stop33h 55mQatar Airways
Deal found 1/21$1,646
This Emirates deal was found by Cheapflights users on 1/20. 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 Emirates is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:00 amPER - ORD
1 stop46h 45mEmirates
Wed 11/57:45 pmORD - PER
1 stop31h 35mEmirates
Deal found 1/20$1,734
This Japan Airlines deal was found by Cheapflights users on 1/21. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2012:15 amPER - ORD
2 stops45h 20mJapan Airlines
Sun 3/2311:35 amORD - PER
2 stops46h 10mJapan Airlines
Deal found 1/21$1,759
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Thu 3/612:15 amPER - ORD
1 stop26h 45mCathay Pacific
Fri 3/143:40 pmORD - PER
1 stop28h 55mCathay Pacific
Deal found 1/21$1,936

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PerthChicago

PER - ORD

PERORD

Perth

Fri 3/7

5:25 am-11:57 pm

2 stops32h 32m

Chicago O'Hare Intl

Fri 3/14

5:10 pm-12:25 pm

2 stops30h 15m

$1,248

PerthChicago

PER - ORD

PERORD

Perth

Fri 3/21

10:45 pm-5:46 am

3 stops44h 01m

Chicago O'Hare Intl

Sun 3/23

12:00 pm-5:25 am

2 stops28h 25m

$1,428

PerthChicago

PER - ORD

PERORD

Perth

Fri 3/21

10:45 pm-7:39 pm

2 stops33h 54m

Chicago O'Hare Intl

Sun 3/23

7:50 pm-6:45 pm

1 stop33h 55m

$1,646

PerthChicago

PER - ORD

PERORD

Perth

Thu 3/20

12:15 am-8:35 am

2 stops45h 20m

Chicago O'Hare Intl

Sun 3/23

11:35 am-10:45 pm

2 stops46h 10m

$1,759

PerthChicago

PER - ORD

PERORD

Perth

Fri 3/7

10:20 pm-2:55 pm

1 stop30h 35m

Chicago O'Hare Intl

Fri 3/14

8:45 pm-5:20 pm

1 stop31h 35m

$1,905

PerthChicago

PER - ORD

PERORD

Perth

Thu 3/6

12:15 am-1:00 pm

1 stop26h 45m

Chicago O'Hare Intl

Fri 3/14

3:40 pm-9:35 am

1 stop28h 55m

$1,936

PerthChicago

PER - ORD

PERORD

Perth

Sat 2/22

1:10 am-4:58 pm

2 stops29h 48m

Chicago O'Hare Intl

Sun 2/23

7:00 pm-12:35 pm

2 stops51h 35m

$3,976

PerthChicago

PER - ORD

PERORD

Perth

Tue 5/20

1:20 am-7:03 pm

3 stops54h 43m

$1,388

PerthChicago

PER - ORD

PERORD

Perth

Tue 5/20

1:10 am-7:03 pm

2 stops30h 53m

$1,891

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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 January 17, 2025.

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 $320). 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 January 21, 2025.
8.3
Very good
1,449 reviews

Boarding

8.4

Food

7.7

Overall

8.3

Crew

8.7

Comfort

8.2

Entertainment

7.8

Reviews

1 / 10

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

8.3
Very good
1,449 reviews
8.3
Very good
1,449 reviews

Boarding

8.4

Food

7.7

Overall

8.3

Crew

8.7

Comfort

8.2

Entertainment

7.8

Reviews

1 / 10

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

8.1
Very good
3,360 reviews
8.3
Very good
1,449 reviews

Boarding

8.4

Food

7.7

Overall

8.3

Crew

8.7

Comfort

8.2

Entertainment

7.8

Reviews

1 / 10

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

8.1
Very good
1,328 reviews
8.3
Very good
1,449 reviews

Boarding

8.4

Food

7.7

Overall

8.3

Crew

8.7

Comfort

8.2

Entertainment

7.8

Reviews

1 / 10

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

7.5
Good
3,752 reviews
8.3
Very good
1,449 reviews

Boarding

8.4

Food

7.7

Overall

8.3

Crew

8.7

Comfort

8.2

Entertainment

7.8

Reviews

1 / 10

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

7.5
Good
824 reviews
8.3
Very good
1,449 reviews

Boarding

8.4

Food

7.7

Overall

8.3

Crew

8.7

Comfort

8.2

Entertainment

7.8

Reviews

1 / 10

Excellent crew, great food and decent audio selection. Seats are wide and have plenty of leg room but could use some more padding.

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.
  • 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 $320). 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

Traveling to a place near Waikiki?

Book flights to Waikiki if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$1,184Average$1,411FlexibilityNo cancel feeOn-time71%
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