Cheap flights from Chicago (CHI) to Waikiki, Australia from $1,566

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 10/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — PER
May 17 — May 241

Cheap flight deals from Chicago to Waikiki

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Waikiki (WK1). 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 May 12, 2024.

Popular in

July

Cheapest in

October

Round-trip from

$1,583
High demand for flights, 23% potential price rise
Best time to find cheap flights, 31% potential price drop
From Chicago (CHI) to Waikiki

What is the cheapest month to fly from Chicago to Waikiki?

Our data shows that October tends to be the cheapest month to fly to Waikiki from Chicago. Users have commonly found prices around $2,022 for the month, but tickets can be as low as $1,307. Due to multiple factors, prepare for potentially higher prices in July.

When is the cheapest time to fly from Chicago to Waikiki (CHI - WK1)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Waikiki as you normally would.

Cheap Qantas Airways flights from Chicago to Waikiki

Explore cheap flight options specifically provided by Qantas Airways for the route between Chicago and Waikiki. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,659,571 searches. Data last updated May 12, 2024.
Find some of the cheapest Qantas Airways flights traveling from Chicago to Waikiki. Deals update often to give you more flight options matching your criteria
Tue 10/294:56 pmORD - PER
2 stops30h 29mQantas Airways
Sat 11/23:20 pmPER - ORD
2 stops39h 50mQantas Airways
Deal found 5/11$1,566
Mon 6/106:25 pmORD - PER
2 stops32h 15mQantas Airways
Mon 6/1711:55 pmPER - ORD
2 stops31h 39mQantas Airways
Deal found 5/11$1,867
Wed 7/32:45 pmORD - PER
2 stops31h 30mQantas Airways
Sun 12/1510:45 pmPER - ORD
2 stops31h 13mQantas Airways
Deal found 5/12$2,243

Cheap Singapore Airlines flights from Chicago to Waikiki

Explore cheap flight options specifically provided by Singapore Airlines for the route between Chicago and Waikiki. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,659,571 searches. Data last updated May 12, 2024.
Take a gander at the lowest prices we've found on Singapore Airlines flights from Chicago to Waikiki. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Tue 10/295:57 pmORD - PER
2 stops46h 28mSingapore Airlines
Fri 11/11:10 amPER - ORD
2 stops28h 48mSingapore Airlines
Deal found 5/11$1,703
Mon 6/105:55 pmORD - PER
2 stops46h 15mSingapore Airlines
Sun 6/161:10 amPER - ORD
2 stops42h 10mSingapore Airlines
Deal found 5/11$2,867

Cheap Chicago to Waikiki flights in May & June 2024

Find cheap flight options from Chicago to Waikiki specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,659,571 searches. Prices were last updated on May 12, 2024.
These are some of the most attractive deals on flights from Chicago to Waikiki in 2024. Check back in a little while for more flight options.
Mon 6/106:25 pmORD - PER
2 stops32h 15mQantas Airways
Mon 6/1711:55 pmPER - ORD
2 stops31h 39mQantas Airways
Deal found 5/11$1,867
Mon 6/104:00 pmORD - PER
3 stops35h 10mMultiple Airlines
Mon 6/178:40 pmPER - ORD
3 stops46h 09mMultiple Airlines
Deal found 5/11$2,145
Mon 6/103:40 pmORD - PER
2 stops34h 15mMultiple Airlines
Mon 6/171:15 pmPER - ORD
3 stops44h 29mMultiple Airlines
Deal found 5/11$2,277
Mon 6/105:55 pmORD - PER
2 stops46h 15mSingapore Airlines
Sun 6/161:10 amPER - ORD
2 stops42h 10mSingapore Airlines
Deal found 5/11$2,867
Mon 6/108:10 amORD - PER
1 stop38h 30mMultiple Airlines
Mon 6/178:30 amPER - ORD
2 stops53h 35mMultiple Airlines
Deal found 5/11$3,148
Mon 6/1011:00 amORD - PER
3 stops45h 30mMultiple Airlines
Sun 6/162:10 amPER - ORD
2 stops50h 15mMultiple Airlines
Deal found 5/11$3,150
Mon 6/107:40 pmORD - PER
1 stop33h 55mMultiple Airlines
Sun 6/162:10 amPER - ORD
2 stops50h 15mMultiple Airlines
Deal found 5/11$3,427
Mon 6/107:40 pmORD - PER
1 stop33h 55mQatar Airways
Mon 6/1710:45 pmPER - ORD
1 stop29h 40mQatar Airways
Deal found 5/11$4,029
Wed 5/158:45 pmORD - PER
1 stop31h 50mMultiple Airlines
Fri 5/1711:55 pmPER - ORD
2 stops54h 30mMultiple Airlines
Deal found 5/11$11,713

Chicago to Waikiki 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Waikiki in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,659,571 searches. Data last updated May 12, 2024.
These are some of the most attractive deals on flights from Chicago to Waikiki in 2024. Check back in a little while for more flight options.
Tue 10/294:56 pmORD - PER
2 stops30h 29mQantas Airways
Sat 11/23:20 pmPER - ORD
2 stops39h 50mQantas Airways
Deal found 5/11$1,566
Tue 10/295:57 pmORD - PER
2 stops46h 28mSingapore Airlines
Fri 11/11:10 amPER - ORD
2 stops28h 48mSingapore Airlines
Deal found 5/11$1,703
Mon 6/106:25 pmORD - PER
2 stops32h 15mQantas Airways
Mon 6/1711:55 pmPER - ORD
2 stops31h 39mQantas Airways
Deal found 5/11$1,867
Sun 11/244:56 pmORD - PER
2 stops31h 29mQantas Airways
Sun 1/55:35 amPER - ORD
2 stops25h 48mQantas Airways
Deal found 5/11$2,020
Mon 6/104:00 pmORD - PER
3 stops35h 10mMultiple Airlines
Mon 6/178:40 pmPER - ORD
3 stops46h 09mMultiple Airlines
Deal found 5/11$2,145
Wed 7/32:45 pmORD - PER
2 stops31h 30mQantas Airways
Sun 12/1510:45 pmPER - ORD
2 stops31h 13mQantas Airways
Deal found 5/12$2,243
Mon 6/103:40 pmORD - PER
2 stops34h 15mMultiple Airlines
Mon 6/171:15 pmPER - ORD
3 stops44h 29mMultiple Airlines
Deal found 5/11$2,277
Wed 7/36:00 amORD - PER
3 stops44h 45mMultiple Airlines
Sun 12/1510:55 pmPER - ORD
2 stops30h 46mMultiple Airlines
Deal found 5/12$2,295
Wed 7/32:15 pmORD - PER
3 stops37h 40mAir Canada
Sun 12/1510:55 pmPER - ORD
3 stops34h 47mAir Canada
Deal found 5/12$2,429

Find flights from Chicago to Waikiki within your budget

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 2,659,571 searches. Data last updated May 12, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$1,566 - $2,892

Route

Depart

Return

Price

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Tue 10/29

2 stops30h 29m

Perth

Sat 11/2

2 stops39h 50m

$1,566

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Tue 10/29

2 stops46h 28m

Perth

Fri 11/1

2 stops28h 48m

$1,703

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Mon 6/10

2 stops32h 15m

Perth

Mon 6/17

2 stops31h 39m

$1,867

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Mon 6/10

3 stops35h 10m

Perth

Mon 6/17

3 stops46h 09m

$2,145

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Wed 7/3

2 stops31h 30m

Perth

Sun 12/15

2 stops31h 13m

$2,243

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Mon 6/10

2 stops34h 15m

Perth

Mon 6/17

3 stops44h 29m

$2,277

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Wed 7/3

3 stops37h 40m

Perth

Sun 12/15

3 stops34h 47m

$2,429

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Tue 10/29

1 stop31h 35m

Perth

Sat 11/2

1 stop30h 35m

$2,700

Chicago O'Hare IntlPerth

ORD - PER

ORDPER

Chicago O'Hare Intl

Wed 7/3

1 stop33h 55m

Perth

Sun 12/15

1 stop30h 25m

$2,892

Flights are sorted by cheapest first

Deals found on 5/11

When is the cheapest time to fly from Chicago to Waikiki?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Waikiki. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Waikiki flight should consider departing on Monday evenings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Waikiki by month

Plan your trip from Chicago to Waikiki by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Waikiki is currently $0 while a round-trip flight costs $2,202. Price data was last updated on May 5, 2024.

Currently, March is the cheapest month in which you can book a flight from Chicago to Waikiki (average of $1,583). Flying from Chicago to Waikiki in July is currently the most expensive (average of $2,145). 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.

January

$1,776

February

$1,740

March

$1,583

April

$1,685

May

$1,675

June

$1,926

July

$2,145

August

$1,774

September

$1,750

October

$1,802

November

$1,659

December

$1,911

Temperature and rainfall in Waikiki by month

Plan your trip to Waikiki by taking into account the average temperature and rainfall totals by month.

PER

Temperature

53.6 - 75.2 °F

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 May 12, 2024.
Read reviews from past customers who have flown Qantas Airways, Singapore Airlines and Emirates from Chicago to Waikiki. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.3
Very good
1,454 reviews

Comfort

8.1

Food

7.8

Boarding

8.4

Entertainment

8.2

Overall

8.3

Crew

8.7

Reviews

1 / 10

I recently flew to Singapore on flight 21 April 28, 2024. From the time I was greeted at the aircraft door your cabin crew was warm welcoming, smiling and dressed sharped in their uniforms. I've flown around the world and this was my first time on singapore airline. Jason was very attentive to all of my needs. Kelly did made sure my food was correct and it was served at perfect temperature. Mohan check made sure i stayed hydrated they did a beautiful dinner service and lunch service. Everytime I went to the bathroom Ploy had my favorite drink ready. Even though I was in premium economy they gave us first class treatment. I truly enjoyed everything from start to finish on my flight. Even though this is the longest flight in the world I was thankful for the comfort your crew provided me in this journey. Having this amazing crew will surely bring me back on your airline for my vacation travel to Asia. Please give them a special thanks from me. These are memories I will cherish.

8.3
Very good
1,454 reviews
8.3
Very good
1,454 reviews

Comfort

8.1

Food

7.8

Boarding

8.4

Entertainment

8.2

Overall

8.3

Crew

8.7

Reviews

1 / 10

I recently flew to Singapore on flight 21 April 28, 2024. From the time I was greeted at the aircraft door your cabin crew was warm welcoming, smiling and dressed sharped in their uniforms. I've flown around the world and this was my first time on singapore airline. Jason was very attentive to all of my needs. Kelly did made sure my food was correct and it was served at perfect temperature. Mohan check made sure i stayed hydrated they did a beautiful dinner service and lunch service. Everytime I went to the bathroom Ploy had my favorite drink ready. Even though I was in premium economy they gave us first class treatment. I truly enjoyed everything from start to finish on my flight. Even though this is the longest flight in the world I was thankful for the comfort your crew provided me in this journey. Having this amazing crew will surely bring me back on your airline for my vacation travel to Asia. Please give them a special thanks from me. These are memories I will cherish.

8.1
Very good
3,970 reviews
8.3
Very good
1,454 reviews

Comfort

8.1

Food

7.8

Boarding

8.4

Entertainment

8.2

Overall

8.3

Crew

8.7

Reviews

1 / 10

I recently flew to Singapore on flight 21 April 28, 2024. From the time I was greeted at the aircraft door your cabin crew was warm welcoming, smiling and dressed sharped in their uniforms. I've flown around the world and this was my first time on singapore airline. Jason was very attentive to all of my needs. Kelly did made sure my food was correct and it was served at perfect temperature. Mohan check made sure i stayed hydrated they did a beautiful dinner service and lunch service. Everytime I went to the bathroom Ploy had my favorite drink ready. Even though I was in premium economy they gave us first class treatment. I truly enjoyed everything from start to finish on my flight. Even though this is the longest flight in the world I was thankful for the comfort your crew provided me in this journey. Having this amazing crew will surely bring me back on your airline for my vacation travel to Asia. Please give them a special thanks from me. These are memories I will cherish.

7.7
Good
4,414 reviews
8.3
Very good
1,454 reviews

Comfort

8.1

Food

7.8

Boarding

8.4

Entertainment

8.2

Overall

8.3

Crew

8.7

Reviews

1 / 10

I recently flew to Singapore on flight 21 April 28, 2024. From the time I was greeted at the aircraft door your cabin crew was warm welcoming, smiling and dressed sharped in their uniforms. I've flown around the world and this was my first time on singapore airline. Jason was very attentive to all of my needs. Kelly did made sure my food was correct and it was served at perfect temperature. Mohan check made sure i stayed hydrated they did a beautiful dinner service and lunch service. Everytime I went to the bathroom Ploy had my favorite drink ready. Even though I was in premium economy they gave us first class treatment. I truly enjoyed everything from start to finish on my flight. Even though this is the longest flight in the world I was thankful for the comfort your crew provided me in this journey. Having this amazing crew will surely bring me back on your airline for my vacation travel to Asia. Please give them a special thanks from me. These are memories I will cherish.

7.7
Good
973 reviews
8.3
Very good
1,454 reviews

Comfort

8.1

Food

7.8

Boarding

8.4

Entertainment

8.2

Overall

8.3

Crew

8.7

Reviews

1 / 10

I recently flew to Singapore on flight 21 April 28, 2024. From the time I was greeted at the aircraft door your cabin crew was warm welcoming, smiling and dressed sharped in their uniforms. I've flown around the world and this was my first time on singapore airline. Jason was very attentive to all of my needs. Kelly did made sure my food was correct and it was served at perfect temperature. Mohan check made sure i stayed hydrated they did a beautiful dinner service and lunch service. Everytime I went to the bathroom Ploy had my favorite drink ready. Even though I was in premium economy they gave us first class treatment. I truly enjoyed everything from start to finish on my flight. Even though this is the longest flight in the world I was thankful for the comfort your crew provided me in this journey. Having this amazing crew will surely bring me back on your airline for my vacation travel to Asia. Please give them a special thanks from me. These are memories I will cherish.

7.0
Good
6,934 reviews
8.3
Very good
1,454 reviews

Comfort

8.1

Food

7.8

Boarding

8.4

Entertainment

8.2

Overall

8.3

Crew

8.7

Reviews

1 / 10

I recently flew to Singapore on flight 21 April 28, 2024. From the time I was greeted at the aircraft door your cabin crew was warm welcoming, smiling and dressed sharped in their uniforms. I've flown around the world and this was my first time on singapore airline. Jason was very attentive to all of my needs. Kelly did made sure my food was correct and it was served at perfect temperature. Mohan check made sure i stayed hydrated they did a beautiful dinner service and lunch service. Everytime I went to the bathroom Ploy had my favorite drink ready. Even though I was in premium economy they gave us first class treatment. I truly enjoyed everything from start to finish on my flight. Even though this is the longest flight in the world I was thankful for the comfort your crew provided me in this journey. Having this amazing crew will surely bring me back on your airline for my vacation travel to Asia. Please give them a special thanks from me. These are memories I will cherish.

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 flights from Chicago to Waikiki for under $1,600 on Cheapflights?

    Yes, there are multiple flights from Chicago to Waikiki for under $1,600. The cheapest flight booked recently is on Qantas Airways for just $1,566, but on average you can expect to pay $2,664.

  • What are the most popular airlines that fly from Chicago to Waikiki?

  • What does ORD to PER mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Perth Airport (PER). Codes like Perth Airport are often used to just call airports uniquely. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Chicago to Waikiki that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Waikiki flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Waikiki with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Waikiki flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Chicago to Waikiki that allow pets onboard?

    Many airlines flying from Chicago to Waikiki offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Waikiki?

    Yes, you can often find last-minute deals on Chicago to Waikiki flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Waikiki flight deals updated?

    The Chicago to Waikiki flight deals you see on this page were last updated on 5/12.

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.

Top 6 airlines flying from Chicago to Waikiki

Discover the top 6 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 2,659,571 searches. Data last updated May 12, 2024.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,450Average$1,858FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air New ZealandCheapest$1,489Average$1,672FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
Air CanadaCheapest$1,491Average$1,708FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Singapore AirlinesCheapest$1,548Average$1,897FlexibilityNo cancel feeOn-time81%
Search Singapore Airlines flights
United AirlinesCheapest$1,660Average$1,661FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Qatar AirwaysCheapest$2,223Average$2,334FlexibilityNo cancel feeOn-time68%
Search Qatar Airways flights

Search flights from Chicago to Waikiki by cabin class

Find flights from Chicago to Waikiki, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Waikiki?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Waikiki from Chicago today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Chicago to Waikiki?

Cheapflights simply makes it quick and affordable to book flights from Chicago to Waikiki by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago to Waikiki with no change fees?

Certainly. Search results for flights to Waikiki from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Chicago to Waikiki become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Waikiki from Chicago today and book when prices fit your budget.

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