Hawaii

$190+ Cheap flights from Chicago (CHI) to Hawaii

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Dec 24 — Dec 311
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Cheap flight deals from Chicago to Hawaii

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Hawaii (USHI). 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 19, 2024.

Round-trip from

$380
(American Airlines)

One-way from

$190
(American Airlines)
From Chicago (CHI) to Hawaii
One-way flight from Chicago (CHI) to Hawaii

Find flight deals from Chicago to Hawaii

Cheapest flights from Chicago to Hawaii
Explore the most affordable flight options available from Chicago to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This United Airlines deal was found by Cheapflights users on 12/19. 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.
Fri 12/208:53 amORD - OGG
1 stop12h 40mUnited Airlines
Fri 1/312:05 pmOGG - ORD
1 stop11h 49mUnited Airlines
Deal found 12/19$573
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/187:00 amORD - LIH
1 stop13h 04mAmerican Airlines
Wed 12/2510:00 pmLIH - ORD
1 stop12h 11mAmerican Airlines
Deal found 12/17$607
This United Airlines deal was found by Cheapflights users on 12/18. 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.
Thu 12/195:00 amORD - LIH
2 stops17h 05mUnited Airlines
Fri 12/279:40 pmLIH - ORD
1 stop10h 36mUnited Airlines
Deal found 12/18$697
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/237:00 amORD - HNL
2 stops15h 40mSouthwest
Wed 12/258:40 amHNL - ORD
1 stop10h 25mSouthwest
Deal found 12/19$747
This American Airlines deal was found by Cheapflights users on 12/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/308:25 pmORD - OGG
1 stop21h 05mAmerican Airlines
Thu 1/92:43 pmOGG - ORD
1 stop10h 22mAmerican Airlines
Deal found 12/18$791
This Southwest deal was found by Cheapflights users on 12/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/195:35 amMDW - HNL
1 stop15h 55mSouthwest
Thu 12/268:20 amHNL - MDW
1 stop12h 30mSouthwest
Deal found 12/18$820
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:15 amORD - ITO
2 stops16h 00mSouthwest
Sat 12/286:00 amITO - ORD
2 stops13h 40mSouthwest
Deal found 12/19$822
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:00 amORD - HNL
1 stop14h 04mAmerican Airlines
Mon 1/132:35 pmHNL - ORD
1 stop10h 30mAmerican Airlines
Deal found 12/17$833
This United Airlines deal was found by Cheapflights users on 12/18. 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.
Thu 12/198:45 amORD - HNL
2 stops15h 54mUnited Airlines
Thu 12/269:20 pmHNL - ORD
Nonstop8h 11mUnited Airlines
Deal found 12/18$841
This Alaska Airlines deal was found by Cheapflights users on 12/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:00 amORD - OGG
2 stops19h 11mAlaska Airlines
Thu 1/911:45 amOGG - ORD
2 stops21h 22mAlaska Airlines
Deal found 12/18$845
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:05 amMDW - ITO
2 stops16h 10mSouthwest
Sat 12/286:00 amITO - MDW
2 stops14h 10mSouthwest
Deal found 12/19$852
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/247:00 amORD - HNL
1 stop34h 45mAlaska Airlines
Tue 1/2811:30 amHNL - ORD
1 stop21h 37mAlaska Airlines
Deal found 12/17$872

Find flights from Chicago to Hawaii within your budget

Customize your flight search to find flights from Chicago to Hawaii 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 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Mon 1/20

9:45 am-7:46 pm

1 stop14h 01m

Lihue

Thu 1/30

9:30 pm-12:09 pm

1 stop10h 39m

$380

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 1/8

6:55 pm-3:36 pm

2 stops24h 41m

Lihue

Tue 1/14

11:49 am-1:07 pm

2 stops21h 18m

$389

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 5/3

5:10 pm-11:28 am

1 stop23h 18m

Kahului

Fri 5/9

3:05 pm-1:04 pm

1 stop16h 59m

$404

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 1/22

8:15 am-11:30 am

2 stops31h 15m

Kahului

Wed 1/29

1:10 pm-12:17 am

2 stops31h 07m

$406

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 2/1

12:56 pm-10:45 am

2 stops25h 49m

Kahului

Sat 2/8

12:00 pm-5:31 am

2 stops13h 31m

$406

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 1/13

7:15 am-7:55 pm

1 stop16h 40m

Kahului

Mon 1/27

9:20 pm-1:30 pm

1 stop12h 10m

$420

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sun 2/23

7:00 am-6:22 pm

1 stop15h 22m

Lihue

Mon 3/3

10:51 pm-1:15 pm

1 stop10h 24m

$422

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 2/27

7:00 pm-11:20 am

1 stop20h 20m

Honolulu

Fri 2/28

4:51 pm-5:00 pm

1 stop20h 09m

$426

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 1/20

7:15 am-8:25 pm

1 stop17h 10m

Honolulu

Fri 1/24

12:00 pm-9:01 am

2 stops17h 01m

$427

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 1/21

9:34 am-8:25 pm

2 stops14h 51m

Honolulu

Wed 1/29

4:50 pm-8:54 am

1 stop12h 04m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Hawaii

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

Travel insights for flights from Chicago to Hawaii

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

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Hawaii (average of $469). Flying from Chicago to Hawaii in June is currently the most expensive (average of $687). 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 HI?

Find hourly flight availability from Chicago to Hawaii. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 19, 2024.

When flying from Chicago to Hawaii, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Hawaii

Explore weekly flight availability from Chicago to Hawaii. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 19, 2024.

The most flights from CHI to USHI are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Hawaii by month

Plan your trip to Hawaii by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hawaii ranges from 0.3 - 3.2 inches per month. December is typically the wettest month, when rainfall can reach 3.2 in. June is typically the driest time to visit Hawaii when rainfall is around 0.3 in.

Temperature in Hawaii by month

Plan your trip to Hawaii by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hawaii, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

Reviews of airlines servicing Hawaii

Get insights into the airlines that provide service to Hawaii. 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 Hawaii. Reviews last updated December 19, 2024.
See what other customers who have flown with Alaska Airlines, Delta and American Airlines from Chicago to Hawaii have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,836 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,836 reviews
8.1
Very good
4,836 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,552 reviews
8.1
Very good
4,836 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,600 reviews
8.1
Very good
4,836 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.9
Good
2,295 reviews
8.1
Very good
4,836 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
9,048 reviews
8.1
Very good
4,836 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Chicago to Hawaii Travel Guide

When you're looking for a tropical escape from the hustle and bustle of the Windy City, Hawaii makes a great choice. With their perfect weather and laid-back lifestyle, the Hawaiian Islands can help you relax and recharge. Whether you want to kick back with a book on Hulopoe Beach or hike through the jungle on the Manoa Falls Trail, the friendly locals and well-developed infrastructure make your journey a breeze. A direct flight between Chicago and Hawaii reduces travel time, so you can reach the islands quickly.

Hawaii is the perfect island vacation spot for travelers from Chicago: it's accessible by a direct flight, and it requires no passport or customs. Once you arrive on Oahu or Maui, you'll be greeted with balmy breezes and smiling locals. If you're longing for sunshine and sunbathing, head for the islands' many stunning beaches. On Maui, try Kaanapali Beach or Wailea Beach, and on the Big Island, check out the unusual Punaluu Black Sand Beach. If you're visiting Honolulu, the famous Waikiki Beach is a must-see. When you're ready to get out into the wild, check out the lava flows at Hawaii Volcanoes National Park or hike through the otherworldly landscapes of Haleakala National Park. Cool off in Hanakapiai Falls, or marvel at the steep cliffs of the Na Pali Coast.

If you're dreaming of a vacation to sunny Hawaii, start planning today. Use the Cheapflights search engine to browse a wide variety of fares on nonstop flights between Chicago and Honolulu or Kahului.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Hawaii. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What alternative but sustainable transport option can I use to travel from Chicago to Hawaii?

    Hawaii is situated about 4194 mi from Chicago. Therefore, flights offer the most sustainable mode that passengers can use to travel from their origin to their destination. This is so because flights offer direct transport services to many passengers in one trip. Unfortunately, there are no other sustainable modes of getting from Chicago to Hawaii because of the Pacific Ocean crossing. Therefore, flights are the only sustainable way to get you to Hawaii from Chicago.

  • What can I do to reduce my carbon footprint when flying from Chicago to Hawaii?

    If you are a passenger looking to travel sustainably from Chicago to Hawaii, consider settling for a direct flight. The route is serviced by several direct flights as well as others with one or two stopovers. Direct flights utilize less fuel for the journey than those with one or more stopovers. This is so because flights involving several stopovers do not use the shortest route and consume more fuel when landing and taking off from multiple destinations. Therefore, fly directly from the origin to the destination to reduce your carbon footprint.

  • What information is necessary for identifying a sustainable airline for my trip from Chicago to Hawaii?

    If you need to identify a sustainable airline for flying from Chicago to Hawaii, think about looking for the SAF certification. SAF-certified airlines have engines that are designed to use fossil-based fuel rather than conventional petroleum-based fuel. Fossil fuel is more sustainable because its production does not emit carbon gases into the atmosphere as opposed to petroleum-based fuel. Therefore, flying in a SAF-certified airline is a great way to promote the sustainability of the environment.

  • How long is the flight from Chicago to Hawaii?

    When you're traveling from Chicago, it's possible to fly direct to two different cities in Hawaii. The flight to Honolulu lasts approximately nine hours from gate to gate, and the flight to Kahului takes slightly longer than nine hours.

  • Which airlines operate flights from Chicago to Hawaii?

    United Airlines is the only carrier that flies direct between Chicago and the state of Hawaii. United flies to the island of Oahu and the island of Maui.

  • How frequent are flights between Chicago and Hawaii?

    There is one flight per day from Chicago to Honolulu, and one daily flight to the city of Kahului. Both flights leave from O'Hare International Airport.

  • Which airports serve Chicago to Hawaii?

    Direct flights from Chicago to Hawaii leave from the O'Hare International Airport. If you're visiting Honolulu, you'll land at the Honolulu International Airport, and if you are traveling to Kahului, expect to land at the Kahului Airport. All three airports provide a variety of ground transportation options.

  • Which direct flight route between Chicago and Hawaii is cheapest?

    You can get the best fares when traveling between Chicago and Honolulu, with flights to Kahului close behind. Prices drop dramatically when you book your departing and returning flights together on a round-trip ticket.

  • How busy are the airports in Chicago and Hawaii?

    Flying to Hawaii from Chicago means you will start your journey at O'Hare International Airport (ORD) on the northwest side of the city. O’Hare is in the top 10 busiest airports in the world and is a major hub for airlines like United and American Airlines. In Hawaii, the three largest international airports are Hilo International Airport (ITO) which serves as the destination airport for most of east Hawaii. The next is Daniel K. Inouye International Airport, also known as Honolulu International Airport (HNL), and is also located on the northwest side of the city center. Honolulu International Airport is the largest airport serving Hawaii and the major hub for Hawaiian Airlines. Lastly, is Ellison Onizuka Kona International Airport (KOA) or Kona International Airport. This airport serves the west side of Hawaii.

  • Which airlines fly directly from Chicago to Hawaii?

    Unfortunately, direct flights from Chicago to Hawaii are not currently available, but there are plenty of flight options to choose from. If you fly from Chicago to Hilo International Airport, you will most likely have one stopover. Most flights are operated by United Airlines on this common flight route. From Chicago to Honolulu, the major airline most commonly operating this route is Delta Airlines. Finally, if you’re headed to the west area of Hawaii, you’ll most likely fly into Kona International Airport. The main airline operating this flight path is American Airlines. All these airlines have differing hub cities, which means the stopover city will be unique to the airline that is operating the flight.

  • What are the stopover options between Chicago to Hawaii?

    Flights from Chicago to Hawaii include at least one stopover, and that stopover city depends on what airlines you’re flying with and which destination you land at in Hawaii. From Hilo International from Chicago, you will most likely have a stopover in Los Angeles (LAX) before heading to your final destination. If you’re flying into Honolulu International Airport (HNL) with Delta Airlines, there are a few common stopover cities including Seattle, Salt Lake City, and Atlanta. Flights with American Airlines from Chicago to Kona International Airport have stopovers in cities including Phoenix and Dallas.

  • Do I need a passport or visa to fly from Chicago to Hawaii?

    No, you will not need a passport or visa as an American citizen heading from Chicago to Hawaii. You will however need a valid driver’s license from the state you live in. If you don’t have a driver’s license you will need a valid identification card from your home state. Both your driver’s license or identification card will need to be valid for the length of your travel, otherwise, you will need to renew either before heading on your journey.

  • What are the cheapest airlines to fly from Chicago to Hawaii one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $190. Delta flights start at $202 while deals on Alaska Airlines start at $207 one-way.

  • What are the most popular routes from Chicago to Hawaii?

  • What are the cheapest flights from Chicago to Hawaii?

    Looking at all options, your cheapest flight can be booked for $413. While the most popular route (Chicago O'Hare Intl - Honolulu) can be booked for $402 on average our data indicates $1,392 when flying from Chicago to Hawaii.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Chicago to Hawaii (average of $469). Flying from Chicago to Hawaii in June is currently the most expensive (average of $687). 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 Hawaii

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

Top 5 airlines flying from Chicago to Hawaii

Discover the top 5 airlines that operate flights from Chicago to Hawaii. 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 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$341Average$658FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$660FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$404Average$666FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$421Average$896FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$463Average$769FlexibilityNo cancel feeOn-time63%

Helpful tips for your next trip to Hawaii

Get useful tips and recommendations to enhance your travel experience on your next trip to Hawaii. Learn about must-visit attractions, local customs, transportation options, weather conditions, and other valuable tips to make your trip more enjoyable and hassle-free.
  • American Airlines is one of the airlines that gets passengers from Chicago to Hawaii. It does so sustainably by ensuring it has fuel-efficient planes in its fleet servicing the route.
  • Chicago is committed to promoting environmental sustainability. As a result, the city requires the airports operating in the region to monitor their carbon emissions to ensure they are within acceptable standards.
  • The O’Hare International Airport (ORD) will be your departure airport if you are traveling from Chicago to Hawaii. The airport is known to have an elaborate waste collection mechanism that sorts plastics and other non-biodegradable materials ready for reuse or recycling.
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