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$226+ Cheap flights from Chesapeake, VA 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheap flight deals from Chesapeake to Hawaii

Keep the following information in mind while searching for Chesapeake to Hawaii flight deals. Data was last updated August 1, 2025.

Round-trip from

$451
(Delta)

One-way from

$226
(Delta)

Popular in

December

Cheapest in

January

Average price

$988
From Chesapeake to Hawaii
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One-way flight from Chesapeake to Hawaii
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Chesapeake to Hawaii

Cheapest flights from Chesapeake to Hawaii
Explore the most affordable flight options available from Chesapeake to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:51 amORF - HNL
1 stop12h 24mDelta
Mon 9/83:25 pmHNL - ORF
1 stop14h 17mDelta
Deal found 7/31$451
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:24 amORF - OGG
1 stop14h 36mDelta
Thu 11/135:10 pmOGG - ORF
1 stop10h 52mDelta
Deal found 7/30$451
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Wed 11/58:03 amORF - OGG
1 stop13h 33mUnited Airlines
Wed 11/122:06 pmOGG - ORF
2 stops14h 40mUnited Airlines
Deal found 7/31$457
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 12/88:04 amORF - KOA
1 stop13h 14mUnited Airlines
Thu 12/182:23 pmKOA - ORF
2 stops15h 11mUnited Airlines
Deal found 7/30$457
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:00 amORF - KOA
2 stops18h 00mDelta
Mon 9/88:41 pmKOA - ORF
2 stops15h 13mDelta
Deal found 7/31$462
This American Airlines deal was found by Cheapflights users on 7/30. 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 12/85:10 amORF - KOA
2 stops15h 02mAmerican Airlines
Thu 12/186:30 pmKOA - ORF
1 stop11h 20mAmerican Airlines
Deal found 7/30$572
This American Airlines deal was found by Cheapflights users on 7/30. 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 11/56:21 amORF - OGG
1 stop13h 59mAmerican Airlines
Tue 11/1111:00 pmOGG - ORF
2 stops15h 57mAmerican Airlines
Deal found 7/30$582
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 10/236:30 amORF - HNL
1 stop12h 14mAmerican Airlines
Tue 10/286:00 pmHNL - ORF
1 stop12h 23mAmerican Airlines
Deal found 7/30$587
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 11/108:03 amORF - HNL
1 stop13h 30mUnited Airlines
Fri 11/1410:50 pmHNL - ORF
2 stops17h 48mUnited Airlines
Deal found 7/31$596
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/205:24 amORF - LIH
2 stops17h 29mDelta
Thu 11/2010:45 pmLIH - ORF
2 stops19h 43mDelta
Deal found 7/31$701
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 10/207:59 pmORF - LIH
2 stops21h 22mUnited Airlines
Thu 11/202:15 pmLIH - ORF
2 stops15h 34mUnited Airlines
Deal found 7/30$713
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 9/308:08 amORF - ITO
2 stops15h 31mUnited Airlines
Thu 10/26:00 amITO - ORF
2 stops35h 42mUnited Airlines
Deal found 7/31$956

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake 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 August 1, 2025.
Use the filters below to find and compare flights from Chesapeake to Hawaii that are best for you.

Fly from

Chesapeake

Fly to

Hawaii

Route

Depart

Return

Price

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Wed 9/3

6:51 am-1:15 pm

1 stop12h 24m

Honolulu

Mon 9/8

3:25 pm-11:42 am

1 stop14h 17m

$451

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Thu 11/6

5:24 am-3:00 pm

1 stop14h 36m

Kahului

Thu 11/13

5:10 pm-9:02 am

1 stop10h 52m

$451

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Wed 11/5

8:03 am-4:36 pm

1 stop13h 33m

Kahului

Wed 11/12

2:06 pm-9:46 am

2 stops14h 40m

$457

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Thu 9/4

7:00 am-7:00 pm

2 stops18h 00m

Kona Intl

Mon 9/8

8:41 pm-5:54 pm

2 stops15h 13m

$462

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Wed 11/5

6:21 am-3:20 pm

1 stop13h 59m

Kahului

Tue 11/11

11:00 pm-7:57 pm

2 stops15h 57m

$582

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Thu 10/23

6:30 am-12:44 pm

1 stop12h 14m

Honolulu

Tue 10/28

6:00 pm-12:23 pm

1 stop12h 23m

$587

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Mon 11/10

8:03 am-4:33 pm

1 stop13h 30m

Honolulu

Fri 11/14

10:50 pm-9:38 pm

2 stops17h 48m

$596

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Thu 9/4

8:10 am-3:46 pm

1 stop13h 36m

Kona Intl

Mon 9/8

1:30 pm-9:24 am

2 stops13h 54m

$672

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Mon 10/20

5:24 am-4:53 pm

2 stops17h 29m

Lihue

Thu 11/20

10:45 pm-11:28 pm

2 stops19h 43m

$701

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Mon 10/20

7:59 pm-11:21 am

2 stops21h 22m

Lihue

Thu 11/20

2:15 pm-10:49 am

2 stops15h 34m

$713

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 22 results
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2
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Best time to book a flight from Chesapeake to Hawaii

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

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

Currently, November is the cheapest month in which you can book a flight from Chesapeake to Hawaii (average of $469). Flying from Chesapeake 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 C6E to HI?

Find hourly flight availability from Chesapeake 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 August 1, 2025.

When flying from Chesapeake 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.

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 August 1, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Chesapeake to Hawaii have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,904 reviews
Delta
8.0
Very good
7,983 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,983 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Hawaii. 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 Chesapeake to Hawaii one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $226. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Chesapeake to Hawaii for a low price.

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

    While some choose either Norfolk - Kahului or Norfolk - Kona Intl, Norfolk - Honolulu is the most popular route from Chesapeake to Hawaii.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Chesapeake to Hawaii (average of $469). Flying from Chesapeake 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chesapeake to Hawaii

Discover the top 4 airlines that operate flights from Chesapeake 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$449Average$926FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$471Average$861FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$484Average$998FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$518Average$1,017FlexibilityNo cancel feeOn-time71%

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