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$222+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:32 amORF - HNL
2 stops20h 16mMultiple Airlines
Wed 12/2410:07 amHNL - ORF
1 stop29h 09mMultiple Airlines
Deal found 12/18$1,085
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.
Sun 12/286:20 amORF - KOA
2 stops39h 21mUnited Airlines
Wed 1/73:59 pmKOA - ORF
2 stops14h 45mUnited Airlines
Deal found 12/19$1,146
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:23 amORF - HNL
2 stops18h 43mDelta
Mon 12/294:45 pmHNL - ORF
1 stop11h 24mDelta
Deal found 12/20$1,147
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:23 amORF - HNL
1 stop16h 10mDelta
Wed 12/316:50 pmHNL - ORF
1 stop11h 27mDelta
Deal found 12/17$1,173
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amORF - HNL
1 stop14h 30mUnited Airlines
Wed 12/312:25 pmHNL - ORF
2 stops15h 13mUnited Airlines
Deal found 12/17$1,178
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.
Sat 12/208:25 pmORF - HNL
2 stops21h 40mSouthwest
Mon 12/229:25 pmHNL - ORF
2 stops17h 00mSouthwest
Deal found 12/19$1,179
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:23 amORF - HNL
2 stops20h 19mDelta
Sun 12/286:30 pmHNL - ORF
1 stop12h 41mDelta
Deal found 12/18$1,214
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:20 amORF - HNL
1 stop12h 52mUnited Airlines
Sun 12/282:25 pmHNL - ORF
2 stops15h 13mUnited Airlines
Deal found 12/20$1,222
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.
Wed 12/246:00 amORF - HNL
1 stop14h 30mUnited Airlines
Tue 12/305:00 pmHNL - ORF
1 stop11h 55mUnited Airlines
Deal found 12/18$1,243
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:55 pmORF - ITO
2 stops28h 19mUnited Airlines
Sat 1/34:40 pmITO - ORF
2 stops37h 19mUnited Airlines
Deal found 12/20$2,421

Find flight deals from Chesapeake to Hawaii

Keep the following information in mind while searching for Chesapeake to Hawaii flight deals. Data was last updated December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$474
(Delta)

One-way from

$222
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$1,223
Provider with most accurate pricing for Norfolk-Honolulu flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Honolulu flights.
Search Deals
From Chesapeake to Hawaii
Search Deals
One-way flight from Chesapeake to Hawaii
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($26 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 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 December 21, 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

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Mon 2/2

6:20 am-7:54 pm

2 stops18h 34m

Lihue

Mon 2/9

9:20 pm-5:34 pm

2 stops15h 14m

$519

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Wed 1/14

5:35 am-6:47 pm

2 stops18h 12m

Kona Intl

Mon 1/19

8:45 pm-5:34 pm

2 stops15h 49m

$534

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Mon 2/2

6:20 am-7:57 pm

2 stops18h 37m

Kona Intl

Mon 2/9

10:55 pm-8:37 pm

2 stops16h 42m

$572

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 1/20

7:01 am-9:28 pm

2 stops19h 27m

Honolulu

Tue 1/27

1:17 pm-12:10 pm

2 stops17h 53m

$574

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Sun 2/22

9:33 am-11:15 am

1 stop30h 42m

Honolulu

Fri 2/27

2:29 pm-7:49 pm

2 stops24h 20m

$579

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 2/24

5:40 am-5:05 pm

2 stops16h 25m

Honolulu

Tue 3/10

12:35 pm-11:49 am

2 stops17h 14m

$584

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Sat 1/10

6:14 pm-6:21 pm

2 stops29h 07m

Lihue

Wed 1/14

9:31 pm-5:28 pm

2 stops14h 57m

$605

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Mon 1/12

5:35 am-6:27 pm

2 stops17h 52m

Honolulu

Mon 1/26

1:17 pm-9:10 am

2 stops14h 53m

$610

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Wed 1/7

3:37 pm-6:21 pm

2 stops31h 44m

Lihue

Wed 1/14

9:31 pm-5:19 pm

2 stops14h 48m

$612

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Mon 3/9

9:23 am-10:44 am

1 stop31h 21m

Kahului

Mon 3/16

3:12 pm-3:51 pm

2 stops42h 39m

$627

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 57 results
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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 $298). Flying from Chesapeake to Hawaii in December is currently the most expensive (average of $616). 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 December 21, 2025.

It’s optimal to fly from Chesapeake to Hawaii at noon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the afternoon.

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 21, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,257 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,021 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,100 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Chesapeake to Hawaii?

    A quick flight from Chesapeake to Hawaii can take about 13h 26m. Delta provides one of the quickest options available for as low as $723. The distance between Chesapeake and Hawaii is about 4838 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $225. However, be on the lookout for offers from American Airlines and United 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 $298). Flying from Chesapeake to Hawaii in December is currently the most expensive (average of $616). 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$449Average$951FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$492Average$1,005FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$518Average$1,009FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$733Average$861FlexibilityNo cancel feeOn-time63%

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