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$265+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. 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 12/176:05 amORF - OGG
2 stops15h 31mUnited Airlines
Wed 12/2410:55 pmOGG - ORF
2 stops15h 02mUnited Airlines
Deal found 12/10$819
This Southwest deal was found by Cheapflights users on 12/10. 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.
Sun 12/144:15 pmORF - HNL
2 stops24h 05mSouthwest
Tue 12/169:55 pmHNL - ORF
2 stops14h 40mSouthwest
Deal found 12/10$844
This United Airlines deal was found by Cheapflights users on 12/9. 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 12/248:05 amORF - OGG
1 stop13h 42mUnited Airlines
Sun 12/285:15 pmOGG - ORF
1 stop12h 23mUnited Airlines
Deal found 12/9$864
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/3111:26 amORF - HNL
2 stops17h 27mAmerican Airlines
Wed 1/79:51 pmHNL - ORF
2 stops15h 50mAmerican Airlines
Deal found 12/10$884
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/159:32 amORF - HNL
1 stop17h 40mMultiple Airlines
Wed 12/174:17 pmHNL - ORF
2 stops22h 54mMultiple Airlines
Deal found 12/11$912
This Delta deal was found by Cheapflights users on 12/10. 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 12/316:23 amORF - HNL
1 stop13h 41mDelta
Wed 1/79:35 pmHNL - ORF
2 stops16h 54mDelta
Deal found 12/10$913
This Southwest deal was found by Cheapflights users on 12/10. 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 12/156:05 amORF - HNL
2 stops19h 55mSouthwest
Mon 12/229:55 pmHNL - ORF
2 stops17h 10mSouthwest
Deal found 12/10$924
This Southwest deal was found by Cheapflights users on 12/11. 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 12/156:05 amORF - HNL
2 stops19h 55mSouthwest
Wed 12/179:25 pmHNL - ORF
2 stops17h 15mSouthwest
Deal found 12/11$944
This Delta deal was found by Cheapflights users on 12/9. 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 12/106:30 amORF - HNL
1 stop13h 34mDelta
Sat 12/1310:29 amHNL - ORF
2 stops17h 40mDelta
Deal found 12/9$1,007
This Southwest deal was found by Cheapflights users on 12/11. 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 12/136:10 amORF - HNL
2 stops19h 50mSouthwest
Mon 12/159:55 pmHNL - ORF
2 stops14h 40mSouthwest
Deal found 12/11$1,009
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/318:05 amORF - HNL
1 stop15h 43mUnited Airlines
Wed 1/73:55 pmHNL - ORF
1 stop14h 49mUnited Airlines
Deal found 12/10$1,013
This Delta deal was found by Cheapflights users on 12/9. 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 12/105:15 amORF - HNL
1 stop14h 49mDelta
Thu 12/252:20 pmHNL - ORF
2 stops13h 49mDelta
Deal found 12/9$1,014

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 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$534
(Delta)

One-way from

$265
(United Airlines)

Popular in

December

Cheapest in

November

Average price

$1,190
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, 1% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($23 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 12, 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

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Wed 1/14

5:20 am-6:47 pm

2 stops18h 27m

Kona Intl

Mon 1/19

8:45 pm-5:05 pm

2 stops15h 20m

$534

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Fri 1/9

5:35 am-6:47 pm

2 stops18h 12m

Kona Intl

Fri 1/16

8:45 pm-9:03 pm

2 stops19h 18m

$574

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Mon 2/2

6:20 am-7:57 pm

2 stops18h 37m

Kona Intl

Mon 2/9

9:55 pm-8:37 pm

2 stops17h 42m

$577

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Wed 2/25

7:45 am-9:54 pm

2 stops19h 09m

Honolulu

Tue 3/3

1:10 pm-12:10 pm

2 stops18h 00m

$584

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Wed 1/21

5:35 am-5:05 pm

2 stops16h 30m

Honolulu

Thu 2/5

1:17 pm-12:10 pm

2 stops17h 53m

$597

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 2/24

5:40 am-5:05 pm

2 stops16h 25m

Honolulu

Tue 3/10

12:35 pm-11:50 am

2 stops17h 15m

$624

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Sun 1/25

5:35 am-5:05 pm

2 stops16h 30m

Honolulu

Mon 2/2

10:30 pm-8:37 pm

2 stops17h 07m

$624

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Thu 1/22

9:33 am-12:29 pm

2 stops31h 56m

Kahului

Thu 1/29

11:55 am-8:38 pm

1 stop27h 43m

$632

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Thu 2/26

5:40 am-5:05 pm

2 stops16h 25m

Honolulu

Thu 3/5

1:10 pm-12:10 pm

2 stops18h 00m

$637

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Mon 1/19

6:20 am-3:37 pm

1 stop14h 17m

Kahului

Wed 1/28

10:00 pm-8:30 pm

2 stops17h 30m

$657

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 50 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 $612). 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 12, 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 12, 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
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

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
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

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
8,008 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

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
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

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
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

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 $612). 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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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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$387Average$958FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$492Average$1,003FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$518Average$993FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$743Average$886FlexibilityNo cancel feeOn-time63%

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