HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hawaii

$252+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Hawaii with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 9, 2025.

This Southwest deal was found by Cheapflights users on 12/7. 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 12/118:30 amORF - HNL
2 stops17h 30mSouthwest
Sat 12/139:00 pmHNL - ORF
2 stops17h 40mSouthwest
Deal found 12/7$854
This American Airlines deal was found by Cheapflights users on 12/7. 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 12/317:23 amORF - HNL
1 stop12h 54mAmerican Airlines
Wed 1/79:51 pmHNL - ORF
2 stops13h 19mAmerican Airlines
Deal found 12/7$878
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 Delta deal was found by Cheapflights users on 12/7. 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 12/85:40 amORF - HNL
2 stops14h 48mDelta
Mon 12/1510:29 amHNL - ORF
2 stops18h 04mDelta
Deal found 12/7$1,012
This Delta deal was found by Cheapflights users on 12/6. 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 12/157:00 amORF - KOA
2 stops17h 30mDelta
Thu 12/1811:50 amKOA - ORF
2 stops16h 43mDelta
Deal found 12/6$1,012
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
This Delta deal was found by Cheapflights users on 12/7. 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 12/156:30 amORF - HNL
2 stops20h 12mDelta
Thu 1/85:15 pmHNL - ORF
2 stops13h 55mDelta
Deal found 12/7$1,031
This American Airlines deal was found by Cheapflights users on 12/8. 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 12/247:03 amORF - LIH
2 stops16h 36mAmerican Airlines
Sun 12/283:55 pmLIH - ORF
2 stops15h 27mAmerican Airlines
Deal found 12/8$1,034
This Southwest 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 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 12/159:25 pmHNL - ORF
2 stops15h 10mSouthwest
Deal found 12/9$1,059
This American Airlines deal was found by Cheapflights users on 12/8. 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 12/316:05 amORF - OGG
1 stop14h 17mAmerican Airlines
Mon 1/58:00 pmOGG - ORF
2 stops13h 56mAmerican Airlines
Deal found 12/8$1,068
This United Airlines deal was found by Cheapflights users on 12/8. 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 - LIH
1 stop13h 59mUnited Airlines
Sun 12/2811:59 pmLIH - ORF
2 stops13h 58mUnited Airlines
Deal found 12/8$1,077
This United Airlines deal was found by Cheapflights users on 12/7. 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 - LIH
2 stops39h 44mUnited Airlines
Fri 12/269:35 pmLIH - ORF
2 stops21h 06mUnited Airlines
Deal found 12/7$1,120

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 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$572
(Delta)

One-way from

$252
(Kiwi.com)

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 9, 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

$539

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Mon 2/2

6:20 am-7:54 pm

2 stops18h 34m

Lihue

Mon 2/9

10:35 pm-11:02 pm

2 stops19h 27m

$572

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Mon 2/2

5:20 am-7:57 pm

2 stops19h 37m

Kona Intl

Mon 2/9

9:55 pm-8:37 pm

2 stops17h 42m

$582

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Sun 1/18

5:59 pm-3:37 pm

2 stops26h 38m

Kahului

Tue 1/27

10:00 pm-11:02 pm

2 stops20h 02m

$599

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Sun 1/18

5:59 pm-3:37 pm

2 stops26h 38m

Kahului

Wed 1/28

10:00 pm-11:02 pm

2 stops20h 02m

$599

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Wed 1/21

6:30 am-9:00 pm

2 stops19h 30m

Honolulu

Wed 1/28

1:30 pm-9:40 am

2 stops15h 10m

$617

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 1/20

6:10 pm-12:28 pm

2 stops23h 18m

Kahului

Mon 1/26

10:00 pm-5:05 pm

2 stops14h 05m

$618

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Sun 1/11

6:20 am-9:00 pm

2 stops19h 40m

Honolulu

Wed 2/4

1:30 pm-9:25 am

2 stops14h 55m

$622

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 1/20

10:15 am-12:28 pm

2 stops31h 13m

Kahului

Wed 1/28

10:00 pm-8:30 pm

2 stops17h 30m

$626

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Thu 1/22

5:59 pm-3:37 pm

2 stops26h 38m

Kahului

Tue 1/27

10:00 pm-11:02 pm

2 stops20h 02m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 36 results
1
2
3
4

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 9, 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 9, 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
4,254 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

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
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

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
8,011 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

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
9,089 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

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
11,045 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

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 59m. Delta provides one of the quickest options available for as low as $641. The distance between Chesapeake and Hawaii is about 4954 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Hawaii

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Miami flights
Reagan-National to Miami flights
Dulles Intl to Orlando flights
Dulles Intl to Portland flights
Dulles Intl to Dallas/Fort Worth flights
Dulles Intl to Las Vegas flights
Reagan-National to Orlando flights
Dulles Intl to Los Angeles flights
Reagan-National to Los Angeles flights
Dulles Intl to Fort Lauderdale flights
Dulles Intl to Tampa flights
Reagan-National to Fort Lauderdale flights
Raleigh to LaGuardia flights
Reagan-National to Las Vegas flights
Reagan-National to Hobby flights
Dulles Intl to Hobby flights
Reagan-National to Seattle flights
Reagan-National to Portland flights
Dulles Intl to Sky Harbor Intl flights
Dulles Intl to Atlanta flights
Dulles Intl to Eugene flights
Reagan-National to Eugene flights
Raleigh to John F Kennedy Intl flights
Reagan-National to Atlanta flights
Dulles Intl to Denver flights
Dulles Intl to Seattle flights
Raleigh to Miami flights
Dulles Intl to George Bush Intcntl flights
Reagan-National to O'Hare Intl flights
Reagan-National to Tampa flights
Dulles Intl to O'Hare Intl flights
Dulles Intl to San Francisco flights
Dulles Intl to New Orleans flights
Raleigh to Dallas/Fort Worth flights
Reagan-National to George Bush Intcntl flights
Dulles Intl to Salt Lake City flights
Reagan-National to Dallas/Fort Worth flights
Raleigh to Las Vegas flights
Raleigh to Newark flights
Reagan-National to Sky Harbor Intl flights
Reagan-National to Salt Lake City flights
Reagan-National to San Francisco flights
Raleigh to Los Angeles flights
Reagan-National to John F Kennedy Intl flights
Raleigh to Tampa flights
Reagan-National to Boston flights
Dulles Intl to Boston flights
Dulles Intl to Honolulu flights
Reagan-National to Denver flights
Reagan-National to New Orleans flights

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 9, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.