Hawaii

$311+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
May 11 — May 181
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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 April 11, 2026.

This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
ORF
-
HNL
2 stops19h 48m
Delta
Tue 5/193:32 pm
HNL
-
ORF
1 stop13h 48m
Delta
Deal found 4/8$550
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 4/297:10 am
ORF
-
LIH
2 stops17h 30m
Delta
Wed 5/69:25 pm
LIH
-
ORF
2 stops18h 22m
Delta
Deal found 4/6$555
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:50 am
ORF
-
HNL
1 stop13h 55m
Delta
Thu 5/73:14 pm
HNL
-
ORF
1 stop11h 48m
Delta
Deal found 4/8$564
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Mon 5/46:00 am
ORF
-
HNL
1 stop13h 42m
United Airlines
Fri 5/81:25 pm
HNL
-
ORF
2 stops14h 06m
United Airlines
Deal found 4/8$570
This United Airlines deal was found by Cheapflights users on 4/9. 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 8/198:00 am
ORF
-
HNL
1 stop13h 16m
United Airlines
Wed 8/268:00 pm
HNL
-
ORF
1 stop13h 13m
United Airlines
Deal found 4/9$610
This Delta deal was found by Cheapflights users on 4/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/119:40 am
ORF
-
HNL
2 stops17h 07m
Delta
Tue 8/253:35 pm
HNL
-
ORF
1 stop13h 54m
Delta
Deal found 4/11$616
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:20 am
ORF
-
HNL
1 stop14h 16m
Delta
Thu 5/143:32 pm
HNL
-
ORF
1 stop13h 48m
Delta
Deal found 4/8$644
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 8/185:30 am
ORF
-
KOA
2 stops19h 04m
Delta
Tue 8/258:40 pm
KOA
-
ORF
2 stops14h 25m
Delta
Deal found 4/9$663
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:00 am
ORF
-
LIH
2 stops16h 15m
American Airlines
Wed 5/62:12 pm
LIH
-
ORF
2 stops13h 52m
American Airlines
Deal found 4/9$681
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 8/185:30 am
ORF
-
KOA
2 stops19h 04m
Delta
Mon 8/318:40 pm
KOA
-
ORF
2 stops16h 18m
Delta
Deal found 4/6$686
This American Airlines deal was found by Cheapflights users on 4/10. 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 8/197:03 am
ORF
-
OGG
1 stop12h 52m
American Airlines
Sun 8/2310:00 pm
OGG
-
ORF
2 stops15h 13m
American Airlines
Deal found 4/10$713
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:15 am
ORF
-
OGG
2 stops18h 35m
Delta
Mon 8/39:40 pm
OGG
-
ORF
2 stops13h 32m
Delta
Deal found 4/8$715

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 April 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$550
(Delta)

One-way from

$311
(Southwest)

Popular in

July

Cheapest in

February

Average price

$942
Provider with most accurate pricing for Norfolk-Honolulu flight deals.
Provider most trusted by Cheapflights users for Norfolk-Honolulu flights.
From Chesapeake to Hawaii
One-way flight from Chesapeake to Hawaii
Highest demand for flights based on searches. 11% potential increase in price ($118 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 11, 2026.
Use the filters below to find and compare flights from Chesapeake to Hawaii that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Wed 4/29

7:10 am-6:40 pm

2 stops17h 30m

Lihue

Wed 5/6

9:25 pm-9:47 pm

2 stops18h 22m

$555

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Mon 5/4

6:00 am-1:42 pm

1 stop13h 42m

Honolulu

Fri 5/8

1:25 pm-9:31 am

2 stops14h 06m

$570

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Thu 9/24

5:50 am-4:05 pm

2 stops16h 15m

Honolulu

Tue 9/29

3:35 pm-11:29 am

1 stop13h 54m

$668

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Wed 4/29

5:00 am-3:15 pm

2 stops16h 15m

Lihue

Wed 5/6

2:12 pm-10:04 am

2 stops13h 52m

$681

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Tue 8/18

5:30 am-6:34 pm

2 stops19h 04m

Kona Intl

Mon 8/31

8:40 pm-6:58 pm

2 stops16h 18m

$686

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Fri 5/1

8:13 am-9:20 pm

2 stops19h 07m

Honolulu

Wed 5/13

4:06 pm-12:17 pm

2 stops14h 11m

$705

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Wed 8/19

7:03 am-1:55 pm

1 stop12h 52m

Kahului

Sun 8/23

10:00 pm-7:13 pm

2 stops15h 13m

$713

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Thu 9/3

7:00 am-2:45 pm

1 stop13h 45m

Honolulu

Tue 11/3

4:15 pm-11:30 am

1 stop14h 15m

$714

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Wed 4/29

8:00 am-3:47 pm

1 stop13h 47m

Lihue

Wed 5/6

1:16 pm-10:55 am

2 stops15h 39m

$720

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 5/19

6:00 am-7:48 pm

2 stops19h 48m

Honolulu

Tue 5/26

3:32 pm-11:20 am

1 stop13h 48m

$740

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 58 resultsSorted by cheapest first
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6

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 $292). Flying from Chesapeake to Hawaii in May is currently the most expensive (average of $613). 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.

How much does it cost to fly round-trip from Chesapeake to Hawaii?

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 April 11, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 42m. Delta provides one of the quickest options available for as low as $570. The distance between Chesapeake and Hawaii is about 4902 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?

  • 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 $292). Flying from Chesapeake to Hawaii in May is currently the most expensive (average of $613). 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

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Alternative routes for Chesapeake to Hawaii

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

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 April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$381Average$930FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$518Average$1,056FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$534Average$954FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$733Average$839FlexibilityNo cancel feeOn-time63%

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