Hawaii

$214+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Apr 3 — Apr 101
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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 March 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/3. 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.
Sun 4/129:33 am
ORF
-
HNL
1 stop31h 28m
Multiple Airlines
Sat 4/1810:31 pm
HNL
-
ORF
2 stops36h 36m
Multiple Airlines
Deal found 3/3$602
This United Airlines deal was found by Cheapflights users on 3/2. 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 4/288:00 am
ORF
-
LIH
1 stop13h 47m
United Airlines
Wed 4/2912:55 pm
LIH
-
ORF
2 stops16h 00m
United Airlines
Deal found 3/2$620
This Delta deal was found by Cheapflights users on 2/27. 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 4/147:00 am
ORF
-
OGG
2 stops18h 32m
Delta
Mon 4/2012:30 pm
OGG
-
ORF
2 stops17h 29m
Delta
Deal found 2/27$633
This Delta deal was found by Cheapflights users on 2/27. 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 4/95:50 am
ORF
-
HNL
1 stop14h 10m
Delta
Thu 4/303:40 pm
HNL
-
ORF
1 stop14h 01m
Delta
Deal found 2/27$674
This Southwest deal was found by Cheapflights users on 2/28. 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 9/2712:45 pm
ORF
-
HNL
2 stops14h 35m
Southwest
Thu 10/112:15 pm
HNL
-
ORF
2 stops15h 20m
Southwest
Deal found 2/28$682
This American Airlines deal was found by Cheapflights users on 2/27. 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 11/58:55 am
ORF
-
HNL
2 stops18h 04m
American Airlines
Mon 11/97:50 pm
HNL
-
ORF
2 stops13h 32m
American Airlines
Deal found 2/27$685
This American Airlines deal was found by Cheapflights users on 3/2. 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 9/165:52 am
ORF
-
OGG
2 stops14h 03m
American Airlines
Wed 9/301:14 pm
OGG
-
ORF
2 stops14h 55m
American Airlines
Deal found 3/2$695
This Delta deal was found by Cheapflights users on 2/28. 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 4/237:07 am
ORF
-
HNL
1 stop13h 59m
Delta
Mon 4/273:40 pm
HNL
-
ORF
1 stop14h 01m
Delta
Deal found 2/28$696
This Southwest deal was found by Cheapflights users on 2/27. 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 8/1010:15 am
ORF
-
HNL
2 stops17h 05m
Southwest
Mon 8/179:00 pm
HNL
-
ORF
2 stops12h 55m
Southwest
Deal found 2/27$697
This American Airlines deal was found by Cheapflights users on 2/27. 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 8/197:00 am
ORF
-
HNL
1 stop13h 10m
American Airlines
Wed 9/210:15 pm
HNL
-
ORF
2 stops14h 42m
American Airlines
Deal found 2/27$702
This United Airlines deal was found by Cheapflights users on 3/3. 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 4/298:00 am
ORF
-
OGG
1 stop13h 15m
United Airlines
Wed 5/62:05 pm
OGG
-
ORF
2 stops15h 59m
United Airlines
Deal found 3/3$727
This American Airlines deal was found by Cheapflights users on 3/3. 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.
Tue 10/136:52 am
ORF
-
OGG
1 stop13h 08m
American Airlines
Tue 10/276:00 pm
OGG
-
ORF
1 stop13h 52m
American Airlines
Deal found 3/3$730

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 March 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$602
(Kiwi.com)

One-way from

$214
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$963
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. 9% potential increase in price ($95 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 4, 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

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Tue 4/28

8:00 am-3:47 pm

1 stop13h 47m

Lihue

Wed 4/29

12:55 pm-10:55 am

2 stops16h 00m

$620

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 4/14

7:00 am-7:32 pm

2 stops18h 32m

Kahului

Mon 4/20

12:30 pm-11:59 am

2 stops17h 29m

$633

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 8/11

8:05 am-9:20 pm

2 stops19h 15m

Honolulu

Tue 8/18

9:00 pm-3:55 pm

2 stops12h 55m

$697

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Wed 8/19

12:15 pm-9:20 pm

2 stops15h 05m

Honolulu

Wed 8/26

9:00 pm-5:55 pm

2 stops14h 55m

$697

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Fri 5/1

7:03 am-9:20 pm

2 stops20h 17m

Honolulu

Wed 5/13

10:35 pm-11:15 pm

2 stops18h 40m

$707

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 8/11

5:30 am-1:15 pm

1 stop13h 45m

Honolulu

Tue 8/25

2:45 pm-3:31 pm

2 stops18h 46m

$724

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Wed 4/29

8:00 am-3:15 pm

1 stop13h 15m

Kahului

Wed 5/6

2:05 pm-12:04 pm

2 stops15h 59m

$727

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 7/21

9:31 am-9:17 pm

2 stops17h 46m

Kahului

Tue 7/28

10:00 pm-7:40 pm

2 stops15h 40m

$749

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Tue 8/18

8:00 am-3:43 pm

1 stop13h 43m

Kona Intl

Tue 8/25

8:00 pm-3:13 pm

1 stop13h 13m

$758

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Sat 4/18

8:40 am-9:00 pm

2 stops18h 20m

Honolulu

Tue 4/21

8:50 pm-5:50 pm

2 stops15h 00m

$760

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/28

Showing 1-10 of 56 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 $301). Flying from Chesapeake to Hawaii in March is currently the most expensive (average of $668). 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.

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 March 4, 2026.
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.

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

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 47m. United Airlines provides one of the quickest options available for as low as $620. 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?

  • 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 $301). Flying from Chesapeake to Hawaii in March is currently the most expensive (average of $668). 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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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 March 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$321Average$863FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$518Average$1,007FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$548Average$959FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$774Average$849FlexibilityNo cancel feeOn-time63%

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