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$244+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Aug 29 — Sep 51
Sat 8/29
Sat 9/5
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 July 30, 2026.

This Delta deal was found by Cheapflights users on 7/27. 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 9/17:00 am
ORF
-
HNL
1 stop14h 21m
Delta
Tue 9/83:55 pm
HNL
-
ORF
1 stop13h 31m
Delta
Deal found 7/27$476
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 8/196:00 am
ORF
-
HNL
1 stop14h 07m
Delta
Wed 8/262:50 pm
HNL
-
ORF
2 stops18h 40m
Delta
Deal found 7/27$482
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Mon 8/2410:40 am
ORF
-
OGG
2 stops16h 39m
American Airlines
Tue 9/110:49 pm
OGG
-
ORF
2 stops16h 05m
American Airlines
Deal found 7/26$487
This Delta deal was found by Cheapflights users on 7/29. 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 9/167:09 am
ORF
-
HNL
1 stop13h 43m
Delta
Thu 9/173:55 pm
HNL
-
ORF
1 stop13h 31m
Delta
Deal found 7/29$496
This United Airlines deal was found by Cheapflights users on 7/26. 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 9/168:05 am
ORF
-
OGG
1 stop13h 00m
United Airlines
Tue 9/221:05 pm
OGG
-
ORF
2 stops15h 24m
United Airlines
Deal found 7/26$505
This Delta deal was found by Cheapflights users on 7/29. 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 8/266:00 am
ORF
-
HNL
1 stop14h 07m
Delta
Wed 9/23:50 pm
HNL
-
ORF
1 stop13h 35m
Delta
Deal found 7/29$516
This Delta deal was found by Cheapflights users on 7/29. 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 8/256:00 am
ORF
-
HNL
1 stop14h 07m
Delta
Tue 9/110:45 pm
HNL
-
ORF
2 stops18h 56m
Delta
Deal found 7/29$522
This American Airlines deal was found by Cheapflights users on 7/26. 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 9/166:05 am
ORF
-
OGG
2 stops14h 24m
American Airlines
Tue 9/221:19 pm
OGG
-
ORF
2 stops16h 24m
American Airlines
Deal found 7/26$537
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 9/166:00 am
ORF
-
HNL
1 stop14h 00m
Delta
Tue 10/63:50 pm
HNL
-
ORF
1 stop13h 38m
Delta
Deal found 7/27$543
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/96:05 am
ORF
-
HNL
1 stop13h 18m
United Airlines
Wed 9/164:00 pm
HNL
-
ORF
1 stop12h 29m
United Airlines
Deal found 7/29$546
This American Airlines deal was found by Cheapflights users on 7/26. 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 12/19:02 am
ORF
-
OGG
2 stops15h 09m
American Airlines
Tue 12/88:00 pm
OGG
-
ORF
1 stop13h 29m
American Airlines
Deal found 7/26$616
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:00 am
ORF
-
LIH
1 stop13h 55m
United Airlines
Thu 11/122:03 pm
LIH
-
ORF
2 stops15h 51m
United Airlines
Deal found 7/28$616

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 July 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$476
(Delta)

One-way from

$244
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$944
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
Highest demand for flights based on searches. 0% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 30, 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
Quickest round-trip

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 9/15

7:00 am-1:34 pm

1 stop12h 34m

Honolulu

Tue 9/22

3:55 pm-11:26 am

1 stop13h 31m

$476

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Mon 8/31

7:00 am-3:21 pm

1 stop14h 21m

Honolulu

Wed 9/9

3:55 pm-11:26 am

1 stop13h 31m

$476

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Wed 9/16

6:40 am-1:18 pm

1 stop12h 38m

Honolulu

Tue 10/6

3:50 pm-11:28 am

1 stop13h 38m

$573

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Thu 9/24

5:30 am-7:28 pm

2 stops19h 58m

Honolulu

Tue 9/29

4:13 pm-3:56 pm

2 stops17h 43m

$621

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Tue 8/25

8:05 am-3:40 pm

1 stop13h 35m

Lihue

Wed 8/26

7:35 pm-3:11 pm

1 stop13h 36m

$626

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Wed 10/28

8:00 am-3:37 pm

1 stop13h 37m

Kahului

Wed 11/4

2:29 pm-10:54 am

2 stops15h 25m

$636

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Mon 8/31

6:15 am-7:48 pm

3 stops19h 33m

Honolulu

Wed 9/2

1:00 pm-11:00 am

2 stops16h 00m

$642

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Thu 9/17

5:30 am-7:28 pm

2 stops19h 58m

Honolulu

Tue 9/22

10:39 pm-10:23 pm

2 stops17h 44m

$651

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 9/1

8:05 am-3:05 pm

1 stop13h 00m

Kahului

Wed 9/2

1:05 pm-9:34 am

2 stops14h 29m

$652

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Sun 9/20

5:30 am-7:28 pm

2 stops19h 58m

Honolulu

Sun 9/27

4:13 pm-11:55 am

2 stops13h 42m

$661

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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

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

Airfare is below average for this route at the moment.
Chesapeake to Hawaii flights typically cost between $738 and $944 in September.
The cheapest round-trip price found within the last 5 days was $476 on Delta (Sep 1-Sep 8).

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 July 30, 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.
Southwest
8.0
Very good
4,228 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
8.0
Very good
4,228 reviews
Southwest
8.0
Very good
4,228 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Delta
7.8
Good
8,486 reviews
Southwest
8.0
Very good
4,228 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
United Airlines
7.4
Good
10,052 reviews
Southwest
8.0
Very good
4,228 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
American Airlines
7.1
Good
11,839 reviews
Southwest
8.0
Very good
4,228 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

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 12h 34m. Delta provides one of the quickest options available for as low as $476. 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?

    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.

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 July 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$381Average$957FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$492Average$976FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$541Average$1,144FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$701Average$824FlexibilityNo cancel feeOn-time63%

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