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$258+ 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
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap flight deals from Chesapeake to Hawaii

Keep the following information in mind while searching for Chesapeake to Hawaii flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$589
(Kiwi.com)

One-way from

$258
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$758
Provider with most accurate pricing for Norfolk-Honolulu flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Honolulu flights.
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From Chesapeake to Hawaii
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One-way flight from Chesapeake to Hawaii
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/109:21 amORF - HNL
1 stop17h 00mMultiple Airlines
Sat 12/1310:36 pmHNL - ORF
2 stops36h 44mMultiple Airlines
Deal found 11/4$589
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/109:21 amORF - HNL
1 stop17h 00mMultiple Airlines
Sun 12/148:00 amHNL - ORF
2 stops27h 20mMultiple Airlines
Deal found 11/4$591
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 12/512:00 pmORF - HNL
2 stops38h 09mMultiple Airlines
Fri 12/1211:30 pmHNL - ORF
1 stop16h 55mMultiple Airlines
Deal found 11/5$596
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Mon 12/14:06 pmORF - HNL
2 stops28h 31mMultiple Airlines
Fri 12/511:30 pmHNL - ORF
1 stop16h 55mMultiple Airlines
Deal found 11/3$603
This Delta deal was found by Cheapflights users on 11/5. 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 12/95:15 amORF - OGG
2 stops20h 03mDelta
Wed 12/1710:00 pmOGG - ORF
2 stops15h 34mDelta
Deal found 11/5$610
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/79:32 amORF - HNL
1 stop30h 28mMultiple Airlines
Tue 1/1310:42 pmHNL - ORF
2 stops32h 36mMultiple Airlines
Deal found 11/5$615
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Thu 12/49:32 amORF - HNL
2 stops30h 31mMultiple Airlines
Thu 12/1111:30 pmHNL - ORF
1 stop16h 55mMultiple Airlines
Deal found 11/5$617
This Delta deal was found by Cheapflights users on 11/6. 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 12/95:15 amORF - HNL
2 stops21h 33mDelta
Mon 12/1511:23 pmHNL - ORF
2 stops19h 02mDelta
Deal found 11/6$634
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/79:32 amORF - HNL
1 stop30h 28mMultiple Airlines
Sun 1/1112:40 pmHNL - ORF
2 stops17h 11mMultiple Airlines
Deal found 11/5$637
This Delta deal was found by Cheapflights users on 11/6. 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 12/35:40 amORF - KOA
2 stops17h 41mDelta
Wed 12/108:43 pmKOA - ORF
2 stops14h 27mDelta
Deal found 11/6$656
This Delta deal was found by Cheapflights users on 11/5. 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 12/96:30 amORF - OGG
2 stops18h 48mDelta
Thu 12/185:10 pmOGG - ORF
1 stop11h 23mDelta
Deal found 11/5$662
This Delta deal was found by Cheapflights users on 11/5. 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 - OGG
2 stops18h 48mDelta
Thu 12/185:10 pmOGG - ORF
1 stop11h 23mDelta
Deal found 11/5$664

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 November 6, 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

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Mon 1/19

6:20 am-6:06 pm

2 stops16h 46m

Kahului

Wed 1/28

10:00 pm-8:30 pm

2 stops17h 30m

$576

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Mon 2/2

6:20 am-6:47 pm

2 stops17h 27m

Kona Intl

Mon 2/9

9:42 pm-11:03 pm

2 stops20h 21m

$600

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 12/9

5:15 am-8:18 pm

2 stops20h 03m

Kahului

Wed 12/17

10:00 pm-6:34 pm

2 stops15h 34m

$610

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

Mon 2/2

5:20 am-7:55 pm

2 stops19h 35m

Lihue

Mon 2/9

9:31 pm-11:03 pm

2 stops20h 32m

$620

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Tue 12/9

5:15 am-9:48 pm

2 stops21h 33m

Honolulu

Mon 12/15

11:23 pm-10:30 pm

2 stops18h 07m

$644

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

Mon 12/8

5:15 am-9:48 pm

2 stops21h 33m

Honolulu

Mon 12/15

11:23 pm-11:25 pm

2 stops19h 02m

$650

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Tue 3/3

6:25 am-7:34 pm

2 stops18h 09m

Kona Intl

Wed 3/4

9:45 pm-10:58 pm

2 stops20h 13m

$650

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

Wed 12/3

5:40 am-6:21 pm

2 stops17h 41m

Kona Intl

Wed 12/10

8:43 pm-4:10 pm

2 stops14h 27m

$656

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Tue 12/9

6:30 am-8:18 pm

2 stops18h 48m

Kahului

Thu 12/18

5:10 pm-9:33 am

1 stop11h 23m

$662

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

Wed 12/10

6:30 am-8:18 pm

2 stops18h 48m

Kahului

Thu 12/18

5:10 pm-9:33 am

1 stop11h 23m

$664

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 42 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 $334). Flying from Chesapeake to Hawaii in May is currently the most expensive (average of $663). 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 November 6, 2025.

It’s optimal to fly from Chesapeake to Hawaii at noon. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the evening.

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 November 6, 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
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 16h 46m. Delta provides one of the quickest options available for as low as $576. 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 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 $334). Flying from Chesapeake to Hawaii in May is currently the most expensive (average of $663). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$387Average$990FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$471Average$861FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$492Average$1,004FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$518Average$996FlexibilityNo cancel feeOn-time71%

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