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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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
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 julio 3, 2025.

Round-trip from

$515
(Delta)

One-way from

$258
(Delta)

Popular in

December

Cheapest in

September

Average price

$1,029
From Chesapeake to Hawaii
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One-way flight from Chesapeake to Hawaii
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 3, 2025.

This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/105:50 amORF - HNL
1 stop14h 25mDelta
vie. 11/144:40 pmHNL - ORF
1 stop13h 47mDelta
Deal found 7/2$515
This American Airlines deal was found by Cheapflights users on 7/2. 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.
lun. 11/107:43 amORF - HNL
1 stop12h 32mAmerican Airlines
vie. 11/1411:45 pmHNL - ORF
2 stops14h 26mAmerican Airlines
Deal found 7/2$521
This United Airlines deal was found by Cheapflights users on 7/2. 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.
mié. 9/248:10 amORF - OGG
1 stop12h 58mUnited Airlines
mar. 9/301:20 pmOGG - ORF
2 stops14h 17mUnited Airlines
Deal found 7/2$521
This American Airlines deal was found by Cheapflights users on 7/1. 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.
mié. 8/278:36 amORF - OGG
2 stops17h 48mAmerican Airlines
mié. 9/39:29 pmOGG - ORF
2 stops14h 15mAmerican Airlines
Deal found 7/1$526
This American Airlines deal was found by Cheapflights users on 7/1. 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.
lun. 9/155:30 amORF - LIH
2 stops14h 57mAmerican Airlines
dom. 9/211:44 pmLIH - ORF
2 stops14h 32mAmerican Airlines
Deal found 7/1$526
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/47:00 amORF - KOA
2 stops18h 00mDelta
lun. 9/88:41 pmKOA - ORF
2 stops15h 13mDelta
Deal found 7/2$560
This American Airlines deal was found by Cheapflights users on 7/1. 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.
lun. 9/225:30 amORF - KOA
2 stops14h 55mAmerican Airlines
lun. 9/299:55 pmKOA - ORF
2 stops19h 01mAmerican Airlines
Deal found 7/1$620
This United Airlines deal was found by Cheapflights users on 7/2. 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.
sáb. 9/66:15 amORF - HNL
1 stop12h 34mUnited Airlines
sáb. 9/1311:10 amHNL - ORF
2 stops16h 14mUnited Airlines
Deal found 7/2$638
This United Airlines deal was found by Cheapflights users on 7/1. 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.
lun. 9/158:10 amORF - LIH
1 stop13h 26mUnited Airlines
dom. 9/211:13 pmLIH - ORF
2 stops14h 11mUnited Airlines
Deal found 7/1$660
This United Airlines deal was found by Cheapflights users on 7/2. 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.
mar. 11/188:03 amORF - KOA
1 stop13h 15mUnited Airlines
dom. 11/232:25 pmKOA - ORF
2 stops14h 21mUnited Airlines
Deal found 7/2$694
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/75:30 amORF - LIH
2 stops17h 48mDelta
dom. 9/148:32 pmLIH - ORF
2 stops16h 01mDelta
Deal found 7/3$767
This Delta deal was found by Cheapflights users on 7/1. 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.
mar. 9/305:30 amORF - ITO
2 stops16h 29mDelta
jue. 10/212:20 pmITO - ORF
2 stops28h 51mDelta
Deal found 7/1$984

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 julio 3, 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

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

mié. 9/3

6:30 am-1:26 pm

1 stop12h 56m

Honolulu

mar. 9/9

5:15 pm-1:54 pm

2 stops14h 39m

$521

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

mié. 9/24

8:10 am-3:08 pm

1 stop12h 58m

Kahului

mar. 9/30

1:20 pm-9:37 am

2 stops14h 17m

$521

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

mié. 8/20

9:50 am-9:34 pm

2 stops17h 44m

Honolulu

lun. 8/25

9:11 pm-6:29 pm

2 stops15h 18m

$526

NorfolkKahului

ORF - OGG

ORFOGG

Norfolk

mié. 8/27

8:36 am-8:24 pm

2 stops17h 48m

Kahului

mié. 9/3

9:29 pm-5:44 pm

2 stops14h 15m

$526

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

lun. 9/15

5:30 am-2:27 pm

2 stops14h 57m

Lihue

dom. 9/21

1:44 pm-10:16 am

2 stops14h 32m

$526

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

jue. 9/4

7:00 am-7:00 pm

2 stops18h 00m

Kona Intl

lun. 9/8

8:41 pm-5:54 pm

2 stops15h 13m

$560

NorfolkHonolulu

ORF - HNL

ORFHNL

Norfolk

mié. 8/20

6:00 am-2:19 pm

1 stop14h 19m

Honolulu

lun. 8/25

10:06 pm-6:40 pm

2 stops14h 34m

$574

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

lun. 9/22

5:30 am-2:25 pm

2 stops14h 55m

Kona Intl

lun. 9/29

9:55 pm-10:56 pm

2 stops19h 01m

$620

NorfolkLihue

ORF - LIH

ORFLIH

Norfolk

lun. 9/15

8:10 am-3:36 pm

1 stop13h 26m

Lihue

dom. 9/21

1:13 pm-9:24 am

2 stops14h 11m

$660

NorfolkKailua-Kona

ORF - KOA

ORFKOA

Norfolk

vie. 8/22

6:30 am-7:24 pm

2 stops18h 54m

Kona Intl

mié. 8/27

11:00 pm-11:50 pm

2 stops18h 50m

$701

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 19 results
1
2

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 $469). Flying from Chesapeake to Hawaii in June is currently the most expensive (average of $687). 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 julio 3, 2025.

When flying from Chesapeake to Hawaii, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 julio 3, 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
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $258. 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 - Kona Intl or Norfolk - Lihue, 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 $469). Flying from Chesapeake to Hawaii in June is currently the most expensive (average of $687). 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 julio 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$453Average$866FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$471Average$853FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$484Average$1,001FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$518Average$1,012FlexibilityNo cancel feeOn-time71%

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