$281+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Mar 8 — Mar 151
1 adult, Economy
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Cheapest flights from Chesapeake to HawaiiExplore 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 February 6, 2026.
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 February 6, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 3/95:00 am
ORF
- LIH
2 stops17h 14m
American Airlines
Wed 3/259:30 pm
LIH
- ORF
2 stops14h 42m
American Airlines
Deal found 2/3![American Airlines logo]()
$605
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:55 pm
ORF
- HNL
2 stops24h 50m
Southwest
Tue 3/31:30 pm
HNL
- ORF
2 stops15h 10m
Southwest
Deal found 2/2![Southwest logo]()
$615
This Delta deal was found by Cheapflights users on 2/5. 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 4/145:45 am
ORF
- OGG
2 stops17h 51m
Delta
Mon 4/2010:30 pm
OGG
- ORF
2 stops19h 02m
Delta
Deal found 2/5![Delta logo]()
$633
This Delta deal was found by Cheapflights users on 2/3. 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.
Tue 2/247:03 am
ORF
- HNL
2 stops19h 25m
Delta
Tue 3/103:46 pm
HNL
- ORF
1 stop14h 07m
Delta
Deal found 2/3![Delta logo]()
$634
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:00 am
ORF
- LIH
2 stops17h 52m
United Airlines
Tue 5/51:03 pm
LIH
- ORF
2 stops17h 01m
United Airlines
Deal found 2/4![United Airlines logo]()
$635
This Delta deal was found by Cheapflights users on 2/3. 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.
Tue 4/77:03 am
ORF
- HNL
2 stops19h 50m
Delta
Tue 4/143:15 pm
HNL
- ORF
2 stops15h 42m
Delta
Deal found 2/3![Delta logo]()
$644
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:15 pm
ORF
- LIH
2 stops23h 07m
American Airlines
Mon 5/42:12 pm
LIH
- ORF
2 stops15h 36m
American Airlines
Deal found 2/5![American Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 2/5. 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.
Mon 4/135:45 am
ORF
- HNL
1 stop14h 53m
Delta
Tue 4/2112:31 pm
HNL
- ORF
2 stops17h 19m
Delta
Deal found 2/5![Delta logo]()
$669
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:23 am
ORF
- HNL
1 stop25h 59m
Multiple Airlines
Tue 4/217:50 am
HNL
- ORF
2 stops33h 09m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$672
This Delta deal was found by Cheapflights users on 2/6. 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.
Thu 4/95:45 am
ORF
- HNL
1 stop15h 17m
Delta
Thu 4/303:40 pm
HNL
- ORF
1 stop14h 01m
Delta
Deal found 2/6![Delta logo]()
$674
This American Airlines deal was found by Cheapflights users on 2/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:00 am
ORF
- KOA
2 stops15h 26m
American Airlines
Wed 4/299:55 pm
KOA
- ORF
2 stops17h 43m
American Airlines
Deal found 2/6![American Airlines logo]()
$675
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 4/97:10 am
ORF
- HNL
1 stop13h 06m
Delta
Mon 4/133:15 pm
HNL
- ORF
2 stops14h 26m
Delta
Deal found 2/5![Delta logo]()
$680
Best flights from Chesapeake to HawaiiDiscover carefully curated flight deals from Chesapeake to Hawaii that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 6, 2026.
Discover carefully curated flight deals from Chesapeake to Hawaii that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 6, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 3/95:00 am
ORF
- LIH
2 stops17h 14m
American Airlines
Wed 3/259:30 pm
LIH
- ORF
2 stops14h 42m
American Airlines
Deal found 2/3![American Airlines logo]()
$605
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:55 pm
ORF
- HNL
2 stops24h 50m
Southwest
Tue 3/31:30 pm
HNL
- ORF
2 stops15h 10m
Southwest
Deal found 2/2![Southwest logo]()
$615
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:00 am
ORF
- LIH
2 stops17h 52m
United Airlines
Tue 5/51:03 pm
LIH
- ORF
2 stops17h 01m
United Airlines
Deal found 2/4![United Airlines logo]()
$635
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/75:45 am
ORF
- HNL
1 stop15h 17m
Delta
Tue 4/143:40 pm
HNL
- ORF
1 stop14h 01m
Delta
Deal found 2/4![Delta logo]()
$674
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:15 pm
ORF
- LIH
2 stops23h 07m
American Airlines
Mon 5/42:12 pm
LIH
- ORF
2 stops15h 36m
American Airlines
Deal found 2/5![American Airlines logo]()
$663
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Thu 3/56:10 am
ORF
- HNL
1 stop13h 03m
United Airlines
Thu 3/122:55 pm
HNL
- ORF
1 stop14h 11m
United Airlines
Deal found 2/3![United Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 2/6. 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.
Thu 4/97:01 am
ORF
- HNL
1 stop12h 59m
Delta
Thu 4/304:10 pm
HNL
- ORF
2 stops13h 40m
Delta
Deal found 2/6![Delta logo]()
$680
This American Airlines deal was found by Cheapflights users on 2/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:00 am
ORF
- KOA
2 stops15h 26m
American Airlines
Wed 4/299:55 pm
KOA
- ORF
2 stops17h 43m
American Airlines
Deal found 2/6![American Airlines logo]()
$675
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:15 am
ORF
- HNL
1 stop13h 49m
United Airlines
Thu 3/1211:50 am
HNL
- ORF
2 stops15h 54m
United Airlines
Deal found 2/5![United Airlines logo]()
$680
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 3/117:03 am
ORF
- HNL
2 stops19h 50m
Delta
Wed 3/183:50 pm
HNL
- ORF
1 stop11h 52m
Delta
Deal found 2/3![Delta logo]()
$680
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:00 am
ORF
- HNL
1 stop13h 24m
United Airlines
Tue 4/219:40 pm
HNL
- ORF
2 stops15h 20m
United Airlines
Deal found 2/4![United Airlines logo]()
$680
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 4/97:10 am
ORF
- HNL
1 stop13h 06m
Delta
Mon 4/133:15 pm
HNL
- ORF
2 stops14h 26m
Delta
Deal found 2/5![Delta logo]()
$680
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:13 pm
ORF
- LIH
2 stops24h 09m
American Airlines
Thu 4/302:12 pm
LIH
- ORF
2 stops13h 52m
American Airlines
Deal found 2/5![American Airlines logo]()
$703
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:05 pm
ORF
- KOA
2 stops29h 46m
United Airlines
Tue 3/1010:55 pm
KOA
- ORF
2 stops18h 51m
United Airlines
Deal found 2/4![United Airlines logo]()
$750
This Delta deal was found by Cheapflights users on 2/3. 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.
Tue 5/196:25 am
ORF
- OGG
2 stops19h 10m
Delta
Thu 5/2810:00 pm
OGG
- ORF
2 stops19h 15m
Delta
Deal found 2/3![Delta logo]()
$757
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/147:00 am
ORF
- OGG
1 stop13h 01m
American Airlines
Mon 4/209:59 pm
OGG
- ORF
2 stops15h 53m
American Airlines
Deal found 2/3![American Airlines logo]()
$780
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 3/98:10 am
ORF
- LIH
1 stop13h 54m
United Airlines
Wed 3/251:25 pm
LIH
- ORF
2 stops14h 19m
United Airlines
Deal found 2/3![United Airlines logo]()
$765
This Delta deal was found by Cheapflights users on 2/5. 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.
Fri 2/206:35 am
ORF
- OGG
1 stop14h 02m
Delta
Tue 2/2410:00 pm
OGG
- ORF
2 stops20h 00m
Delta
Deal found 2/5![Delta logo]()
$780
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:00 am
ORF
- OGG
2 stops18h 56m
American Airlines
Thu 5/2810:10 pm
OGG
- ORF
1 stop13h 58m
American Airlines
Deal found 2/5![American Airlines logo]()
$810
This Delta deal was found by Cheapflights users on 2/5. 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 4/155:50 am
ORF
- LIH
2 stops18h 50m
Delta
Mon 5/188:31 pm
LIH
- ORF
2 stops16h 24m
Delta
Deal found 2/5![Delta logo]()
$785
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:32 am
ORF
- OGG
2 stops18h 24m
American Airlines
Wed 5/2710:00 pm
OGG
- ORF
2 stops13h 59m
American Airlines
Deal found 2/5![American Airlines logo]()
$815
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:25 am
ORF
- OGG
1 stop13h 18m
United Airlines
Thu 3/56:00 pm
OGG
- ORF
2 stops16h 25m
United Airlines
Deal found 2/5![United Airlines logo]()
$820
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:32 am
ORF
- OGG
2 stops18h 24m
American Airlines
Tue 5/2610:47 pm
OGG
- ORF
2 stops13h 12m
American Airlines
Deal found 2/5![American Airlines logo]()
$815
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 2/234:55 pm
ORF
- KOA
2 stops25h 04m
United Airlines
Wed 2/2510:55 pm
KOA
- ORF
2 stops19h 39m
United Airlines
Deal found 2/2![United Airlines logo]()
$830
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:40 am
ORF
- KOA
2 stops18h 59m
Delta
Mon 2/2310:55 pm
KOA
- ORF
2 stops19h 18m
Delta
Deal found 2/4![Delta logo]()
$831
This United Airlines deal was found by Cheapflights users on 2/3. 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 2/188:00 am
ORF
- OGG
1 stop13h 56m
United Airlines
Sun 2/225:50 pm
OGG
- ORF
2 stops15h 13m
United Airlines
Deal found 2/3![United Airlines logo]()
$840
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:50 am
ORF
- KOA
2 stops17h 57m
Delta
Fri 4/178:51 am
KOA
- ORF
2 stops20h 59m
Delta
Deal found 2/4![Delta logo]()
$949
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:00 am
ORF
- KOA
1 stop13h 30m
United Airlines
Mon 4/131:05 pm
KOA
- ORF
2 stops19h 06m
United Airlines
Deal found 2/4![United Airlines logo]()
$934
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:10 am
ORF
- KOA
2 stops16h 37m
Delta
Sat 4/188:51 am
KOA
- ORF
2 stops20h 59m
Delta
Deal found 2/4![Delta logo]()
$949
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 2/185:40 am
ORF
- KOA
2 stops18h 59m
Delta
Sun 2/2210:55 pm
KOA
- ORF
2 stops19h 05m
Delta
Deal found 2/3![Delta logo]()
$971
Last-minute flights from Chesapeake to HawaiiDiscover last-minute flight deals from Chesapeake to Hawaii. Data last updated February 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Hawaii. Data last updated February 6, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/3. 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.
Tue 2/106:20 am
ORF
- OGG
2 stops16h 44m
Delta
Tue 2/1710:00 pm
OGG
- ORF
2 stops20h 00m
Delta
Deal found 2/3![Delta logo]()
$810
This Delta deal was found by Cheapflights users on 2/5. 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.
Fri 2/206:35 am
ORF
- OGG
1 stop14h 02m
Delta
Tue 2/2410:00 pm
OGG
- ORF
2 stops20h 00m
Delta
Deal found 2/5![Delta logo]()
$780
This Delta deal was found by Cheapflights users on 2/3. 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.
Tue 2/247:03 am
ORF
- HNL
2 stops19h 25m
Delta
Tue 3/103:46 pm
HNL
- ORF
1 stop14h 07m
Delta
Deal found 2/3![Delta logo]()
$634
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:55 pm
ORF
- HNL
2 stops24h 50m
Southwest
Tue 3/31:30 pm
HNL
- ORF
2 stops15h 10m
Southwest
Deal found 2/2![Southwest logo]()
$615
This Delta deal was found by Cheapflights users on 2/3. 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.
Thu 2/267:03 am
ORF
- HNL
2 stops19h 25m
Delta
Thu 3/54:50 pm
HNL
- ORF
1 stop13h 40m
Delta
Deal found 2/3![Delta logo]()
$705
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:05 pm
ORF
- KOA
2 stops29h 46m
United Airlines
Tue 3/1010:55 pm
KOA
- ORF
2 stops18h 51m
United Airlines
Deal found 2/4![United Airlines logo]()
$750
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Thu 3/56:10 am
ORF
- HNL
1 stop13h 03m
United Airlines
Thu 3/122:55 pm
HNL
- ORF
1 stop14h 11m
United Airlines
Deal found 2/3![United Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 3/95:00 am
ORF
- LIH
2 stops17h 14m
American Airlines
Wed 3/259:30 pm
LIH
- ORF
2 stops14h 42m
American Airlines
Deal found 2/3![American Airlines logo]()
$605
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:10 am
ORF
- HNL
1 stop13h 36m
United Airlines
Thu 3/122:55 pm
HNL
- ORF
1 stop14h 11m
United Airlines
Deal found 2/5![United Airlines logo]()
$704
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 3/98:10 am
ORF
- LIH
1 stop13h 54m
United Airlines
Wed 3/251:25 pm
LIH
- ORF
2 stops14h 19m
United Airlines
Deal found 2/3![United Airlines logo]()
$765
This Delta deal was found by Cheapflights users on 2/5. 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 3/115:50 am
ORF
- HNL
1 stop14h 26m
Delta
Wed 3/1812:59 pm
HNL
- ORF
2 stops16h 51m
Delta
Deal found 2/5![Delta logo]()
$680
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:00 am
ORF
- HNL
1 stop14h 33m
United Airlines
Thu 3/192:55 pm
HNL
- ORF
1 stop14h 11m
United Airlines
Deal found 2/5![United Airlines logo]()
$711
One-way flights from Chesapeake to HawaiiSearch for one-way flight options from Chesapeake to Hawaii. Find affordable one-way fares based on user searches. Data last updated February 6, 2026.
Search for one-way flight options from Chesapeake to Hawaii. Find affordable one-way fares based on user searches. Data last updated February 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/63:26 pm
ORF
- HNL
3 stops51h 05m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 4/165:45 am
ORF
- HNL
1 stop14h 53m
Delta
Deal found 2/5![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 2/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:00 am
ORF
- HNL
1 stop13h 08m
American Airlines
Deal found 2/6![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/108:50 am
ORF
- HNL
2 stops17h 10m
Southwest
Deal found 2/6![Southwest logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Tue 2/177:31 pm
ORF
- HNL
3 stops47h 41m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 2/3. 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.
Thu 3/128:33 am
ORF
- OGG
1 stop15h 52m
Delta
Deal found 2/3![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Thu 3/1210:12 am
ORF
- OGG
2 stops17h 00m
American Airlines
Deal found 2/3![American Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 2/6. 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.
Mon 2/95:35 am
ORF
- HNL
1 stop14h 40m
Delta
Deal found 2/6![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 2/6. 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 2/115:35 am
ORF
- HNL
2 stops16h 30m
Delta
Deal found 2/6![Delta logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 3/1211:50 am
ORF
- OGG
3 stops35h 11m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 2/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/118:00 am
ORF
- HNL
1 stop13h 43m
United Airlines
Deal found 2/6![United Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 2/3. 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.
Sat 6/277:00 am
ORF
- OGG
2 stops19h 45m
Delta
Deal found 2/3![Delta logo]()
$1,568
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 February 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $615 (Southwest) |
One-way from | $281 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $753 |
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 February 6, 2026.
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
NorfolkLihue
ORF - LIH
ORFLIH
Norfolk
Mon 3/9
5:00 am-4:14 pm
2 stops17h 14m
Lihue
Wed 3/25
9:30 pm-6:12 pm
2 stops14h 42m
$605
NorfolkHonolulu
ORF - HNL
ORFHNL
Norfolk
Thu 2/26
4:55 pm-12:45 pm
2 stops24h 50m
Honolulu
Tue 3/3
1:30 pm-9:40 am
2 stops15h 10m
$615
NorfolkLihue
ORF - LIH
ORFLIH
Norfolk
Sat 5/2
8:00 am-7:52 pm
2 stops17h 52m
Lihue
Tue 5/5
1:03 pm-12:04 pm
2 stops17h 01m
$635
NorfolkLihue
ORF - LIH
ORFLIH
Norfolk
Mon 4/27
7:15 pm-12:22 pm
2 stops23h 07m
Lihue
Mon 5/4
2:12 pm-11:48 am
2 stops15h 36m
$663
NorfolkHonolulu
ORF - HNL
ORFHNL
Norfolk
Tue 4/7
5:45 am-3:02 pm
1 stop15h 17m
Honolulu
Tue 4/14
3:40 pm-11:41 am
1 stop14h 01m
$674
NorfolkHonolulu
ORF - HNL
ORFHNL
Norfolk
Thu 3/5
6:10 am-2:13 pm
1 stop13h 03m
Honolulu
Thu 3/12
2:55 pm-11:06 am
1 stop14h 11m
$674
NorfolkKailua-Kona
ORF - KOA
ORFKOA
Norfolk
Wed 4/22
5:00 am-2:26 pm
2 stops15h 26m
Kona Intl
Wed 4/29
9:55 pm-9:38 pm
2 stops17h 43m
$675
NorfolkHonolulu
ORF - HNL
ORFHNL
Norfolk
Thu 4/9
7:01 am-2:00 pm
1 stop12h 59m
Honolulu
Thu 4/30
4:10 pm-11:50 am
2 stops13h 40m
$680
NorfolkHonolulu
ORF - HNL
ORFHNL
Norfolk
Mon 3/9
6:15 am-2:04 pm
1 stop13h 49m
Honolulu
Thu 3/12
11:50 am-9:44 am
2 stops15h 54m
$680
NorfolkHonolulu
ORF - HNL
ORFHNL
Norfolk
Wed 3/11
7:03 am-8:53 pm
2 stops19h 50m
Honolulu
Wed 3/18
3:50 pm-9:42 am
1 stop11h 52m
$680
Showing 1-10 of 44 results
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.
ORF-LIH
ORF-HNL
ORF-KOA
ORF-OGG
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
C6E-USHI
ORF-LIH
ORF-HNL
ORF-KOA
ORF-OGG
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 May is currently the most expensive (average of $608). 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 February 6, 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
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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.
Complete your trip
Complete your trip to Hawaii by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chesapeake to Hawaii, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chesapeake and Hawaii flights
Browse other Chesapeake and Hawaii flight options. Last updated on February 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chesapeake to Hawaii flights
Consider these flights traveling from Chesapeake to Hawaii.
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 February 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$381 | Average$857 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$492 | Average$992 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$518 | Average$1,040 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$743 | Average$838 | FlexibilityNo cancel fee | On-time63% |