$236+ Cheap flights from Chesapeake, VA to Hawaii
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HNL
Oct 18 — Oct 251
Round-trip
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 September 18, 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 September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/97:03 am -
1 stop13h 37m
Tue 12/157:45 pm -
1 stop13h 41m
Deal found 9/15![American Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/36:08 am -
1 stop14h 10m
Tue 11/37:00 pm -
1 stop11h 32m
Deal found 9/16![American Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/58:00 am -
1 stop13h 37m
Tue 11/108:30 pm -
2 stops15h 48m
Deal found 9/14![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 9/17. 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 10/286:00 am -
1 stop13h 53m
Tue 11/35:50 pm -
1 stop12h 38m
Deal found 9/17![Delta logo]()
$482
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/97:03 am -
2 stops16h 08m
Mon 12/149:50 pm -
2 stops13h 41m
Deal found 9/15![American Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 9/17. 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 10/217:06 am -
2 stops18h 42m
Wed 10/281:05 pm -
2 stops17h 15m
Deal found 9/17![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 9/14. 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 10/65:30 am -
1 stop14h 06m
Mon 10/123:30 pm -
1 stop12h 25m
Deal found 9/14![Delta logo]()
$500
This Delta deal was found by Cheapflights users on 9/16. 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 10/67:13 am -
1 stop12h 47m
Wed 10/143:30 pm -
1 stop12h 25m
Deal found 9/16![Delta logo]()
$502
This Delta deal was found by Cheapflights users on 9/17. 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 10/57:09 am -
1 stop13h 43m
Wed 10/73:50 pm -
1 stop13h 30m
Deal found 9/17![Delta logo]()
$504
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/248:00 am -
2 stops16h 59m
Tue 10/276:01 pm -
1 stop11h 39m
Deal found 9/16![American Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/27:02 pm -
2 stops22h 48m
Mon 11/97:38 pm -
1 stop13h 48m
Deal found 9/15![American Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 9/17. 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 12/97:03 am -
1 stop13h 37m
Wed 12/167:45 pm -
1 stop13h 37m
Deal found 9/17![American Airlines logo]()
$574
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 September 18, 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 September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/98:10 am -
1 stop13h 27m
Mon 12/141:00 pm -
2 stops15h 50m
Deal found 9/15![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 9/16. 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 10/65:30 am -
2 stops20h 18m
Wed 10/141:05 pm -
2 stops17h 15m
Deal found 9/16![Delta logo]()
$513
This American Airlines deal was found by Cheapflights users on 9/17. 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 12/97:03 am -
1 stop13h 37m
Wed 12/167:45 pm -
1 stop13h 37m
Deal found 9/17![American Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 9/14. 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 1/198:00 am -
1 stop13h 51m
Sun 1/245:05 pm -
1 stop12h 15m
Deal found 9/14![United Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 9/16. 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 2/156:00 am -
1 stop13h 29m
Thu 2/252:35 pm -
2 stops14h 46m
Deal found 9/16![United Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 9/16. 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 10/16:00 am -
1 stop14h 05m
Thu 10/153:50 pm -
1 stop13h 30m
Deal found 9/16![Delta logo]()
$642
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 1/178:00 am -
1 stop13h 51m
Sat 1/232:25 pm -
2 stops14h 55m
Deal found 9/14![United Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 9/13. 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 11/36:00 am -
2 stops16h 38m
Tue 11/311:40 pm -
2 stops18h 23m
Deal found 9/13![Delta logo]()
$681
This Delta deal was found by Cheapflights users on 9/13. 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 1/225:50 am -
2 stops17h 56m
Sun 1/314:35 pm -
1 stop13h 58m
Deal found 9/13![Delta logo]()
$682
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/168:00 am -
1 stop13h 37m
Wed 11/182:29 pm -
2 stops15h 24m
Deal found 9/16![United Airlines logo]()
$628
This Delta deal was found by Cheapflights users on 9/17. 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 10/26:40 am -
2 stops18h 30m
Tue 10/68:48 pm -
2 stops17h 37m
Deal found 9/17![Delta logo]()
$685
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/96:00 am -
2 stops16h 43m
Tue 12/152:29 pm -
3 stops17h 41m
Deal found 9/15![United Airlines logo]()
$638
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/146:20 am -
1 stop13h 30m
Thu 10/224:00 pm -
1 stop14h 15m
Deal found 9/15![United Airlines logo]()
$652
This Delta deal was found by Cheapflights users on 9/14. 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 10/135:30 am -
2 stops19h 56m
Tue 10/2010:02 pm -
2 stops19h 01m
Deal found 9/14![Delta logo]()
$753
This United Airlines deal was found by Cheapflights users on 9/17. 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 11/58:00 am -
1 stop13h 28m
Fri 11/203:55 pm -
2 stops17h 28m
Deal found 9/17![United Airlines logo]()
$659
This Delta deal was found by Cheapflights users on 9/16. 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 10/176:00 am -
2 stops17h 38m
Fri 10/2310:02 pm -
2 stops19h 30m
Deal found 9/16![Delta logo]()
$818
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/108:00 am -
1 stop13h 55m
Wed 11/118:30 pm -
1 stop21h 46m
Deal found 9/16![United Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/146:15 am -
3 stops19h 41m
Sat 11/2112:35 pm -
2 stops17h 18m
Deal found 9/16![United Airlines logo]()
$690
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/88:10 am -
2 stops33h 52m
Wed 12/98:25 pm -
2 stops13h 56m
Deal found 9/14![United Airlines logo]()
$884
This United Airlines deal was found by Cheapflights users on 9/14. 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 2/38:00 am -
1 stop13h 50m
Wed 2/2411:55 pm -
2 stops16h 37m
Deal found 9/14![United Airlines logo]()
$886
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/276:00 am -
2 stops21h 57m
Wed 10/286:00 am -
2 stops22h 34m
Deal found 9/13![United Airlines logo]()
$1,135
This United Airlines deal was found by Cheapflights users on 9/14. 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 2/36:00 am -
2 stops16h 18m
Wed 2/242:54 pm -
2 stops13h 41m
Deal found 9/14![United Airlines logo]()
$1,140
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/178:00 am -
2 stops16h 54m
Fri 10/2311:20 am -
2 stops29h 46m
Deal found 9/16![United Airlines logo]()
$1,176
This United Airlines deal was found by Cheapflights users on 9/17. 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 12/236:00 am -
2 stops20h 18m
Wed 12/302:20 pm -
2 stops18h 53m
Deal found 9/17![United Airlines logo]()
$1,265
Last-minute flights from Chesapeake to HawaiiDiscover last-minute flight deals from Chesapeake to Hawaii. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Hawaii. Data last updated September 18, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/17. 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 10/26:40 am -
2 stops18h 30m
Tue 10/68:48 pm -
2 stops17h 37m
Deal found 9/17![Delta logo]()
$685
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/28:00 am -
1 stop13h 05m
Tue 10/61:52 pm -
2 stops16h 23m
Deal found 9/17![United Airlines logo]()
$830
This Delta deal was found by Cheapflights users on 9/17. 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 10/57:09 am -
1 stop13h 43m
Wed 10/73:50 pm -
1 stop13h 30m
Deal found 9/17![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 9/14. 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 10/65:30 am -
1 stop14h 06m
Mon 10/123:30 pm -
1 stop12h 25m
Deal found 9/14![Delta logo]()
$500
This Delta deal was found by Cheapflights users on 9/16. 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 10/67:13 am -
1 stop12h 47m
Wed 10/143:30 pm -
1 stop12h 25m
Deal found 9/16![Delta logo]()
$502
This Delta deal was found by Cheapflights users on 9/14. 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 10/135:30 am -
2 stops19h 56m
Tue 10/2010:02 pm -
2 stops19h 01m
Deal found 9/14![Delta logo]()
$753
This Delta deal was found by Cheapflights users on 9/15. 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 10/157:06 am -
2 stops16h 30m
Wed 10/219:53 pm -
2 stops20h 52m
Deal found 9/15![Delta logo]()
$636
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/158:00 am -
1 stop13h 40m
Wed 10/2112:52 pm -
2 stops17h 23m
Deal found 9/15![United Airlines logo]()
$759
This Delta deal was found by Cheapflights users on 9/16. 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 10/176:00 am -
2 stops17h 38m
Fri 10/2310:02 pm -
2 stops19h 30m
Deal found 9/16![Delta logo]()
$818
This Delta deal was found by Cheapflights users on 9/17. 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 10/217:06 am -
2 stops18h 42m
Wed 10/281:05 pm -
2 stops17h 15m
Deal found 9/17![Delta logo]()
$493
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/248:00 am -
2 stops16h 59m
Tue 10/276:01 pm -
1 stop11h 39m
Deal found 9/16![American Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 9/16. 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 10/286:00 am -
1 stop13h 53m
Tue 11/35:50 pm -
1 stop12h 38m
Deal found 9/16![Delta logo]()
$482
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 September 18, 2026.
Search for one-way flight options from Chesapeake to Hawaii. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/268:00 am -
1 stop13h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$236
This Delta deal was found by Cheapflights users on 9/16. 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 10/197:06 am -
1 stop13h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$241
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/267:01 am -
2 stops17h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/46:00 am -
2 stops18h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 9/14. 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 10/76:00 am -
1 stop14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$250
This Delta deal was found by Cheapflights users on 9/15. 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.
Sun 10/187:06 am -
1 stop13h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$262
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/46:15 am -
3 stops19h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 9/17. 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 11/116:00 am -
3 stops21h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 9/15. 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 10/176:00 am -
1 stop14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$338
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/176:27 am -
2 stops19h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/239:55 am -
2 stops17h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$344
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/236:16 am -
2 stops17h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$344
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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $472 (American Airlines) |
One-way from | $236 (United Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $743 |
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 7,457,451 searches. Data last updated September 18, 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
Cheapest round-trip
NorfolkKahului
ORF Norfolk - OGG Kahului
ORFOGG
Norfolk
Thu 11/26
8:00 am-4:37 pm
1 stop13h 37m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$236
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Tue 10/20
6:00 am-2:10 pm
1 stop14h 10m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$241
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Wed 11/4
7:05 am-3:58 pm
1 stop13h 53m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$241
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Wed 11/11
6:10 am-2:27 pm
1 stop13h 17m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$241
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Mon 10/19
7:06 am-2:53 pm
1 stop13h 47m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$241
NorfolkKahului
ORF Norfolk - OGG Kahului
ORFOGG
Norfolk
Thu 11/26
7:01 am-7:11 pm
2 stops17h 10m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$242
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Wed 10/7
6:00 am-2:10 pm
1 stop14h 10m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$250
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Thu 12/31
6:15 am-6:26 pm
2 stops17h 11m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$322
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Wed 11/4
6:15 am-8:56 pm
3 stops19h 41m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$327
NorfolkHonolulu
ORF Norfolk - HNL Honolulu
ORFHNL
Norfolk
Thu 1/28
6:05 am-7:30 pm
2 stops18h 25m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$344
Showing 1-10 of 50 resultsSorted by cheapest first
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-HNL
ORF-LIH
ORF-KOA
ORF-OGG
ORF-ITO
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-HNL
ORF-LIH
ORF-KOA
ORF-OGG
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 $703 and $895 in November.The cheapest round-trip price found within the last 5 days was $477 on American Airlines (Nov 3-Nov 3).
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 September 18, 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.
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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
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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 September 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$483 | Average$962 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$527 | Average$959 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$636 | Average$1,122 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$701 | Average$824 | FlexibilityNo cancel fee | On-time63% |