$204+ Cheap flights from Jackson, MS (JAN) to Chesapeake, VA
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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — RIC
Jun 12 — Jun 191
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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Cheapest flights from Jackson to ChesapeakeExplore the most affordable flight options available from Jackson to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.
Explore the most affordable flight options available from Jackson to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/98:15 am
JAN
- ORF
1 stop4h 31m
American Airlines
Tue 6/168:10 pm
ORF
- JAN
1 stop4h 44m
American Airlines
Deal found 5/10![American Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 5/10. 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 6/912:20 pm
JAN
- ORF
2 stops8h 30m
Southwest
Tue 6/1612:25 pm
ORF
- JAN
2 stops7h 20m
Southwest
Deal found 5/10![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/172:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Wed 6/246:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/9![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 5/11. 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 8/135:01 pm
JAN
- ORF
1 stop7h 02m
Delta
Mon 8/1712:44 pm
ORF
- JAN
1 stop4h 32m
Delta
Deal found 5/11![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 5/10. 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 6/195:30 am
JAN
- ORF
1 stop4h 59m
Delta
Tue 6/235:20 am
ORF
- JAN
1 stop4h 06m
Delta
Deal found 5/10![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 5/11. 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 9/49:15 am
JAN
- ORF
1 stop5h 16m
Delta
Mon 9/149:40 am
ORF
- JAN
1 stop5h 24m
Delta
Deal found 5/11![Delta logo]()
$396
This Delta deal was found by Cheapflights users on 5/13. 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 9/46:59 pm
JAN
- ORF
1 stop4h 07m
Delta
Sun 9/138:25 am
ORF
- JAN
1 stop6h 39m
Delta
Deal found 5/13![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 5/11. 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 5/272:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Thu 5/286:05 am
ORF
- JAN
2 stops11h 10m
United Airlines
Deal found 5/11![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 5/9. 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.
Wed 6/1712:20 pm
JAN
- ORF
2 stops8h 30m
Southwest
Wed 6/2410:05 am
ORF
- JAN
2 stops9h 40m
Southwest
Deal found 5/9![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 5/13. 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.
Thu 7/305:10 am
JAN
- ORF
2 stops8h 40m
Southwest
Sun 8/28:05 am
ORF
- JAN
2 stops12h 40m
Southwest
Deal found 5/13![Southwest logo]()
$427
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/92:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Wed 6/106:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/11![United Airlines logo]()
$435
Best flights from Jackson to ChesapeakeDiscover carefully curated flight deals from Jackson to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
Discover carefully curated flight deals from Jackson to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/172:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Wed 6/246:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/9![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 5/10. 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 7/167:10 pm
JAN
- ORF
1 stop4h 35m
Delta
Sun 7/195:15 am
ORF
- JAN
1 stop4h 14m
Delta
Deal found 5/10![Delta logo]()
$391
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 5/271:00 pm
JAN
- ORF
2 stops7h 55m
Southwest
Fri 5/2910:05 am
ORF
- JAN
2 stops10h 00m
Southwest
Deal found 5/11![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 5/13. 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 9/49:15 am
JAN
- ORF
1 stop5h 16m
Delta
Mon 9/144:27 pm
ORF
- JAN
1 stop4h 36m
Delta
Deal found 5/13![Delta logo]()
$391
This United Airlines deal was found by Cheapflights users on 5/11. 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 5/272:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Thu 5/286:05 am
ORF
- JAN
2 stops11h 10m
United Airlines
Deal found 5/11![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 5/13. 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 9/45:55 am
JAN
- ORF
2 stops11h 00m
Southwest
Sun 9/136:20 am
ORF
- JAN
2 stops12h 40m
Southwest
Deal found 5/13![Southwest logo]()
$443
This Delta deal was found by Cheapflights users on 5/11. 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 5/2712:59 pm
JAN
- ORF
1 stop4h 56m
Delta
Thu 5/287:59 pm
ORF
- JAN
1 stop4h 19m
Delta
Deal found 5/11![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 5/10. 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 6/197:35 am
JAN
- ORF
1 stop6h 57m
Delta
Fri 6/265:20 am
ORF
- JAN
1 stop4h 06m
Delta
Deal found 5/10![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 5/13. 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 9/46:59 pm
JAN
- ORF
1 stop4h 07m
Delta
Sun 9/138:25 am
ORF
- JAN
1 stop6h 39m
Delta
Deal found 5/13![Delta logo]()
$407
Last-minute flights from Jackson to ChesapeakeDiscover last-minute flight deals from Jackson to Chesapeake. Data last updated May 13, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Chesapeake. Data last updated May 13, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/11. 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 5/2712:59 pm
JAN
- ORF
1 stop4h 56m
Delta
Thu 5/287:59 pm
ORF
- JAN
1 stop4h 19m
Delta
Deal found 5/11![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 5/11. 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 5/272:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Thu 5/286:05 am
ORF
- JAN
2 stops11h 10m
United Airlines
Deal found 5/11![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 5/271:00 pm
JAN
- ORF
2 stops7h 55m
Southwest
Fri 5/2910:05 am
ORF
- JAN
2 stops10h 00m
Southwest
Deal found 5/11![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 5/13. 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.
Thu 5/287:23 pm
JAN
- ORF
1 stop3h 55m
Delta
Mon 6/15:20 am
ORF
- JAN
1 stop5h 44m
Delta
Deal found 5/13![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/98:15 am
JAN
- ORF
1 stop4h 31m
American Airlines
Tue 6/168:10 pm
ORF
- JAN
1 stop4h 44m
American Airlines
Deal found 5/10![American Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 5/10. 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 6/912:20 pm
JAN
- ORF
2 stops8h 30m
Southwest
Tue 6/1612:25 pm
ORF
- JAN
2 stops7h 20m
Southwest
Deal found 5/10![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/92:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Wed 6/106:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/11![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/172:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Wed 6/246:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/9![United Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 5/9. 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.
Wed 6/1712:20 pm
JAN
- ORF
2 stops8h 30m
Southwest
Wed 6/2410:05 am
ORF
- JAN
2 stops9h 40m
Southwest
Deal found 5/9![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 5/10. 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 6/195:30 am
JAN
- ORF
1 stop4h 59m
Delta
Tue 6/235:20 am
ORF
- JAN
1 stop4h 06m
Delta
Deal found 5/10![Delta logo]()
$391
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/204:21 pm
JAN
- ORF
1 stop6h 45m
American Airlines
Thu 6/255:41 pm
ORF
- JAN
1 stop5h 59m
American Airlines
Deal found 5/10![American Airlines logo]()
$443
One-way flights from Jackson to ChesapeakeSearch for one-way flight options from Jackson to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
Search for one-way flight options from Jackson to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
This Delta deal was found by Cheapflights users on 5/13. 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.
Thu 5/287:23 pm
JAN
- ORF
1 stop3h 55m
Delta
Deal found 5/13![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 5/10. 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 7/1011:25 am
JAN
- ORF
2 stops6h 10m
Southwest
Deal found 5/10![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 5/10. 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 7/1012:50 pm
JAN
- ORF
1 stop5h 04m
Delta
Deal found 5/10![Delta logo]()
$240
This Southwest deal was found by Cheapflights users on 5/13. 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.
Thu 5/2812:15 pm
JAN
- ORF
2 stops8h 45m
Southwest
Deal found 5/13![Southwest logo]()
$275
This American Airlines deal was found by Cheapflights users on 5/10. 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.
Fri 7/104:24 pm
JAN
- ORF
1 stop6h 22m
American Airlines
Deal found 5/10![American Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 5/12. 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.
Sat 5/2312:20 pm
JAN
- ORF
1 stop6h 00m
Southwest
Deal found 5/12![Southwest logo]()
$344
This American Airlines deal was found by Cheapflights users on 5/11. 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 5/255:15 am
JAN
- ORF
1 stop4h 20m
American Airlines
Deal found 5/11![American Airlines logo]()
$376
This Southwest deal was found by Cheapflights users on 5/11. 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.
Mon 5/2512:15 pm
JAN
- ORF
2 stops9h 40m
Southwest
Deal found 5/11![Southwest logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 5/255:05 pm
JAN
- ORF
3 stops50h 59m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,023
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 5/287:10 am
JAN
- ORF
3 stops13h 32m
United Airlines
Deal found 5/13![United Airlines logo]()
$1,308
This United Airlines deal was found by Cheapflights users on 5/10. 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 7/107:10 am
JAN
- ORF
3 stops13h 27m
United Airlines
Deal found 5/10![United Airlines logo]()
$1,601
Find flight deals from Jackson to Chesapeake
Keep the following information in mind while searching for Jackson to Chesapeake flight deals. Data was last updated May 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $355 (American Airlines) |
One-way from | $204 (Delta) |
Popular in | March |
Cheapest in | August |
Average price | $500 |
Cheapflights Fare Finder
Customize your flight search to find flights from Jackson to Chesapeake 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 May 13, 2026.
Use the filters below to find and compare flights from Jackson to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 6/17
2:07 pm-10:30 pm
1 stop7h 23m
Norfolk
Wed 6/24
6:15 am-11:24 am
1 stop6h 09m
$368
Quickest round-trip
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Thu 7/16
7:10 pm-12:45 am
1 stop4h 35m
Norfolk
Sun 7/19
5:15 am-8:29 am
1 stop4h 14m
$391
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 9/4
9:15 am-3:31 pm
1 stop5h 16m
Norfolk
Mon 9/14
4:27 pm-8:03 pm
1 stop4h 36m
$391
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 5/27
12:59 pm-6:55 pm
1 stop4h 56m
Norfolk
Thu 5/28
7:59 pm-11:18 pm
1 stop4h 19m
$407
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 6/19
7:35 am-3:32 pm
1 stop6h 57m
Norfolk
Fri 6/26
5:20 am-8:26 am
1 stop4h 06m
$407
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 9/4
6:59 pm-12:06 am
1 stop4h 07m
Norfolk
Sun 9/13
8:25 am-2:04 pm
1 stop6h 39m
$407
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 5/27
2:07 pm-10:30 pm
1 stop7h 23m
Norfolk
Thu 5/28
6:05 am-4:15 pm
2 stops11h 10m
$412
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 5/27
1:00 pm-9:55 pm
2 stops7h 55m
Norfolk
Fri 5/29
10:05 am-7:05 pm
2 stops10h 00m
$437
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 9/4
5:55 am-5:55 pm
2 stops11h 00m
Norfolk
Sun 9/13
6:20 am-6:00 pm
2 stops12h 40m
$443
Cheapest one-way
Quickest one-way
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Thu 5/28
7:23 pm-12:18 am
1 stop3h 55m
$204
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Jackson to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Jackson with our price prediction graph.
JAN-ORF
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 Jackson to Chesapeake
JAN-C6E
JAN-ORF
How much does it cost to fly round-trip from Jackson, Mississippi to Chesapeake?
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated May 13, 2026.
Read reviews from past customers who have flown Delta from Jackson to Chesapeake. 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
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$250 | Average$416 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$293 | Average$426 | FlexibilityNo cancel fee | On-time71% |