$219+ 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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — RIC
Jun 23 — Jun 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Jackson to Chesapeake with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Jackson to Chesapeake
Cheapest
Best
Last-minute
One-way
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 24, 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 24, 2026.
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/178:15 am
JAN
- ORF
1 stop4h 31m
American Airlines
Tue 6/238:10 pm
ORF
- JAN
1 stop4h 44m
American Airlines
Deal found 5/22![American Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 5/20. 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 9/45:35 pm
JAN
- ORF
1 stop5h 31m
Delta
Mon 9/149:40 am
ORF
- JAN
1 stop5h 24m
Delta
Deal found 5/20![Delta logo]()
$391
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/202:07 pm
JAN
- ORF
1 stop7h 24m
United Airlines
Wed 6/246:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/22![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 5/20. 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 9/45:35 pm
JAN
- ORF
1 stop5h 31m
Delta
Sun 9/135:30 am
ORF
- JAN
1 stop3h 58m
Delta
Deal found 5/20![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 5/22. 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 6/2012:20 pm
JAN
- ORF
2 stops9h 45m
Southwest
Wed 6/243:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 5/22. 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 6/199:12 am
JAN
- ORF
1 stop6h 58m
Delta
Wed 6/245:20 am
ORF
- JAN
1 stop4h 06m
Delta
Deal found 5/22![Delta logo]()
$417
This Southwest deal was found by Cheapflights users on 5/22. 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 6/1911:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Wed 6/243:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$422
This Southwest deal was found by Cheapflights users on 5/22. 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 7/105:10 am
JAN
- ORF
2 stops8h 40m
Southwest
Mon 7/136:30 am
ORF
- JAN
2 stops14h 15m
Southwest
Deal found 5/22![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 5/20. 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 9/1311:45 am
ORF
- JAN
2 stops9h 30m
Southwest
Deal found 5/20![Southwest logo]()
$437
This Southwest deal was found by Cheapflights users on 5/22. 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 6/176:00 am
JAN
- ORF
2 stops8h 50m
Southwest
Tue 6/2310:05 am
ORF
- JAN
2 stops9h 40m
Southwest
Deal found 5/22![Southwest logo]()
$445
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 24, 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 24, 2026.
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/202:07 pm
JAN
- ORF
1 stop7h 24m
United Airlines
Wed 6/246:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/22![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 5/22. 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 7/107:10 pm
JAN
- ORF
1 stop4h 35m
Delta
Mon 7/136:17 pm
ORF
- JAN
1 stop5h 52m
Delta
Deal found 5/22![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 5/22. 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 6/2012:20 pm
JAN
- ORF
2 stops9h 45m
Southwest
Wed 6/243:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 5/22. 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 6/1911:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Wed 6/243:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$422
This Southwest deal was found by Cheapflights users on 5/22. 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 7/105:10 am
JAN
- ORF
2 stops8h 40m
Southwest
Mon 7/136:30 am
ORF
- JAN
2 stops14h 15m
Southwest
Deal found 5/22![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 5/22. 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 6/176:00 am
JAN
- ORF
2 stops8h 50m
Southwest
Tue 6/2310:05 am
ORF
- JAN
2 stops9h 40m
Southwest
Deal found 5/22![Southwest logo]()
$445
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/62:07 pm
JAN
- ORF
1 stop7h 24m
United Airlines
Wed 6/106:15 am
ORF
- JAN
1 stop8h 17m
United Airlines
Deal found 5/22![United Airlines logo]()
$567
This Southwest deal was found by Cheapflights users on 5/21. 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 7/1112:20 pm
JAN
- ORF
2 stops8h 10m
Southwest
Sat 7/187:30 am
ORF
- JAN
2 stops12h 05m
Southwest
Deal found 5/21![Southwest logo]()
$463
This United Airlines deal was found by Cheapflights users on 5/21. 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 7/32:07 pm
JAN
- ORF
1 stop7h 23m
United Airlines
Tue 7/76:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/21![United Airlines logo]()
$601
This Delta deal was found by Cheapflights users on 5/21. 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 7/25:04 pm
JAN
- ORF
1 stop6h 38m
Delta
Sun 7/55:15 am
ORF
- JAN
1 stop4h 11m
Delta
Deal found 5/21![Delta logo]()
$685
This Southwest deal was found by Cheapflights users on 5/22. 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 6/1211:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Sat 6/1310:05 am
ORF
- JAN
1 stop9h 30m
Southwest
Deal found 5/22![Southwest logo]()
$517
This Southwest deal was found by Cheapflights users on 5/22. 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.
Sun 6/2111:55 am
JAN
- ORF
2 stops11h 00m
Southwest
Thu 6/259:55 am
ORF
- JAN
2 stops10h 50m
Southwest
Deal found 5/22![Southwest logo]()
$684
Last-minute flights from Jackson to ChesapeakeDiscover last-minute flight deals from Jackson to Chesapeake. Data last updated May 24, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Chesapeake. Data last updated May 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/65:00 am
JAN
- ORF
1 stop4h 35m
American Airlines
Wed 6/106:48 am
ORF
- JAN
1 stop4h 38m
American Airlines
Deal found 5/22![American Airlines logo]()
$487
This Southwest deal was found by Cheapflights users on 5/22. 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 6/65:35 am
JAN
- ORF
2 stops7h 55m
Southwest
Wed 6/103:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$492
This Southwest deal was found by Cheapflights users on 5/22. 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 6/1211:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Sat 6/136:00 am
ORF
- JAN
2 stops13h 35m
Southwest
Deal found 5/22![Southwest logo]()
$457
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/178:15 am
JAN
- ORF
1 stop4h 31m
American Airlines
Tue 6/238:10 pm
ORF
- JAN
1 stop4h 44m
American Airlines
Deal found 5/22![American Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 5/22. 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 6/176:00 am
JAN
- ORF
2 stops8h 50m
Southwest
Tue 6/2310:05 am
ORF
- JAN
2 stops9h 40m
Southwest
Deal found 5/22![Southwest logo]()
$445
This Delta deal was found by Cheapflights users on 5/22. 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 6/199:12 am
JAN
- ORF
1 stop6h 58m
Delta
Wed 6/245:20 am
ORF
- JAN
1 stop4h 06m
Delta
Deal found 5/22![Delta logo]()
$417
This Southwest deal was found by Cheapflights users on 5/22. 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 6/1911:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Wed 6/243:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$422
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/202:07 pm
JAN
- ORF
1 stop7h 24m
United Airlines
Wed 6/246:15 am
ORF
- JAN
1 stop6h 09m
United Airlines
Deal found 5/22![United Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 5/22. 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 6/2012:20 pm
JAN
- ORF
2 stops9h 45m
Southwest
Wed 6/243:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 5/22![Southwest logo]()
$412
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 24, 2026.
Search for one-way flight options from Jackson to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 24, 2026.
This Southwest deal was found by Cheapflights users on 5/19. 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.
Sun 6/1411:55 am
JAN
- ORF
1 stop10h 25m
Southwest
Deal found 5/19![Southwest logo]()
$219
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/54:21 pm
JAN
- ORF
1 stop6h 22m
American Airlines
Deal found 5/22![American Airlines logo]()
$244
This Southwest deal was found by Cheapflights users on 5/20. 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.
Sun 6/711:55 am
JAN
- ORF
1 stop10h 25m
Southwest
Deal found 5/20![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 5/20. 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 6/511:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Deal found 5/20![Southwest logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 6/55:05 pm
JAN
- ORF
3 stops26h 59m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$652
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/57:10 am
JAN
- ORF
3 stops13h 27m
United Airlines
Deal found 5/22![United Airlines logo]()
$1,502
This United Airlines deal was found by Cheapflights users on 5/20. 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 6/77:10 am
JAN
- ORF
3 stops13h 27m
United Airlines
Deal found 5/20![United Airlines logo]()
$1,593
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 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $361 (American Airlines) |
One-way from | $219 (Southwest) |
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 24, 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
Sat 6/20
2:07 pm-10:31 pm
1 stop7h 24m
Norfolk
Wed 6/24
6:15 am-11:24 am
1 stop6h 09m
$397
Quickest round-trip
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 7/10
7:10 pm-12:45 am
1 stop4h 35m
Norfolk
Mon 7/13
6:17 pm-11:09 pm
1 stop5h 52m
$407
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Sat 6/20
12:20 pm-11:05 pm
2 stops9h 45m
Norfolk
Wed 6/24
3:40 pm-6:45 pm
1 stop4h 05m
$412
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 6/19
11:25 am-11:25 pm
2 stops11h 00m
Norfolk
Wed 6/24
3:40 pm-6:45 pm
1 stop4h 05m
$422
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 7/10
5:10 am-2:50 pm
2 stops8h 40m
Norfolk
Mon 7/13
6:30 am-7:45 pm
2 stops14h 15m
$423
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 6/17
6:00 am-3:50 pm
2 stops8h 50m
Norfolk
Tue 6/23
10:05 am-6:45 pm
2 stops9h 40m
$445
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Sat 7/11
12:20 pm-9:30 pm
2 stops8h 10m
Norfolk
Sat 7/18
7:30 am-6:35 pm
2 stops12h 05m
$463
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 6/12
11:25 am-11:25 pm
2 stops11h 00m
Norfolk
Sat 6/13
10:05 am-6:35 pm
1 stop9h 30m
$517
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Sat 6/6
2:07 pm-10:31 pm
1 stop7h 24m
Norfolk
Wed 6/10
6:15 am-1:32 pm
1 stop8h 17m
$567
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 7/3
2:07 pm-10:30 pm
1 stop7h 23m
Norfolk
Tue 7/7
6:15 am-11:24 am
1 stop6h 09m
$601
Showing 1-10 of 17 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 24, 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.
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Jackson to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Jackson
Popular flights
Top destinations
Alternative routes for Jackson to Chesapeake
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jackson to Chesapeake by cabin class
Find flights from Jackson to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jackson and Chesapeake flights
Browse other Jackson and Chesapeake flight options. Last updated on May 24, 2026.
Other flights from Jackson
Browse through other flights departing from Jackson. Flights are based on user searches made on Cheapflights and were last updated on May 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Jackson to Chesapeake flights
Consider these flights traveling from Jackson to Chesapeake.
Top 2 airlines flying from Jackson to Chesapeake
Discover the top 2 airlines that operate flights from Jackson to Chesapeake. 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 May 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$250 | Average$412 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$293 | Average$426 | FlexibilityNo cancel fee | On-time71% |