$168+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — RIC
May 5 — May 121
Round-trip
1 adult, Economy
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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
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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
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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 April 5, 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 April 5, 2026.
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:57 pm
JAN
- ORF
1 stop5h 02m
Delta
Wed 6/175:15 am
ORF
- JAN
1 stop5h 48m
Delta
Deal found 4/1![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 4/3. 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.
Wed 4/296:00 am
JAN
- ORF
1 stop6h 38m
American Airlines
Sat 5/91:32 pm
ORF
- JAN
1 stop5h 37m
American Airlines
Deal found 4/3![American Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:00 pm
JAN
- ORF
2 stops7h 55m
Southwest
Wed 5/612:45 pm
ORF
- JAN
1 stop5h 45m
Southwest
Deal found 4/1![Southwest logo]()
$340
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:58 pm
JAN
- ORF
2 stops8h 08m
American Airlines
Wed 5/66:00 am
ORF
- JAN
2 stops8h 27m
American Airlines
Deal found 4/1![American Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 4/3. 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 4/295:36 am
JAN
- ORF
1 stop6h 21m
Delta
Thu 5/76:20 am
ORF
- JAN
1 stop4h 44m
Delta
Deal found 4/3![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:30 am
JAN
- ORF
2 stops10h 20m
Southwest
Thu 5/71:00 pm
ORF
- JAN
1 stop7h 05m
Southwest
Deal found 4/3![Southwest logo]()
$360
This Delta deal was found by Cheapflights users on 3/31. 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 6/257:10 pm
JAN
- ORF
1 stop4h 32m
Delta
Tue 6/301:52 pm
ORF
- JAN
1 stop6h 07m
Delta
Deal found 3/31![Delta logo]()
$371
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/306:00 am
JAN
- ORF
1 stop6h 32m
American Airlines
Sun 5/37:58 pm
ORF
- JAN
1 stop5h 01m
American Airlines
Deal found 3/31![American Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:10 am
JAN
- ORF
2 stops8h 40m
Southwest
Tue 7/283:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 4/4![Southwest logo]()
$412
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 April 5, 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 April 5, 2026.
This Delta deal was found by Cheapflights users on 4/3. 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 4/2910:58 am
JAN
- ORF
1 stop6h 21m
Delta
Wed 5/68:13 am
ORF
- JAN
1 stop4h 55m
Delta
Deal found 4/3![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:00 pm
JAN
- ORF
2 stops7h 55m
Southwest
Wed 5/612:45 pm
ORF
- JAN
1 stop5h 45m
Southwest
Deal found 4/1![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:57 pm
JAN
- ORF
1 stop5h 02m
Delta
Wed 6/175:15 am
ORF
- JAN
1 stop5h 48m
Delta
Deal found 4/1![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:10 am
JAN
- ORF
2 stops8h 40m
Southwest
Tue 7/283:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 4/4![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 3/31. 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 5/16:59 pm
JAN
- ORF
1 stop4h 38m
Delta
Sun 5/37:00 am
ORF
- JAN
1 stop4h 13m
Delta
Deal found 3/31![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 3/31. 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 6/2511:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Tue 6/303:40 pm
ORF
- JAN
1 stop4h 05m
Southwest
Deal found 3/31![Southwest logo]()
$432
This Delta deal was found by Cheapflights users on 4/3. 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 4/213:00 pm
JAN
- ORF
1 stop4h 49m
Delta
Thu 4/3010:04 am
ORF
- JAN
1 stop7h 11m
Delta
Deal found 4/3![Delta logo]()
$453
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:15 pm
JAN
- ORF
2 stops9h 50m
Southwest
Thu 5/78:05 am
ORF
- JAN
2 stops12h 00m
Southwest
Deal found 4/3![Southwest logo]()
$463
This Southwest deal was found by Cheapflights users on 3/31. 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 5/112:15 pm
JAN
- ORF
2 stops8h 45m
Southwest
Sun 5/310:20 am
ORF
- JAN
2 stops12h 40m
Southwest
Deal found 3/31![Southwest logo]()
$463
Last-minute flights from Jackson to ChesapeakeDiscover last-minute flight deals from Jackson to Chesapeake. Data last updated April 5, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Chesapeake. Data last updated April 5, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/4. 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.
Tue 4/281:58 pm
JAN
- ORF
1 stop7h 25m
United Airlines
Wed 4/296:08 am
ORF
- JAN
1 stop6h 03m
United Airlines
Deal found 4/4![United Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:15 am
JAN
- ORF
1 stop4h 42m
Delta
Wed 5/68:13 am
ORF
- JAN
1 stop7h 07m
Delta
Deal found 4/1![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 4/3. 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.
Wed 4/296:00 am
JAN
- ORF
1 stop6h 38m
American Airlines
Sat 5/91:32 pm
ORF
- JAN
1 stop5h 37m
American Airlines
Deal found 4/3![American Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:00 pm
JAN
- ORF
2 stops7h 55m
Southwest
Wed 5/612:45 pm
ORF
- JAN
1 stop5h 45m
Southwest
Deal found 4/1![Southwest logo]()
$340
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:58 pm
JAN
- ORF
2 stops8h 08m
American Airlines
Wed 5/66:00 am
ORF
- JAN
2 stops8h 27m
American Airlines
Deal found 4/1![American Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 4/3. 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 4/295:36 am
JAN
- ORF
1 stop6h 21m
Delta
Thu 5/76:20 am
ORF
- JAN
1 stop4h 44m
Delta
Deal found 4/3![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:30 am
JAN
- ORF
2 stops10h 20m
Southwest
Thu 5/71:00 pm
ORF
- JAN
1 stop7h 05m
Southwest
Deal found 4/3![Southwest logo]()
$360
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/306:00 am
JAN
- ORF
1 stop6h 32m
American Airlines
Sun 5/37:58 pm
ORF
- JAN
1 stop5h 01m
American Airlines
Deal found 3/31![American Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:15 pm
JAN
- ORF
2 stops9h 50m
Southwest
Thu 5/71:00 pm
ORF
- JAN
1 stop7h 05m
Southwest
Deal found 4/3![Southwest logo]()
$416
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 April 5, 2026.
Search for one-way flight options from Jackson to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 5, 2026.
This American Airlines deal was found by Cheapflights users on 4/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
JAN
- ORF
1 stop6h 38m
American Airlines
Deal found 4/4![American Airlines logo]()
$168
This American Airlines deal was found by Cheapflights users on 4/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:39 pm
JAN
- ORF
1 stop4h 20m
American Airlines
Deal found 4/4![American Airlines logo]()
$188
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:10 pm
JAN
- ORF
1 stop4h 32m
Delta
Deal found 4/2![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 4/2. 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 6/1111:25 am
JAN
- ORF
2 stops11h 00m
Southwest
Deal found 4/2![Southwest logo]()
$215
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:15 pm
JAN
- ORF
2 stops9h 50m
Southwest
Deal found 4/4![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 4/2. 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.
Wed 6/106:00 am
JAN
- ORF
2 stops8h 50m
Southwest
Deal found 4/2![Southwest logo]()
$237
This American Airlines deal was found by Cheapflights users on 4/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:53 am
JAN
- ORF
1 stop6h 14m
American Airlines
Deal found 4/4![American Airlines logo]()
$244
This United Airlines deal was found by Cheapflights users on 4/4. 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 5/44:55 pm
JAN
- ORF
3 stops29h 55m
United Airlines
Deal found 4/4![United Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 4/4. 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.
Tue 4/2111:48 am
JAN
- ORF
3 stops23h 06m
United Airlines
Deal found 4/4![United Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Wed 6/109:20 am
JAN
- ORF
3 stops13h 24m
United Airlines
Deal found 4/2![United Airlines logo]()
$749
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 April 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $335 (Delta) |
One-way from | $168 (American Airlines) |
Popular in | March |
Cheapest in | October |
Average price | $516 |
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 April 5, 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 4/29
10:58 am-6:19 pm
1 stop6h 21m
Norfolk
Wed 5/6
8:13 am-12:08 pm
1 stop4h 55m
$335
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 6/10
12:57 pm-6:59 pm
1 stop5h 02m
Norfolk
Wed 6/17
5:15 am-10:03 am
1 stop5h 48m
$335
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 4/29
1:00 pm-9:55 pm
2 stops7h 55m
Norfolk
Wed 5/6
12:45 pm-5:30 pm
1 stop5h 45m
$340
Quickest round-trip
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 5/1
6:59 pm-12:37 am
1 stop4h 38m
Norfolk
Sun 5/3
7:00 am-10:13 am
1 stop4h 13m
$407
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Thu 7/23
5:10 am-2:50 pm
2 stops8h 40m
Norfolk
Tue 7/28
3:40 pm-6:45 pm
1 stop4h 05m
$412
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Thu 6/25
11:25 am-11:25 pm
2 stops11h 00m
Norfolk
Tue 6/30
3:40 pm-6:45 pm
1 stop4h 05m
$432
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Tue 4/21
3:00 pm-8:49 pm
1 stop4h 49m
Norfolk
Thu 4/30
10:04 am-4:15 pm
1 stop7h 11m
$453
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Mon 5/4
12:15 pm-11:05 pm
2 stops9h 50m
Norfolk
Thu 5/7
8:05 am-7:05 pm
2 stops12h 00m
$463
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Fri 5/1
12:15 pm-10:00 pm
2 stops8h 45m
Norfolk
Sun 5/3
10:20 am-10:00 pm
2 stops12h 40m
$463
Cheapest one-way
JacksonNorfolk
JAN - ORF
JANORF
Jackson-Evers Intl
Wed 6/10
5:30 am-11:27 am
1 stop4h 57m
$168
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
What is the cheapest month to book a flight from Jackson, Mississippi to Chesapeake?
Currently, October is the cheapest month in which you can book a flight from Jackson, Mississippi to Chesapeake (average of $184). Flying from Jackson, Mississippi to Chesapeake in April is currently the most expensive (average of $516). 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 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 April 5, 2026.
Read reviews from past customers who have flown Delta and American Airlines 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
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
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Alternative routes for Jackson to Chesapeake
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Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
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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 April 5, 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 April 5, 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 April 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$250 | Average$414 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$293 | Average$385 | FlexibilityNo cancel fee | On-time71% |