HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$194+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — RIC
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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

Keep the following information in mind while searching for Jackson to Chesapeake flight deals. Data was last updated July 2, 2025.

Round-trip from

$362
(Delta)

One-way from

$194
(American Airlines)

Popular in

January

Cheapest in

February

Average price

$489
From Jackson-Evers Intl to Chesapeake
Search Deals
One-way flight from Jackson-Evers Intl to Chesapeake
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Jackson to Chesapeake

Cheapest flights from Jackson to Chesapeake
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 July 2, 2025.

This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 10/1110:40 amJAN - ORF
1 stop4h 46mDelta
Sat 10/185:30 amORF - JAN
1 stop6h 52mDelta
Deal found 7/2$281
This Southwest deal was found by Cheapflights users on 7/2. 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.
Sat 10/1112:45 pmJAN - ORF
2 stops7h 35mSouthwest
Sat 10/186:20 amORF - JAN
2 stops9h 25mSouthwest
Deal found 7/2$335
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Thu 7/175:14 amJAN - ORF
2 stops6h 58mAmerican Airlines
Tue 7/295:19 pmORF - JAN
1 stop7h 40mAmerican Airlines
Deal found 7/1$367
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/12:07 pmJAN - ORF
1 stop7h 20mUnited Airlines
Sat 7/56:30 amORF - JAN
1 stop5h 49mUnited Airlines
Deal found 7/1$783

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 July 2, 2025.
Use the filters below to find and compare flights from Jackson to Chesapeake that are best for you.

Fly from

Jackson

Fly to

Chesapeake

Route

Depart

Return

Price

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Sat 10/11

10:40 am-4:26 pm

1 stop4h 46m

Norfolk

Sat 10/18

5:30 am-11:22 am

1 stop6h 52m

$281

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Sat 10/11

12:45 pm-9:20 pm

2 stops7h 35m

Norfolk

Sat 10/18

6:20 am-2:45 pm

2 stops9h 25m

$335

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Thu 7/17

5:14 am-1:12 pm

2 stops6h 58m

Norfolk

Tue 7/29

5:19 pm-11:59 pm

1 stop7h 40m

$367

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Mon 7/28

2:07 pm-3:14 pm

2 stops24h 07m

Norfolk

Thu 7/31

6:01 am-7:44 pm

3 stops14h 43m

$1,008

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Mon 7/28

5:14 am-10:06 am

1 stop3h 52m

$194

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Mon 7/28

12:25 pm-11:35 pm

2 stops10h 10m

$199

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Mon 7/28

9:00 am-11:41 pm

3 stops13h 41m

$1,122

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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.
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

What is the cheapest month to book a flight from Jackson, Mississippi to Chesapeake?

Currently, January is the cheapest month in which you can book a flight from Jackson, Mississippi to Chesapeake (average of $281). Flying from Jackson, Mississippi to Chesapeake in March is currently the most expensive (average of $351). 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.

What is the cheapest time of day to fly from JAN to C6E?

Find hourly flight availability from Jackson to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jackson, Mississippi to Chesapeake as you normally would.

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 July 2, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What airport do you fly from for flights from Jackson to Chesapeake?

    Jackson-Evers Intl (JAN) is the airport you will fly out of if you book a flight from Jackson to Chesapeake. You should not have trouble finding flights to Chesapeake from Jackson-Evers Intl; the airport handles an average of 0 outbound flights to Chesapeake per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Jackson airport to Chesapeake. It is only a 6.3 mi journey to Jackson-Evers Intl (JAN) from Jackson’s city center.

  • What are the cheapest airlines to fly from Jackson, Mississippi to Chesapeake one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $194. However, be on the lookout for offers from Southwest and United Airlines, as they are both options that can get you from Jackson, Mississippi to Chesapeake for a low price.

  • Can I find deals for flights from Jackson to Chesapeake that include hotel bookings?

    Yes. In addition to deals on Jackson to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jackson to Chesapeake?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jackson to Chesapeake.

  • Can I find deals for business class flights from Jackson to Chesapeake?

    Yes. Cheapflights offers flight deals from Jackson to Chesapeake by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jackson, Mississippi to Chesapeake?

    Currently, January is the cheapest month in which you can book a flight from Jackson, Mississippi to Chesapeake (average of $281). Flying from Jackson, Mississippi to Chesapeake in March is currently the most expensive (average of $351). 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.

See more FAQs

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 for Jackson to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
Memphis to Dulles Intl flights
Memphis to Reagan-National flights
Baton Rouge to Reagan-National flights
Jackson to Reagan-National flights
Jackson to Dulles Intl flights
Baton Rouge to Dulles Intl flights
Mobile to Dulles Intl flights
Memphis to Norfolk flights
Memphis to Raleigh flights
Jackson to Roanoke flights
Memphis to Richmond flights
Jackson to Raleigh flights
Alexandria to Raleigh flights
Alexandria to Dulles Intl flights
Alexandria to Reagan-National flights
Memphis to Charlottesville flights
Mobile to Reagan-National flights
Memphis to Greensboro flights
Gulfport to Raleigh flights
Gulfport to Reagan-National flights
Gulfport to Dulles Intl flights
Memphis to Newport News flights
Baton Rouge to Richmond flights
Gulfport to Norfolk flights
Mobile to Blountville flights
Mobile to Richmond flights
Jackson to Richmond flights
Baton Rouge to Norfolk flights
Gulfport to Richmond flights
Memphis to Roanoke flights
Baton Rouge to Raleigh flights
Columbus to Reagan-National flights
Meridian to Reagan-National flights
Jackson to Norfolk flights
Columbus to Dulles Intl flights
Mobile to Norfolk flights
Laurel to Reagan-National flights
Mobile to Newport News flights
Baton Rouge to Blountville flights
Alexandria to Norfolk flights
Mobile to Greensboro flights
Jackson to Newport News flights
Mobile to Raleigh flights
Laurel to Dulles Intl flights
Memphis to Salisbury flights
Gulfport to Newport News flights
Baton Rouge to Staunton flights
Baton Rouge to Greensboro flights
Meridian to Dulles Intl flights
Jackson to Blountville flights

Top 3 airlines flying from Jackson to Chesapeake

Discover the top 3 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$270Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$283Average$446FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$351Average$410FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.