How long is the flight from Jackson, Mississippi to Chesapeake?

A quick flight from Jackson, Mississippi to Chesapeake can take about 5h 20m. Delta provides one of the quickest options available for as low as $333. There are 849 mi between Jackson, Mississippi and Chesapeake. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

What are the most popular airlines that fly from Jackson, Mississippi to Chesapeake?

The most popular airlines flying from Jackson, Mississippi to Chesapeake are Delta, Southwest and American Airlines. Something to consider prior to booking your flight.

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.

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.

$192+ Flights from Jackson, MS to Chesapeake

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Cheap 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 December 3, 2025.

Wed 12/243:40 pmJAN - ORF

1 stop5h 20mSouthwest

Tue 1/610:20 amORF - JAN

1 stop5h 20mSouthwest

Deal found 12/2

$333

Wed 12/1711:17 amJAN - ORF

1 stop6h 17mDelta

Sun 12/285:23 amORF - JAN

1 stop4h 13mDelta

Deal found 12/3

$362

Wed 12/243:40 pmJAN - ORF

1 stop5h 20mSouthwest

Mon 1/510:00 amORF - JAN

1 stop5h 30mSouthwest

Deal found 12/2

$431

Wed 12/313:40 pmJAN - ORF

1 stop5h 20mSouthwest

Fri 1/23:25 pmORF - JAN

1 stop5h 20mSouthwest

Deal found 12/1

$451

Best flights from Jackson to Chesapeake
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 December 3, 2025.

Sat 2/212:57 pmJAN - ORF

1 stop5h 31mDelta

Wed 2/257:45 amORF - JAN

1 stop4h 50mDelta

Deal found 12/1

$225

Sat 2/217:00 amJAN - ORF

2 stops11h 50mAmerican Airlines

Wed 2/255:19 pmORF - JAN

1 stop6h 43mAmerican Airlines

Deal found 12/1

$282

Wed 12/243:40 pmJAN - ORF

1 stop5h 20mSouthwest

Tue 1/610:20 amORF - JAN

1 stop5h 20mSouthwest

Deal found 12/2

$333

Sat 2/212:03 pmJAN - ORF

1 stop7h 25mUnited Airlines

Wed 2/256:00 amORF - JAN

1 stop8h 26mUnited Airlines

Deal found 12/2

$345

Thu 2/196:00 amJAN - ORF

1 stop7h 03mAmerican Airlines

Sun 2/222:45 pmORF - JAN

1 stop8h 12mAmerican Airlines

Deal found 11/30

$335

Last-minute flights from Jackson to Chesapeake
Discover last-minute flight deals from Jackson to Chesapeake. Data last updated December 3, 2025 and is based on user searches.

Wed 12/1711:17 amJAN - ORF

1 stop6h 17mDelta

Sun 12/285:23 amORF - JAN

1 stop4h 13mDelta

Deal found 12/3

$362

Wed 12/243:40 pmJAN - ORF

1 stop5h 20mSouthwest

Tue 1/610:20 amORF - JAN

1 stop5h 20mSouthwest

Deal found 12/2

$333

Wed 12/243:40 pmJAN - ORF

1 stop5h 20mSouthwest

Mon 1/510:00 amORF - JAN

1 stop5h 30mSouthwest

Deal found 12/2

$431

Wed 12/313:40 pmJAN - ORF

1 stop5h 20mSouthwest

Fri 1/23:25 pmORF - JAN

1 stop5h 20mSouthwest

Deal found 12/1

$451

One-way flights from Jackson to Chesapeake
Search for one-way flight options from Jackson to Chesapeake. Find affordable one-way fares based on user searches. Data last updated December 3, 2025.

Wed 12/242:03 pmJAN - ORF

1 stop7h 40mUnited Airlines

Deal found 12/2

$192

Wed 12/241:10 pmJAN - ORF

2 stops7h 50mSouthwest

Deal found 12/2

$215

Thu 12/255:10 amJAN - ORF

2 stops11h 12mAmerican Airlines

Deal found 12/2

$218

Thu 12/253:40 pmJAN - ORF

1 stop5h 20mSouthwest

Deal found 12/2

$222

Thu 12/2512:01 pmJAN - ORF

3 stops10h 40mUnited Airlines

Deal found 12/2

$349

Find flight deals from Jackson to Chesapeake

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$225 (Delta)
One-way from	$192 (United Airlines)
Popular in	January
Cheapest in	February
Average price	$341

Provider with most accurate pricing for Jackson-Evers Intl-Norfolk flight deals.

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Provider most trusted by Cheapflights users for Jackson-Evers Intl-Norfolk flights.

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From Jackson-Evers Intl to Chesapeake

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One-way flight from Jackson-Evers Intl to Chesapeake

Search Deals

Highest demand for flights based on searches. 21% potential increase in price ($119 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 14% potential price decrease ($55 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Sat 2/21

2:57 pm-9:28 pm

1 stop5h 31m

Norfolk

Wed 2/25

7:45 am-11:35 am

1 stop4h 50m

$225

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Sat 2/21

7:00 am-7:50 pm

2 stops11h 50m

Norfolk

Wed 2/25

5:19 pm-11:02 pm

1 stop6h 43m

$282

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Wed 12/24

3:40 pm-10:00 pm

1 stop5h 20m

Norfolk

Tue 1/6

10:20 am-2:40 pm

1 stop5h 20m

$333

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Thu 2/19

6:00 am-2:03 pm

1 stop7h 03m

Norfolk

Sun 2/22

2:45 pm-9:57 pm

1 stop8h 12m

$335

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Sat 2/21

2:03 pm-10:28 pm

1 stop7h 25m

Norfolk

Wed 2/25

6:00 am-1:26 pm

1 stop8h 26m

$345

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Wed 12/24

2:03 pm-10:43 pm

1 stop7h 40m

$192

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Wed 12/24

1:10 pm-10:00 pm

2 stops7h 50m

$215

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Thu 12/25

5:10 am-5:22 pm

2 stops11h 12m

$218

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Thu 12/25

3:40 pm-10:00 pm

1 stop5h 20m

$222

JacksonNorfolk

JAN - ORF

JANORF

Jackson-Evers Intl

Thu 12/25

12:01 pm-11:41 pm

3 stops10h 40m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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, 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 November is currently the most expensive (average of $372). 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?

A simple way to save on the total cost of your ticket is to fly from Jackson, Mississippi to Chesapeake at noon. If you’re flexible enough to do this you can expect to save up to 32% on your trip compared to booking a flight in the morning.

Reviews of airlines servicing Chesapeake

Read reviews from past customers who have flown Southwest, 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.

Southwest

8.0

Very good

4,254 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Southwest

8.0

Very good

4,254 reviews

Southwest

8.0

Very good

4,254 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Delta

7.9

Good

8,011 reviews

Southwest

8.0

Very good

4,254 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

American Airlines

7.2

Good

11,044 reviews

Southwest

8.0

Very good

4,254 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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.
How long is the flight from Jackson, Mississippi to Chesapeake?
A quick flight from Jackson, Mississippi to Chesapeake can take about 5h 20m. Delta provides one of the quickest options available for as low as $333. There are 849 mi between Jackson, Mississippi and Chesapeake. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
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, 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 November is currently the most expensive (average of $372). 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

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Complete your trip

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Top 3 airlines flying from Jackson to Chesapeake

Airline	Cheapest	Average	Flexibility	On-time
Southwest	Cheapest$250	Average$371	FlexibilityNo cancel fee	On-time63%
Delta	Cheapest$270	Average$412	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$292	Average$379	FlexibilityNo cancel fee	On-time71%

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$192+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Jackson to Chesapeake with Cheapflights

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Cheap flight deals from Jackson to Chesapeake

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 December 3, 2025.

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 December 3, 2025.

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 December 3, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

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.

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?

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 December 3, 2025.

Reviews of airlines servicing Chesapeake

Read reviews from past customers who have flown Southwest, 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.

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?

How long is the flight from Jackson, Mississippi to Chesapeake?

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

How can I find direct flights from Jackson to Chesapeake?

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

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

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.

Top 3 airlines flying from Jackson to Chesapeake

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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 December 3, 2025.