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

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.

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 2 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.

Find Cheap Flights from Jackson, MS to Chesapeake

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Most accurate provider	FlightHub 3 stars
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Reviews of airlines servicing Chesapeake

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.

Delta

7.8

Good

8,652 reviews

Reviews

1 / 20

6.0

Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Delta

7.8

Good

8,652 reviews

Delta

7.8

Good

8,652 reviews

Reviews

1 / 20

6.0

Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

American Airlines

7.0

Good

12,169 reviews

Delta

7.8

Good

8,652 reviews

Reviews

1 / 20

6.0

Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

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 2 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.

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Top 2 airlines flying from Jackson to Chesapeake

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$293	Average$662	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$314	Average$427	FlexibilityNo cancel fee	On-timeN/A

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Find cheap flights from Jackson to Chesapeake with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Jackson to Chesapeake

Most accurate provider

Most trusted provider

Reviews of airlines servicing Chesapeake

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.

Related info for your journey

What airport do you fly from for flights from Jackson 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?

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.

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 October 15, 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 October 15, 2026.

Popular flight searches

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Jackson to Chesapeake flights

Consider these flights traveling from Jackson to Chesapeake.

Top 2 airlines flying from Jackson to Chesapeake

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Cheap flights from Jackson, MS (JAN) to Chesapeake, VA

Find cheap flights from Jackson to Chesapeake with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Jackson to Chesapeake

Most accurate provider

Most trusted provider

Reviews of airlines servicing Chesapeake

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.

Related info for your journey

What airport do you fly from for flights from Jackson 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?

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.

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 October 15, 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 October 15, 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

100% Free

Book with Flexibility

Travel Smart