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Chesapeake

$63+ Cheap flights from Jacksonville (JAX) 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — RIC
Jul 7 — Jul 141
Tue 7/7
Tue 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Jacksonville to Chesapeake are usually found in September or July, booked 57 days in advance, depart on a Saturday or Thursday and return on a Wednesday

Cheap flight deals from Jacksonville to Chesapeake

Cheapest flights from Jacksonville to Chesapeake
Explore the most affordable flight options available from Jacksonville to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 7, 2026.

This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:39 pm
JAX
-
ORF
Nonstop1h 39m
Breeze Airways
Mon 9/218:03 pm
ORF
-
JAX
Nonstop1h 56m
Breeze Airways
Deal found 6/6$103
This Breeze Airways deal was found by Cheapflights users on 6/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:39 pm
JAX
-
ORF
Nonstop1h 39m
Breeze Airways
Sun 9/203:49 pm
ORF
-
JAX
Nonstop1h 56m
Breeze Airways
Deal found 6/2$123
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:37 am
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Fri 8/217:05 am
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/3$127
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 pm
JAX
-
ORF
Nonstop1h 39m
Breeze Airways
Mon 9/288:03 pm
ORF
-
JAX
Nonstop1h 56m
Breeze Airways
Deal found 6/4$128
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:31 pm
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Mon 7/277:05 am
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/3$132
This Breeze Airways deal was found by Cheapflights users on 6/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:31 pm
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Tue 7/146:12 pm
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/2$143
This Breeze Airways deal was found by Cheapflights users on 6/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/163:31 pm
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Mon 7/207:05 am
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/2$148
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:37 am
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Mon 8/37:05 am
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/3$157
This Breeze Airways deal was found by Cheapflights users on 6/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:37 am
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Sun 8/1612:59 pm
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/6$163
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Sat 6/2710:32 am
JAX
-
ORF
Nonstop1h 42m
Breeze Airways
Sat 7/47:06 pm
ORF
-
JAX
Nonstop1h 52m
Breeze Airways
Deal found 6/6$167

Find flight deals from Jacksonville to Chesapeake

Keep the following information in mind while searching for Jacksonville to Chesapeake flight deals. Data was last updated June 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$103
(Super.com)

One-way from

$63
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$178
Provider with most accurate pricing for Jacksonville-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Norfolk flights.
Search Deals
From Jacksonville to Chesapeake
Search Deals
One-way flight from Jacksonville to Chesapeake
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville 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 June 7, 2026.
Use the filters below to find and compare flights from Jacksonville to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Fri 8/14

9:37 am-11:19 am

Nonstop1h 42m

Norfolk

Sun 8/16

12:59 pm-2:51 pm

Nonstop1h 52m

$148

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Fri 6/26

2:57 pm-4:39 pm

Nonstop1h 42m

Norfolk

Sat 6/27

8:00 am-9:52 am

Nonstop1h 52m

$193

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Wed 7/22

4:44 pm-6:26 pm

Nonstop1h 42m

Norfolk

Sun 7/26

12:59 pm-2:51 pm

Nonstop1h 52m

$198

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Fri 7/17

7:02 pm-12:45 am

1 stop5h 43m

Norfolk

Mon 7/20

6:17 pm-12:09 am

1 stop5h 52m

$237

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Wed 7/8

4:44 pm-6:26 pm

Nonstop1h 42m

Norfolk

Mon 7/13

7:05 am-8:57 am

Nonstop1h 52m

$243

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Thu 7/2

3:31 pm-5:13 pm

Nonstop1h 42m

Norfolk

Sun 7/5

12:59 pm-2:51 pm

Nonstop1h 52m

$243

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Thu 7/23

7:30 pm-11:40 pm

1 stop4h 10m

Norfolk

Mon 7/27

4:30 pm-11:00 pm

1 stop6h 30m

$258

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Wed 7/22

5:40 pm-12:45 am

1 stop7h 05m

Norfolk

Sun 7/26

5:15 am-9:36 am

1 stop4h 21m

$298

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Fri 8/21

7:00 am-5:55 pm

2 stops10h 55m

Norfolk

Sun 8/23

6:20 am-12:25 pm

1 stop6h 05m

$378
Cheapest one-way
Quickest one-way

JacksonvilleNorfolk

JAX - ORF

JAXORF

Jacksonville

Thu 7/2

3:31 pm-5:13 pm

Nonstop1h 42m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Best time to book a flight from Jacksonville to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Jacksonville 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 Jacksonville to Chesapeake

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

Find hourly flight availability from Jacksonville 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 June 7, 2026.

It’s typically best to fly out from Jacksonville to Chesapeake in the morning. Doing so could potentially save you 21% on the flight price compared to flying in the evening, which is usually more expensive.

How much does it cost to fly round-trip from Jacksonville to Chesapeake?

What is the cheapest day to fly from Jacksonville to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Chesapeake. Price data was last updated on May 30, 2026.

Travelers seeking maximum savings on their Jacksonville to Chesapeake flight should consider departing on Monday afternoons when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 June 7, 2026.
See what other customers who have flown with Breeze Airways,Southwest, andDelta from Jacksonville to Chesapeake have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
289 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Comfort

8.2

Crew

8.7

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
289 reviews
Breeze Airways
8.2
Very good
289 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Comfort

8.2

Crew

8.7

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Southwest
8.0
Very good
4,257 reviews
Breeze Airways
8.2
Very good
289 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Comfort

8.2

Crew

8.7

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,398 reviews
Breeze Airways
8.2
Very good
289 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Comfort

8.2

Crew

8.7

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Allegiant Air
7.3
Good
706 reviews
Breeze Airways
8.2
Very good
289 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Comfort

8.2

Crew

8.7

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,653 reviews
Breeze Airways
8.2
Very good
289 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Comfort

8.2

Crew

8.7

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville 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 Jacksonville to Chesapeake?

    Jacksonville (JAX), located 11.2 mi from the city center, is the airport you fly out of when you book flights from Jacksonville to Chesapeake. 5 airlines have flights from Jacksonville to Chesapeake on a regular basis. Booking flights from Jacksonville to Chesapeake should not be difficult; the airport handles an average of 0 outbound flights to Chesapeake per day.

  • How long is the flight from Jacksonville to Chesapeake?

    Breeze Airways can get you from Jacksonville to Chesapeake in just under 1h 42m. Your travel time will be generally consistent. Jacksonville and Chesapeake are separated by a distance of 543 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Jacksonville to Chesapeake one-way?

    $47 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Breeze Airways and Southwest, with prices starting from $51 and $88, respectively.

  • What are the cheapest flights from Jacksonville to Chesapeake?

    The cheapest flight price from Jacksonville to Chesapeake is $109. On average you can expect to pay $195. The most popular route, (Jacksonville - Norfolk), can usually be booked for $103.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jacksonville 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.

See more FAQs

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Top 5 airlines flying from Jacksonville to Chesapeake

Discover the top 5 airlines that operate flights from Jacksonville 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 June 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$44Average$82FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$81Average$192FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$118Average$311FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$176Average$428FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$204Average$368FlexibilityNo cancel feeOn-time71%

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