$53+ Cheap flights from Jacksonville (JAX) to Chesapeake, VA
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — RIC
Oct 8 — Oct 151
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville 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.Cheapflights Tip: The best prices from Jacksonville to Chesapeake are usually found in October or September, booked 76 days in advance, depart on a Thursday or Friday and return on a Wednesday
Cheap flight deals from Jacksonville to Chesapeake
Cheapest
Best
Last-minute
One-way
Cheapest flights from Jacksonville to ChesapeakeExplore 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 September 8, 2026.
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 September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Tue 9/2210:20 am -
Nonstop1h 39m
Wed 9/238:00 am -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 9/2110:39 pm -
Nonstop1h 39m
Wed 9/238:00 am -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 9/2510:39 pm -
Nonstop1h 39m
Mon 9/288:03 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/1310:20 am -
Nonstop1h 39m
Wed 10/141:48 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$117
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:39 pm -
Nonstop1h 39m
Tue 9/2212:39 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$118
This Priceline deal was found by Cheapflights users on 9/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:39 pm -
Nonstop1h 39m
Tue 11/31:44 pm -
1 stop4h 24m
Deal found 9/7![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/1310:20 am -
Nonstop1h 39m
Thu 10/153:49 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$122
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 pm -
Nonstop1h 39m
Sat 9/268:00 am -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 10/910:39 pm -
Nonstop1h 39m
Tue 10/131:19 pm -
1 stop5h 27m
Deal found 9/4![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sat 10/34:24 pm -
Nonstop1h 39m
Sat 10/101:48 pm -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Wed 9/3010:36 am -
Nonstop1h 39m
Sun 10/41:18 pm -
1 stop5h 43m
Deal found 9/7![Multiple Airlines logo]()
$128
Best flights from Jacksonville to ChesapeakeDiscover carefully curated flight deals from Jacksonville to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
Discover carefully curated flight deals from Jacksonville to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:39 pm -
Nonstop1h 39m
Tue 9/2212:39 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$118
This Southwest deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:35 am -
2 stops8h 40m
Sat 10/1010:45 am -
2 stops9h 20m
Deal found 9/3![Southwest logo]()
$377
This Breeze Airways deal was found by Cheapflights users on 9/6. 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.
Thu 9/176:25 pm -
Nonstop1h 39m
Mon 9/218:03 pm -
Nonstop1h 56m
Deal found 9/6![Breeze Airways logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/2310:36 am -
Nonstop1h 39m
Thu 9/243:49 pm -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/1610:36 am -
Nonstop1h 39m
Sun 9/209:50 pm -
2 stops35h 50m
Deal found 9/3![Breeze Airways logo]()
$292
This Southwest deal was found by Cheapflights users on 9/3. 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.
Tue 9/226:45 am -
2 stops9h 10m
Wed 9/238:50 am -
2 stops7h 55m
Deal found 9/3![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 9/7. 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 11/208:00 am -
1 stop3h 35m
Wed 11/251:25 pm -
2 stops8h 45m
Deal found 9/7![Southwest logo]()
$412
Last-minute flights from Jacksonville to ChesapeakeDiscover last-minute flight deals from Jacksonville to Chesapeake. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Chesapeake. Data last updated September 8, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:39 pm -
Nonstop1h 39m
Tue 9/2212:39 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 9/2110:39 pm -
Nonstop1h 39m
Wed 9/238:00 am -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Tue 9/2210:20 am -
Nonstop1h 39m
Wed 9/238:00 am -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$97
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 pm -
Nonstop1h 39m
Sat 9/268:00 am -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 9/2510:39 pm -
Nonstop1h 39m
Mon 9/288:03 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Wed 9/3010:36 am -
Nonstop1h 39m
Sun 10/41:18 pm -
1 stop5h 43m
Deal found 9/7![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sat 10/34:24 pm -
Nonstop1h 39m
Sat 10/101:48 pm -
Nonstop1h 56m
Deal found 9/3![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 10/910:39 pm -
Nonstop1h 39m
Tue 10/131:19 pm -
1 stop5h 27m
Deal found 9/4![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/1310:20 am -
Nonstop1h 39m
Wed 10/141:48 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/1310:20 am -
Nonstop1h 39m
Thu 10/153:49 pm -
Nonstop1h 56m
Deal found 9/4![Breeze Airways logo]()
$122
This Priceline deal was found by Cheapflights users on 9/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:39 pm -
Nonstop1h 39m
Tue 11/31:44 pm -
1 stop4h 24m
Deal found 9/7![Multiple Airlines logo]()
$119
One-way flights from Jacksonville to ChesapeakeSearch for one-way flight options from Jacksonville to Chesapeake. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
Search for one-way flight options from Jacksonville to Chesapeake. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 9/2110:39 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$53
This Breeze Airways deal was found by Cheapflights users on 9/6. 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.
Mon 11/1610:39 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Wed 10/144:24 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$60
This Booking.com deal was found by Cheapflights users on 9/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sat 10/104:24 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$63
This eDestinos deal was found by Cheapflights users on 9/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:39 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 10/1610:39 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sat 10/107:46 pm -
1 stop16h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sat 10/37:46 pm -
1 stop16h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Mon 11/167:03 pm -
1 stop17h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 10/167:46 pm -
1 stop19h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Fri 10/27:46 pm -
1 stop19h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$78
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 September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $97 (Kiwi.com) |
One-way from | $53 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $204 |
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 7,457,451 searches. Data last updated September 8, 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
Cheapest round-trip
Quickest round-trip
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Mon 11/16
10:39 pm-12:18 am
Nonstop1h 39m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Fri 10/9
10:39 pm-12:18 am
Nonstop1h 39m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$64
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Mon 11/16
7:03 pm-12:49 pm
1 stop17h 46m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$72
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Thu 10/15
6:25 pm-8:04 pm
Nonstop1h 39m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$88
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Fri 9/18
10:39 pm-12:18 am
Nonstop1h 39m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$103
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Fri 9/18
10:39 pm-12:18 am
Nonstop1h 39m
Norfolk
Tue 9/22
12:39 pm-2:35 pm
Nonstop1h 56m
$118
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Fri 9/18
7:46 pm-3:50 pm
1 stop20h 04m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Thu 10/15
5:08 am-8:20 am
1 stop3h 12m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Thu 10/15
5:10 am-9:55 am
1 stop4h 45m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
JacksonvilleNorfolk
JAX Jacksonville - ORF Norfolk
JAXORF
Jacksonville
Thu 10/1
7:59 pm-12:34 am
1 stop4h 35m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
Showing 1-10 of 18 resultsSorted by cheapest first
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.
JAX-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 Jacksonville to Chesapeake
JAX-C6E
JAX-ORF
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 September 8, 2026.
It’s typically best to fly out from Jacksonville to Chesapeake in the morning. Doing so could potentially save you 23% on the flight price compared to flying at noon, which is usually more expensive.
How much does it cost to fly round-trip from Jacksonville to Chesapeake?
Airfare is below average for this route at the moment.
Jacksonville to Chesapeake flights typically cost between $127 and $288 in September.The cheapest round-trip price found within the last 5 days was $97 on Breeze Airways (Sep 22-Sep 23).
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 September 5, 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 September 8, 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.
Boarding
8.4
Crew
8.8
Entertainment
6.7
Comfort
8.2
Overall
8.2
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Entertainment
6.7
Comfort
8.2
Overall
8.2
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Entertainment
6.7
Comfort
8.2
Overall
8.2
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Entertainment
6.7
Comfort
8.2
Overall
8.2
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Crew
8.8
Entertainment
6.7
Comfort
8.2
Overall
8.2
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
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Jacksonville and Chesapeake flights
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Top 4 airlines flying from Jacksonville to Chesapeake
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$227 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$118 | Average$372 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$429 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$218 | Average$403 | FlexibilityNo cancel fee | On-time71% |