$52+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — RIC
May 11 — May 181
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 September or May, booked 57 days in advance, depart on a Sunday or Thursday and return on a Wednesday
Cheap flight deals from Jacksonville to Chesapeake
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Best
Last-minute
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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 April 11, 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 April 11, 2026.
This Booking.com deal was found by Cheapflights users on 4/8. 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.
Wed 5/610:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Wed 5/138:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/8![Breeze Airways logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/1310:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sat 6/68:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$137
This Mytrip deal was found by Cheapflights users on 4/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:27 pm
JAX
- ORF
Nonstop1h 39m
Breeze Airways
Mon 4/275:51 pm
ORF
- JAX
Nonstop1h 56m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Sat 5/910:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sat 6/68:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$147
This Priceline deal was found by Cheapflights users on 4/8. 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.
Wed 5/610:32 am
JAX
- ORF
Nonstop1h 42m
Multiple Airlines
Wed 5/1312:06 pm
ORF
- JAX
1 stop5h 29m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/1310:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Thu 6/117:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$157
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:57 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Mon 5/187:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$158
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:57 pm
JAX
- ORF
Nonstop1h 42m
Multiple Airlines
Mon 5/1812:06 pm
ORF
- JAX
1 stop5h 29m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$162
This Breeze Airways deal was found by Cheapflights users on 4/7. 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 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 4/7![Breeze Airways logo]()
$163
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:57 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sun 5/177:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$164
This Priceline deal was found by Cheapflights users on 4/7. 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 4/248:27 pm
JAX
- ORF
Nonstop1h 39m
Multiple Airlines
Mon 4/2711:27 am
ORF
- JAX
1 stop6h 37m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Sat 5/910:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Thu 6/117:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$167
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 April 11, 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 April 11, 2026.
This Breeze Airways deal was found by Cheapflights users on 4/6. 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 4/308:25 pm
JAX
- ORF
Nonstop1h 39m
Breeze Airways
Thu 5/77:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$178
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:05 pm
JAX
- ORF
1 stop3h 50m
Southwest
Tue 5/512:45 pm
ORF
- JAX
1 stop4h 35m
Southwest
Deal found 4/6![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 4/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:05 am
JAX
- ORF
1 stop3h 57m
Delta
Sun 5/175:20 am
ORF
- JAX
1 stop4h 21m
Delta
Deal found 4/6![Delta logo]()
$239
This Breeze Airways deal was found by Cheapflights users on 4/9. 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 5/143:05 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sun 5/177:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$198
This Breeze Airways deal was found by Cheapflights users on 4/7. 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 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
Mon 7/137:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$203
This Southwest deal was found by Cheapflights users on 4/7. 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.
Wed 4/227:45 am
JAX
- ORF
1 stop4h 10m
Southwest
Wed 5/136:50 am
ORF
- JAX
1 stop6h 50m
Southwest
Deal found 4/7![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 4/9. 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.
Wed 5/204:05 pm
JAX
- ORF
1 stop5h 50m
Southwest
Sun 5/2410:35 am
ORF
- JAX
1 stop6h 50m
Southwest
Deal found 4/9![Southwest logo]()
$239
This Breeze Airways deal was found by Cheapflights users on 4/10. 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 6/122:57 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sun 6/147:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/10![Breeze Airways logo]()
$228
This Southwest deal was found by Cheapflights users on 4/9. 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 4/243:25 pm
JAX
- ORF
2 stops7h 30m
Southwest
Sun 4/2610:00 am
ORF
- JAX
1 stop3h 40m
Southwest
Deal found 4/9![Southwest logo]()
$244
This Breeze Airways deal was found by Cheapflights users on 4/6. 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 4/178:27 pm
JAX
- ORF
Nonstop1h 39m
Breeze Airways
Sun 4/191:09 pm
ORF
- JAX
Nonstop1h 56m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$228
This Southwest deal was found by Cheapflights users on 4/9. 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.
Thu 4/237:05 pm
JAX
- ORF
1 stop3h 50m
Southwest
Sat 4/2511:35 am
ORF
- JAX
2 stops9h 30m
Southwest
Deal found 4/9![Southwest logo]()
$244
Last-minute flights from Jacksonville to ChesapeakeDiscover last-minute flight deals from Jacksonville to Chesapeake. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Chesapeake. Data last updated April 11, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 4/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:27 pm
JAX
- ORF
Nonstop1h 39m
Breeze Airways
Mon 4/275:51 pm
ORF
- JAX
Nonstop1h 56m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$142
This Priceline deal was found by Cheapflights users on 4/7. 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 4/248:27 pm
JAX
- ORF
Nonstop1h 39m
Multiple Airlines
Mon 4/2711:27 am
ORF
- JAX
1 stop6h 37m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$166
This Booking.com deal was found by Cheapflights users on 4/8. 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.
Wed 5/610:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Wed 5/138:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/8![Breeze Airways logo]()
$128
This Priceline deal was found by Cheapflights users on 4/8. 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.
Wed 5/610:32 am
JAX
- ORF
Nonstop1h 42m
Multiple Airlines
Wed 5/1312:06 pm
ORF
- JAX
1 stop5h 29m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Sat 5/910:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sat 6/68:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$147
This Breeze Airways deal was found by Cheapflights users on 4/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sat 5/168:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Sat 5/910:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Thu 6/117:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/1310:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sat 6/68:00 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/1310:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Thu 6/117:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$157
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:57 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Mon 5/187:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$158
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:57 pm
JAX
- ORF
Nonstop1h 42m
Multiple Airlines
Mon 5/1812:06 pm
ORF
- JAX
1 stop5h 29m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$162
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:57 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Sun 5/177:05 am
ORF
- JAX
Nonstop1h 52m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$164
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 April 11, 2026.
Search for one-way flight options from Jacksonville to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$52
This Booking.com deal was found by Cheapflights users on 4/7. 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.
Fri 5/18:27 pm
JAX
- ORF
Nonstop1h 39m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$55
This Booking.com deal was found by Cheapflights users on 4/8. 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.
Sat 6/2710:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Deal found 4/8![Breeze Airways logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 4/10. 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 6/26:30 pm
JAX
- ORF
1 stop16h 41m
Frontier
Deal found 4/10![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/296:30 pm
JAX
- ORF
1 stop16h 45m
Frontier
Deal found 4/11![Frontier logo]()
$65
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:32 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$67
This Super.com deal was found by Cheapflights users on 4/9. 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.
Tue 6/2311:47 am
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Deal found 4/9![Breeze Airways logo]()
$68
This Booking.com deal was found by Cheapflights users on 4/10. 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.
Fri 4/248:27 pm
JAX
- ORF
Nonstop1h 39m
Breeze Airways
Deal found 4/10![Breeze Airways logo]()
$70
This Booking.com deal was found by Cheapflights users on 4/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:57 pm
JAX
- ORF
Nonstop1h 42m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$72
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 April 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $128 (Booking.com) |
One-way from | $52 (Booking.com) |
Popular in | March |
Cheapest in | September |
Average price | $225 |
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 April 11, 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 - ORF
JAXORF
Jacksonville
Thu 4/30
8:25 pm-10:04 pm
Nonstop1h 39m
Norfolk
Thu 5/7
7:05 am-8:57 am
Nonstop1h 52m
$178
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Thu 5/14
3:05 pm-4:47 pm
Nonstop1h 42m
Norfolk
Sun 5/17
7:05 am-8:57 am
Nonstop1h 52m
$198
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Thu 7/9
3:31 pm-5:13 pm
Nonstop1h 42m
Norfolk
Mon 7/13
7:05 am-8:57 am
Nonstop1h 52m
$203
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Fri 6/12
2:57 pm-4:39 pm
Nonstop1h 42m
Norfolk
Sun 6/14
7:05 am-8:57 am
Nonstop1h 52m
$228
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Fri 4/17
8:27 pm-10:06 pm
Nonstop1h 39m
Norfolk
Sun 4/19
1:09 pm-3:05 pm
Nonstop1h 56m
$228
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Thu 4/30
7:05 pm-10:55 pm
1 stop3h 50m
Norfolk
Tue 5/5
12:45 pm-5:20 pm
1 stop4h 35m
$239
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Thu 5/14
5:05 am-9:02 am
1 stop3h 57m
Norfolk
Sun 5/17
5:20 am-9:41 am
1 stop4h 21m
$239
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Wed 4/22
7:45 am-11:55 am
1 stop4h 10m
Norfolk
Wed 5/13
6:50 am-1:40 pm
1 stop6h 50m
$239
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Wed 5/20
4:05 pm-9:55 pm
1 stop5h 50m
Norfolk
Sun 5/24
10:35 am-5:25 pm
1 stop6h 50m
$239
JacksonvilleNorfolk
JAX - ORF
JAXORF
Jacksonville
Fri 4/24
3:25 pm-10:55 pm
2 stops7h 30m
Norfolk
Sun 4/26
10:00 am-1:40 pm
1 stop3h 40m
$244
Showing 1-10 of 22 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
How far ahead should I book a flight from Jacksonville to Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from Jacksonville to Chesapeake. Price data was last updated on April 9, 2026.
To ensure you get the cheapest price possible for a flight from Jacksonville to Chesapeake, you should look to book at least 57 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Jacksonville to Chesapeake?
Currently, May is the cheapest month in which you can book a flight from Jacksonville to Chesapeake (average of $43). Flying from Jacksonville to Chesapeake in March is currently the most expensive (average of $142). 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 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 April 11, 2026.
It’s typically best to fly out from Jacksonville to Chesapeake in the morning. Doing so could potentially save you 15% on the flight price compared to flying at noon, which is usually more expensive.
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 April 4, 2026.
Travelers seeking maximum savings on their Jacksonville to Chesapeake flight should consider departing on Tuesday evenings 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.
How much does it cost to fly round-trip from Jacksonville 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 April 11, 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.
Entertainment
6.6
Overall
8.1
Food
6.6
Crew
8.7
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Overall
8.1
Food
6.6
Crew
8.7
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Overall
8.1
Food
6.6
Crew
8.7
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Overall
8.1
Food
6.6
Crew
8.7
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Overall
8.1
Food
6.6
Crew
8.7
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Overall
8.1
Food
6.6
Crew
8.7
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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.
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.
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Alternative routes for Jacksonville 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 Jacksonville to Chesapeake by cabin class
Find flights from Jacksonville to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Chesapeake flights
Browse other Jacksonville and Chesapeake flight options. Last updated on April 11, 2026.
Other flights from Jacksonville
Browse through other flights departing from Jacksonville. Flights are based on user searches made on Cheapflights and were last updated on April 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Jacksonville to Chesapeake flights
Consider these flights traveling from Jacksonville to Chesapeake.
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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$41 | Average$79 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$81 | Average$177 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$113 | Average$341 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$401 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$204 | Average$328 | FlexibilityNo cancel fee | On-time71% |