When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 23 days in advance, which can save you up to 18% on flights from Chesapeake to Jamaica compared to booking the week you need them. Waiting 23 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $434. For sooner than that we have options available in the next 3 days from $455.
Flights from Chesapeake to Jamaica lean towards being more expensive in December. Prices are generally better when you fly from Chesapeake to Jamaica in September, with the cheapest ticket starting at $267.
When flying from Chesapeake to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$306 - $538
Route
Depart
Return
Price
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Sat 9/7
1 stop5h 41m
Montego Bay Sangster Intl
Sat 9/14
1 stop7h 45m
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Mon 9/16
1 stop5h 41m
Montego Bay Sangster Intl
Sat 9/21
1 stop7h 45m
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Thu 8/15
1 stop5h 41m
Montego Bay Sangster Intl
Tue 8/20
1 stop7h 45m
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Sat 9/14
1 stop5h 27m
Montego Bay Sangster Intl
Sat 9/21
1 stop7h 45m
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Mon 11/11
1 stop16h 02m
Montego Bay Sangster Intl
Fri 11/15
1 stop6h 42m
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Sat 9/21
2 stops17h 54m
Montego Bay Sangster Intl
Thu 9/26
2 stops10h 31m
NorfolkKingston Norman Manley
ORF - KIN
ORFKIN
Norfolk
Thu 6/27
1 stop15h 36m
Kingston Norman Manley
Sat 6/29
1 stop18h 50m
NorfolkMontego Bay Sangster Intl
ORF - MBJ
ORFMBJ
Norfolk
Mon 9/16
2 stops16h 33m
Montego Bay Sangster Intl
Sat 9/21
2 stops9h 38m
NorfolkKingston Norman Manley
ORF - KIN
ORFKIN
Norfolk
Mon 9/16
1 stop10h 57m
Kingston Norman Manley
Sat 9/21
1 stop13h 59m
No data available for this route at this time. Please check back soon.
Comfort
Boarding
Entertainment
Food
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Entertainment
Food
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Entertainment
Food
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Entertainment
Food
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Entertainment
Food
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chesapeake to Jamaica. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Jamaica from Chesapeake.
Cheapflights does show flights with no change fees to all users. To see these options for flights from Chesapeake to Jamaica, users can toggle the no change fees filter when performing a flight search.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Jamaica from Chesapeake today and book when prices fit your budget.