How long is the flight from Chesapeake to Montego Bay?

A quick flight from Chesapeake to Montego Bay can take about 15h 56m. Spirit Airlines provides one of the quickest options available for as low as $387. Chesapeake and Montego Bay are separated by a distance of 1274 mi. Both multi-stop and nonstop flights can be found to your destination and back.

In terms of precipitation, rainfall in Montego Bay ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Montego Bay when rainfall is around 1.6 in.

If weather is an important factor for your trip to Montego Bay, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

What are the most popular airlines that fly from Chesapeake to Montego Bay?

Before booking your flight from Chesapeake to Montego Bay check out the most popular airlines for this route: American Airlines, United Airlines or Delta.

What airport do you fly into for flights to Montego Bay from Chesapeake?

Montego Bay Sangster Intl (MBJ), located 2.3 mi from the city center, is the airport you fly into when you book flights from Chesapeake to Montego Bay. 6 airlines have flights to Sangster Intl from Chesapeake on a regular basis. Booking flights from Chesapeake to Montego Bay Sangster Intl should not be difficult; the airport handles an average of 0 inbound flights from Chesapeake per day.

Can I find deals for flights from Chesapeake to Montego Bay that include hotel bookings?

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

How can I find direct flights from Chesapeake to Montego Bay?

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

Can I find deals for business class flights from Chesapeake to Montego Bay?

Yes. Cheapflights offers flight deals from Chesapeake to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$156+ Flights from Chesapeake to Montego Bay

Q: How much does it cost to fly round-trip from Chesapeake to Montego Bay?

Airfare is below average for this route at the moment. Chesapeake to Montego Bay flights typically cost between $544 and $717 in February. The cheapest round-trip price found within the last 3 days was $314 on Spirit Airlines (Feb 2-Feb 5).

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Cheapflights Tip: The best prices from Chesapeake to Montego Bay Sangster Intl are usually found in January or March, booked 15 days in advance, depart on a Saturday or Tuesday and return on a Saturday

Find flight deals from Chesapeake to Montego Bay

Cheapest flights from Chesapeake to Montego Bay
Explore the most affordable flight options available from Chesapeake to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

Mon 12/88:11 pmORF - MBJ

1 stop15h 59mSpirit Airlines

Thu 12/111:05 pmMBJ - ORF

1 stop6h 11mSpirit Airlines

Deal found 10/28

$342

Fri 12/1212:00 pmORF - MBJ

1 stop27h 51mMultiple Airlines

Tue 12/161:05 pmMBJ - ORF

1 stop6h 11mMultiple Airlines

Deal found 10/29

$396

Mon 12/88:10 pmORF - MBJ

2 stops15h 57mUnited Airlines

Thu 12/113:36 pmMBJ - ORF

1 stop7h 51mUnited Airlines

Deal found 10/28

$419

Wed 12/243:01 pmORF - MBJ

1 stop21h 04mSpirit Airlines

Mon 1/261:12 pmMBJ - ORF

1 stop6h 02mSpirit Airlines

Deal found 10/29

$420

Thu 12/118:38 amORF - MBJ

2 stops26h 36mMultiple Airlines

Tue 12/161:05 pmMBJ - ORF

1 stop6h 11mMultiple Airlines

Deal found 10/28

$421

Thu 11/279:56 amORF - MBJ

2 stops24h 21mAmerican Airlines

Wed 12/32:27 pmMBJ - ORF

1 stop6h 24mAmerican Airlines

Deal found 10/26

$424

Wed 11/127:53 pmORF - MBJ

1 stop16h 09mMultiple Airlines

Sat 11/151:07 pmMBJ - ORF

2 stops23h 09mMultiple Airlines

Deal found 10/29

$427

Tue 12/26:00 amORF - MBJ

2 stops8h 50mAmerican Airlines

Sun 12/711:13 amMBJ - ORF

1 stop12h 46mAmerican Airlines

Deal found 10/26

$429

Wed 12/243:01 pmORF - MBJ

1 stop21h 04mMultiple Airlines

Wed 1/281:12 pmMBJ - ORF

2 stops23h 03mMultiple Airlines

Deal found 10/29

$434

Wed 12/243:01 pmORF - MBJ

1 stop21h 04mSpirit Airlines

Thu 1/291:12 pmMBJ - ORF

2 stops30h 25mSpirit Airlines

Deal found 10/29

$435

Best flights from Chesapeake to Montego Bay
Discover carefully curated flight deals from Chesapeake to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 29, 2025.

Mon 2/28:09 pmORF - MBJ

1 stop15h 56mSpirit Airlines

Thu 2/51:12 pmMBJ - ORF

3 stops30h 25mSpirit Airlines

Deal found 10/28

$387

Fri 12/1212:00 pmORF - MBJ

1 stop27h 51mMultiple Airlines

Tue 12/161:05 pmMBJ - ORF

1 stop6h 11mMultiple Airlines

Deal found 10/29

$395

Mon 12/88:10 pmORF - MBJ

2 stops15h 57mUnited Airlines

Thu 12/113:36 pmMBJ - ORF

1 stop7h 51mUnited Airlines

Deal found 10/28

$419

Thu 11/279:56 amORF - MBJ

2 stops24h 21mAmerican Airlines

Wed 12/34:23 pmMBJ - ORF

1 stop7h 36mAmerican Airlines

Deal found 10/28

$424

Mon 12/88:38 amORF - MBJ

3 stops27h 32mSpirit Airlines

Thu 12/111:05 pmMBJ - ORF

1 stop6h 11mSpirit Airlines

Deal found 10/28

$412

Fri 12/128:10 pmORF - MBJ

1 stop20h 02mUnited Airlines

Fri 12/195:14 pmMBJ - ORF

1 stop6h 27mUnited Airlines

Deal found 10/28

$425

Thu 12/118:38 amORF - MBJ

2 stops26h 36mMultiple Airlines

Sun 12/141:05 pmMBJ - ORF

1 stop6h 11mMultiple Airlines

Deal found 10/28

$439

Fri 12/127:29 pmORF - MBJ

1 stop14h 44mAmerican Airlines

Thu 12/183:14 pmMBJ - ORF

1 stop8h 53mAmerican Airlines

Deal found 10/26

$455

Last-minute flights from Chesapeake to Montego Bay
Discover last-minute flight deals from Chesapeake to Montego Bay. Data last updated October 29, 2025 and is based on user searches.

Thu 10/308:05 pmORF - MBJ

2 stops17h 41mUnited Airlines

Wed 11/193:36 pmMBJ - ORF

1 stop7h 51mUnited Airlines

Deal found 10/28

$493

Thu 10/306:35 amORF - MBJ

1 stop7h 11mUnited Airlines

Tue 11/183:36 pmMBJ - ORF

1 stop7h 51mUnited Airlines

Deal found 10/27

$512

Thu 10/306:26 amORF - MBJ

2 stops8h 04mAmerican Airlines

Tue 11/181:40 pmMBJ - ORF

2 stops9h 23mAmerican Airlines

Deal found 10/27

$559

Wed 11/127:53 pmORF - MBJ

1 stop16h 09mMultiple Airlines

Sat 11/151:07 pmMBJ - ORF

2 stops23h 09mMultiple Airlines

Deal found 10/29

$427

Wed 11/126:33 pmORF - MBJ

2 stops17h 29mSpirit Airlines

Sat 11/151:07 pmMBJ - ORF

3 stops31h 01mSpirit Airlines

Deal found 10/29

$460

Wed 11/127:53 pmORF - MBJ

1 stop16h 09mMultiple Airlines

Mon 11/174:30 pmMBJ - ORF

2 stops25h 08mMultiple Airlines

Deal found 10/27

$490

Fri 11/147:53 pmORF - MBJ

1 stop16h 09mMultiple Airlines

Mon 11/174:30 pmMBJ - ORF

2 stops25h 08mMultiple Airlines

Deal found 10/27

$443

Thu 11/279:56 amORF - MBJ

2 stops24h 21mAmerican Airlines

Wed 12/32:27 pmMBJ - ORF

1 stop8h 48mAmerican Airlines

Deal found 10/27

$424

One-way flights from Chesapeake to Montego Bay
Search for one-way flight options from Chesapeake to Montego Bay. Find affordable one-way fares based on user searches. Data last updated October 29, 2025.

Mon 11/107:53 pmORF - MBJ

1 stop16h 09mSpirit Airlines

Deal found 10/27

$156

Sat 11/86:02 pmORF - MBJ

1 stop18h 00mSpirit Airlines

Deal found 10/27

$175

Fri 11/77:53 pmORF - MBJ

1 stop16h 09mSpirit Airlines

Deal found 10/27

$179

Mon 11/37:53 pmORF - MBJ

1 stop16h 09mSpirit Airlines

Deal found 10/27

$183

Wed 12/243:01 pmORF - MBJ

1 stop21h 04mSpirit Airlines

Deal found 10/27

$197

Mon 11/1011:42 amORF - MBJ

3 stops24h 20mMultiple Airlines

Deal found 10/27

$224

Mon 11/34:57 pmORF - MBJ

3 stops19h 05mMultiple Airlines

Deal found 10/27

$239

Tue 11/117:53 pmORF - MBJ

3 stops39h 21mMultiple Airlines

Deal found 10/27

$256

Tue 11/48:00 amORF - MBJ

1 stop6h 20mDelta

Deal found 10/28

$260

Fri 11/711:43 amORF - MBJ

2 stops24h 19mMultiple Airlines

Deal found 10/27

$264

Cheap flight deals from Chesapeake to Montego Bay

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$314 (Priceline)
One-way from	$156 (Kiwi.com)
Popular in	December
Cheapest in	January
Average price	$573

Provider with most accurate pricing for Norfolk-Montego Bay Sangster Intl flight deals.

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Provider most trusted by Cheapflights users for Norfolk-Montego Bay Sangster Intl flights.

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From Chesapeake to Montego Bay Sangster Intl

Search Deals

One-way flight from Chesapeake to Montego Bay Sangster Intl

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($61 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).

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Average for round-trip flights in October 2025

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Cheapflights Fare Finder

Use the filters below to find and compare flights from Chesapeake to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Mon 2/2

8:09 pm-12:05 pm

1 stop15h 56m

Montego Bay Sangster Intl

Thu 2/5

1:12 pm-7:37 pm

3 stops30h 25m

$387

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Fri 12/12

12:00 pm-3:51 pm

1 stop27h 51m

Montego Bay Sangster Intl

Tue 12/16

1:05 pm-7:16 pm

1 stop6h 11m

$395

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Mon 12/8

8:38 am-12:10 pm

3 stops27h 32m

Montego Bay Sangster Intl

Thu 12/11

1:05 pm-7:16 pm

1 stop6h 11m

$412

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Mon 12/8

8:10 pm-12:07 pm

2 stops15h 57m

Montego Bay Sangster Intl

Thu 12/11

3:36 pm-11:27 pm

1 stop7h 51m

$419

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Thu 11/27

9:56 am-10:17 am

2 stops24h 21m

Montego Bay Sangster Intl

Wed 12/3

4:23 pm-11:59 pm

1 stop7h 36m

$424

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Fri 12/12

8:10 pm-4:12 pm

1 stop20h 02m

Montego Bay Sangster Intl

Fri 12/19

5:14 pm-11:41 pm

1 stop6h 27m

$425

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Thu 12/11

8:38 am-11:14 am

2 stops26h 36m

Montego Bay Sangster Intl

Sun 12/14

1:05 pm-7:16 pm

1 stop6h 11m

$439

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Fri 12/12

7:29 pm-10:13 am

1 stop14h 44m

Montego Bay Sangster Intl

Thu 12/18

3:14 pm-12:07 am

1 stop8h 53m

$455

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Mon 11/10

7:53 pm-12:02 pm

1 stop16h 09m

$156

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Fri 11/7

7:53 pm-12:02 pm

1 stop16h 09m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 results

Best time to book a flight from Chesapeake to Montego Bay

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

How far ahead should I book a flight from Chesapeake to Montego Bay?

To ensure you get the cheapest price possible for a flight from Chesapeake to Montego Bay, you should look to book at least 15 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 Chesapeake to Montego Bay?

Currently, October is the cheapest month in which you can book a flight from Chesapeake to Montego Bay (average of $157). Flying from Chesapeake to Montego Bay in July is currently the most expensive (average of $416). 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 C6E to MBJ?

It’s optimal to fly from Chesapeake to Montego Bay in the afternoon. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the morning.

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

Reviews of airlines servicing Montego Bay

Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chesapeake to Montego Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,241 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Southwest

8.0

Very good

4,241 reviews

Southwest

8.0

Very good

4,241 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Delta

7.9

Good

7,992 reviews

Southwest

8.0

Very good

4,241 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

United Airlines

7.4

Good

8,999 reviews

Southwest

8.0

Very good

4,241 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

American Airlines

7.2

Good

11,032 reviews

Southwest

8.0

Very good

4,241 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Spirit Airlines

6.3

Okay

8,114 reviews

Southwest

8.0

Very good

4,241 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

What airport do you fly into for flights to Montego Bay from Chesapeake?
Montego Bay Sangster Intl (MBJ), located 2.3 mi from the city center, is the airport you fly into when you book flights from Chesapeake to Montego Bay. 6 airlines have flights to Sangster Intl from Chesapeake on a regular basis. Booking flights from Chesapeake to Montego Bay Sangster Intl should not be difficult; the airport handles an average of 0 inbound flights from Chesapeake per day.
How long is the flight from Chesapeake to Montego Bay?
A quick flight from Chesapeake to Montego Bay can take about 15h 56m. Spirit Airlines provides one of the quickest options available for as low as $387. Chesapeake and Montego Bay are separated by a distance of 1274 mi. Both multi-stop and nonstop flights can be found to your destination and back.
Can I find deals for flights from Chesapeake to Montego Bay that include hotel bookings?
Yes. In addition to deals on Chesapeake to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chesapeake to Montego Bay?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Montego Bay.
Can I find deals for business class flights from Chesapeake to Montego Bay?
Yes. Cheapflights offers flight deals from Chesapeake to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chesapeake to Montego Bay?
Currently, October is the cheapest month in which you can book a flight from Chesapeake to Montego Bay (average of $157). Flying from Chesapeake to Montego Bay in July is currently the most expensive (average of $416). 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.

See more FAQs

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Top 6 airlines flying from Chesapeake to Montego Bay

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$177	Average$411	FlexibilityNo cancel fee	On-time65%
United Airlines	Cheapest$357	Average$604	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$367	Average$539	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$388	Average$667	FlexibilityNo cancel fee	On-time71%
JetBlue	Cheapest$389	Average$571	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$471	Average$734	FlexibilityNo cancel fee	On-time63%

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$156+ Cheap flights from Chesapeake, VA to Montego Bay (MBJ)

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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chesapeake to Montego Bay with Cheapflights

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Cheapflights Tip: The best prices from Chesapeake to Montego Bay Sangster Intl are usually found in January or March, booked 15 days in advance, depart on a Saturday or Tuesday and return on a Saturday

Find flight deals from Chesapeake to Montego Bay

Cheapest flights from Chesapeake to Montego BayExplore the most affordable flight options available from Chesapeake to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

Explore the most affordable flight options available from Chesapeake to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

Cheap flight deals from Chesapeake to Montego Bay

Keep the following information in mind while searching for Chesapeake to Montego Bay flight deals. Data was last updated October 29, 2025.

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Round-trip from

One-way from

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Cheapflights Fare Finder

Use the filters below to find and compare flights from Chesapeake to Montego Bay that are best for you.

Best time to book a flight from Chesapeake to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Chesapeake with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Montego Bay

How far ahead should I book a flight from Chesapeake to Montego Bay?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Montego Bay. Price data was last updated on October 24, 2025.

What is the cheapest month to book a flight from Chesapeake to Montego Bay?

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

Find hourly flight availability from Chesapeake to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

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

Reviews of airlines servicing Montego Bay

Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chesapeake to Montego Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Montego Bay. 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 into for flights to Montego Bay from Chesapeake?

How long is the flight from Chesapeake to Montego Bay?

Can I find deals for flights from Chesapeake to Montego Bay that include hotel bookings?

How can I find direct flights from Chesapeake to Montego Bay?

Can I find deals for business class flights from Chesapeake to Montego Bay?

What is the cheapest month to book a flight from Chesapeake to Montego Bay?

Traveling to a place near Montego Bay?

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Alternative routes for Chesapeake to Montego Bay

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Top 6 airlines flying from Chesapeake to Montego Bay

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Cheapest flights from Chesapeake to Montego Bay
Explore the most affordable flight options available from Chesapeake to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.