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Chesapeake

$47+ Cheap flights from Boston (BOS) 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
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The best prices from Boston Logan Intl to Chesapeake are usually found in September or May, booked 25 days in advance, depart on a Monday or Friday and return on a Monday

Cheap flight deals from Boston to Chesapeake

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Chesapeake (C6E). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 19, 2024.

Round-trip from

$241
(Mytrip)

One-way from

$47
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$366
From Boston Logan Intl to Chesapeake
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One-way flight from Boston Logan Intl to Chesapeake
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High demand for flights, 17% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Boston to Chesapeake

Cheapest flights from Boston to Chesapeake
Explore the most affordable flight options available from Boston to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This FlightHub deal was found by Cheapflights users on 12/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/308:30 pmBOS - ORF
1 stop12h 20mMultiple Airlines
Mon 1/612:02 pmORF - BOS
1 stop12h 42mMultiple Airlines
Deal found 12/18$247
This Frontier deal was found by Cheapflights users on 12/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/265:45 amBOS - ORF
1 stop8h 41mFrontier
Tue 12/311:42 pmORF - BOS
1 stop10h 57mFrontier
Deal found 12/18$278
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 12/308:30 pmBOS - ORF
1 stop12h 20mSpirit Airlines
Mon 1/69:45 amORF - BOS
1 stop7h 37mSpirit Airlines
Deal found 12/18$311
This Southwest deal was found by Cheapflights users on 12/17. 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 12/2710:35 pmBOS - ORF
1 stop10h 35mSouthwest
Wed 1/11:00 pmORF - BOS
1 stop6h 15mSouthwest
Deal found 12/17$516
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/187:00 amBOS - ORF
1 stop7h 56mAmerican Airlines
Wed 12/2510:07 amORF - BOS
1 stop6h 29mAmerican Airlines
Deal found 12/17$558
This United Airlines deal was found by Cheapflights users on 12/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:42 pmBOS - ORF
1 stop3h 48mUnited Airlines
Thu 1/210:35 amORF - BOS
1 stop13h 24mUnited Airlines
Deal found 12/18$574
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/1810:46 amBOS - ORF
Nonstop1h 51mDelta
Wed 12/257:10 amORF - BOS
1 stop5h 22mDelta
Deal found 12/17$639

Find flights from Boston to Chesapeake within your budget

Customize your flight search to find flights from Boston 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 December 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 2/21

4:20 pm-3:32 pm

2 stops23h 12m

Norfolk

Mon 2/24

5:25 am-3:15 pm

3 stops33h 50m

$241

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Mon 12/30

8:30 pm-8:50 am

1 stop12h 20m

Norfolk

Mon 1/6

12:02 pm-12:44 am

1 stop12h 42m

$247

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 1/2

5:45 am-2:26 pm

1 stop8h 41m

Norfolk

Mon 1/6

12:02 pm-12:44 am

1 stop12h 42m

$258

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 1/10

10:49 am-3:22 pm

1 stop4h 33m

Norfolk

Mon 1/13

5:47 am-9:40 am

1 stop3h 53m

$305

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Wed 2/19

7:00 am-2:44 pm

1 stop7h 44m

Norfolk

Tue 2/25

6:00 am-1:19 pm

1 stop7h 19m

$340

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Mon 2/17

6:30 pm-11:26 pm

1 stop4h 56m

Norfolk

Sat 2/22

6:00 am-10:02 am

1 stop4h 02m

$366

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Sat 3/8

5:05 am-12:30 pm

1 stop7h 25m

Norfolk

Sun 3/9

8:05 pm-12:05 am

1 stop4h 00m

$376

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 5/1

12:50 pm-2:30 pm

Nonstop1h 40m

$47

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Tue 2/25

6:00 am-5:34 pm

1 stop11h 34m

$59

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 5/30

12:50 pm-2:29 pm

Nonstop1h 39m

$71

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 15 results
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Best time to book a flight from Boston to Chesapeake

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

Travel insights for flights from Boston to Chesapeake

Get recent, data-driven insights about flights from Boston to Chesapeake including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Chesapeake. Price data was last updated on December 13, 2024.

To ensure you get the cheapest price possible for a flight from Boston to Chesapeake, you should look to book at least 25 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 Boston to Chesapeake?

Currently, January is the cheapest month in which you can book a flight from Boston to Chesapeake (average of $281). Flying from Boston to Chesapeake in June is currently the most expensive (average of $360). 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 BOS to C6E?

Find hourly flight availability from Boston 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 December 19, 2024.

When flying from Boston to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Boston to Chesapeake. Price data was last updated on December 16, 2024.

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

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 December 19, 2024.
Read reviews from past customers who have flown Spirit Airlines, Frontier and Southwest from Boston to Chesapeake. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,836 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,836 reviews
Southwest
8.1
Very good
4,836 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,600 reviews
Southwest
8.1
Very good
4,836 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,048 reviews
Southwest
8.1
Very good
4,836 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
829 reviews
Southwest
8.1
Very good
4,836 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,836 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Chesapeake. On average, Logan Intl has 0 outbound flights to Chesapeake per day from 8 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

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

    The cheapest airlines for a one-way flight from Boston to Chesapeake are Spirit Airlines ($47), Frontier ($59), and Allegiant Air ($71).

  • What are the most reliable airlines from Boston to Chesapeake?

    The top 3 most reliable airlines when flying from Boston to Chesapeake are United Airlines (100%), EL AL (100%) and Korean Air (98%).

  • What are the cheapest flights from Boston to Chesapeake?

    The cheapest flight price from Boston to Chesapeake is $83. On average you can expect to pay $366. The most popular route, (Boston Logan Intl - Norfolk), can usually be booked for $96.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston 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.

  • What is the cheapest month to book a flight from Boston to Chesapeake?

    Currently, January is the cheapest month in which you can book a flight from Boston to Chesapeake (average of $281). Flying from Boston to Chesapeake in June is currently the most expensive (average of $360). 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.

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Alternative routes for Boston to Chesapeake

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Top 8 airlines flying from Boston to Chesapeake

Discover the top 8 airlines that operate flights from Boston 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 December 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$52Average$149FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$73Average$171FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$73Average$118FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$98Average$252FlexibilityNo cancel feeOn-time62%
DeltaCheapest$101Average$307FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$174Average$358FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$175Average$320FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$211Average$386FlexibilityNo cancel feeOn-time63%
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