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Massachusetts

$44+ Cheap flights from Chesapeake, VA to Massachusetts

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Chesapeake to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Chesapeake (C6E) to Massachusetts (USMA). 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 November 21, 2024.

Find flight deals from Chesapeake to Massachusetts

Cheapest flights from Chesapeake to Massachusetts
Explore the most affordable flight options available from Chesapeake to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Breeze Airways deal was found by Cheapflights users on 11/21. 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 12/69:26 pmORF - BDL
Nonstop1h 26mBreeze Airways
Sun 12/87:05 amBDL - ORF
Nonstop1h 33mBreeze Airways
Deal found 11/21$93
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/139:19 pmORF - BOS
1 stop12h 32mMultiple Airlines
Tue 12/176:00 amBOS - ORF
1 stop6h 42mMultiple Airlines
Deal found 11/19$154
This FlightHub deal was found by Cheapflights users on 11/21. 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 12/99:19 pmORF - BOS
1 stop12h 32mSpirit Airlines
Wed 12/1110:34 amBOS - ORF
1 stop9h 39mSpirit Airlines
Deal found 11/21$177
This Delta deal was found by Cheapflights users on 11/21. 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.
Sat 12/77:10 amORF - BDL
1 stop4h 48mDelta
Sun 12/85:05 pmBDL - ORF
1 stop6h 54mDelta
Deal found 11/21$188
This Frontier deal was found by Cheapflights users on 11/21. 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.
Tue 12/246:59 pmORF - BOS
1 stop5h 36mFrontier
Sun 12/295:45 amBOS - ORF
1 stop8h 41mFrontier
Deal found 11/21$205
This United Airlines deal was found by Cheapflights users on 11/21. 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.
Fri 12/68:10 pmORF - BDL
1 stop3h 49mUnited Airlines
Tue 12/107:55 pmBDL - ORF
1 stop3h 38mUnited Airlines
Deal found 11/21$248
This American Airlines deal was found by Cheapflights users on 11/21. 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.
Mon 12/306:38 amORF - BDL
1 stop4h 49mAmerican Airlines
Wed 1/227:23 amBDL - ORF
1 stop7h 09mAmerican Airlines
Deal found 11/21$292
This Mytrip deal was found by Cheapflights users on 11/21. 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.
Mon 11/259:26 pmORF - BDL
Nonstop1h 26mMultiple Airlines
Wed 11/275:55 pmBDL - ORF
3 stops24h 10mMultiple Airlines
Deal found 11/21$314
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/256:00 amORF - BOS
1 stop4h 00mUnited Airlines
Wed 12/257:42 pmBOS - ORF
1 stop3h 48mUnited Airlines
Deal found 11/20$340
This American Airlines deal was found by Cheapflights users on 11/21. 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.
Thu 12/264:38 pmORF - BOS
1 stop5h 59mAmerican Airlines
Sun 1/55:43 pmBOS - ORF
1 stop5h 04mAmerican Airlines
Deal found 11/21$346
This Delta deal was found by Cheapflights users on 11/21. 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.
Fri 12/66:10 pmORF - ALB
1 stop5h 47mDelta
Tue 12/1012:54 pmALB - ORF
1 stop7h 23mDelta
Deal found 11/21$386
This Delta deal was found by Cheapflights users on 11/20. 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 12/181:20 pmORF - BOS
Nonstop1h 47mDelta
Wed 12/255:25 amBOS - ORF
1 stop6h 47mDelta
Deal found 11/20$389

Find flights from Chesapeake to Massachusetts within your budget

Customize your flight search to find flights from Chesapeake to Massachusetts 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Sat 12/7

9:36 pm-10:59 pm

Nonstop1h 23m

Hartford Bradley Intl

Sun 12/8

7:05 am-8:38 am

Nonstop1h 33m

$60

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/24

3:49 pm-12:39 am

1 stop8h 50m

Boston Logan Intl

Mon 1/27

6:00 am-2:56 pm

1 stop8h 56m

$138

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 12/13

9:19 pm-9:51 am

1 stop12h 32m

Boston Logan Intl

Tue 12/17

6:00 am-12:42 pm

1 stop6h 42m

$154

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 1/15

4:21 pm-11:32 pm

1 stop7h 11m

Boston Logan Intl

Sat 1/18

6:00 am-3:26 pm

1 stop9h 26m

$155

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Sat 12/7

7:10 am-11:58 am

1 stop4h 48m

Hartford Bradley Intl

Sun 12/8

5:05 pm-11:59 pm

1 stop6h 54m

$188

NorfolkAlbany

ORF - ALB

ORFALB

Norfolk

Wed 1/15

5:47 am-11:43 am

1 stop5h 56m

Albany Intl

Sun 1/19

5:58 am-9:19 am

1 stop3h 21m

$242

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Fri 12/6

8:10 pm-11:59 pm

1 stop3h 49m

Hartford Bradley Intl

Tue 12/10

7:55 pm-11:33 pm

1 stop3h 38m

$248

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Fri 1/3

6:38 am-11:27 am

1 stop4h 49m

Hartford Bradley Intl

Sun 1/5

6:59 pm-11:04 pm

1 stop4h 05m

$274

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 2/27

6:25 am-10:31 am

1 stop4h 06m

Boston Logan Intl

Sun 3/2

5:55 pm-10:51 pm

1 stop4h 56m

$301

NorfolkAlbany

ORF - ALB

ORFALB

Norfolk

Wed 1/15

6:35 am-12:35 pm

1 stop6h 00m

Albany Intl

Sun 1/19

6:15 am-3:50 pm

2 stops9h 35m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 35 results
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Best time to book a flight from Chesapeake to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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.

Travel insights for flights from Chesapeake to Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Massachusetts (average of $218). Flying from Chesapeake to Massachusetts in July is currently the most expensive (average of $311). 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 MA?

Find hourly flight availability from Chesapeake to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

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

Weekly flight availability from Chesapeake to Massachusetts

Explore weekly flight availability from Chesapeake to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 21, 2024.

The most flights from C6E to USMA are scheduled on a Thursday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated November 21, 2024.
Read through reviews of airlines operating flights from Chesapeake to Massachusetts, such as Spirit Airlines, American Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
123 reviews

Boarding

8.4

Food

6.7

Comfort

8.3

Crew

8.9

Overall

8.2

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Breeze Airways
8.2
Very good
123 reviews
Breeze Airways
8.2
Very good
123 reviews

Boarding

8.4

Food

6.7

Comfort

8.3

Crew

8.9

Overall

8.2

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Southwest
8.1
Very good
5,005 reviews
Breeze Airways
8.2
Very good
123 reviews

Boarding

8.4

Food

6.7

Comfort

8.3

Crew

8.9

Overall

8.2

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Delta
8.0
Very good
8,755 reviews
Breeze Airways
8.2
Very good
123 reviews

Boarding

8.4

Food

6.7

Comfort

8.3

Crew

8.9

Overall

8.2

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

United Airlines
7.4
Good
9,172 reviews
Breeze Airways
8.2
Very good
123 reviews

Boarding

8.4

Food

6.7

Comfort

8.3

Crew

8.9

Overall

8.2

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.2
Very good
123 reviews

Boarding

8.4

Food

6.7

Comfort

8.3

Crew

8.9

Overall

8.2

Entertainment

6.6

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Chesapeake to Massachusetts flight route?

    Within the past month, 10 users have taken a look at flights from Chesapeake to Massachusetts.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $44. Users have also found prices from $53 and $66 on Frontier and Spirit Airlines, respectively.

  • What are the most popular routes from Chesapeake to Massachusetts?

    When deciding which route to take from Chesapeake to Massachusetts consider Norfolk - Boston Logan Intl, Norfolk - Hartford Bradley Intl or Norfolk - Albany Intl as they are the most popular.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chesapeake to Massachusetts on time: United Airlines (100%), Air France (97%), Scandinavian Airlines (97%).

  • What are the cheapest flights from Chesapeake to Massachusetts?

    The cheapest flight price from Chesapeake to Massachusetts is $88. On average you can expect to pay $269. The most popular route, (Norfolk - Boston Logan Intl), can usually be booked for $133.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to Massachusetts 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 Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Massachusetts (average of $218). Flying from Chesapeake to Massachusetts in July is currently the most expensive (average of $311). 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 Chesapeake to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Chesapeake to Massachusetts

Discover the top 8 airlines that operate flights from Chesapeake to Massachusetts. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$50Average$93FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$64Average$155FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$66Average$134FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$92Average$356FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$101Average$363FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$133Average$373FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$168Average$338FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$212Average$376FlexibilityNo cancel feeOn-time69%
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