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Chesapeake

$72+ Cheap flights from Maryland 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — RIC
Oct 23 — Oct 301
Thu 10/23
Thu 10/30
1 adult, Economy
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Cheap flight deals from Maryland to Chesapeake

Keep the following information in mind while searching for Maryland to Chesapeake flight deals. Data was last updated September 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$144
(Frontier)

One-way from

$72
(Priceline)

Popular in

March

Cheapest in

February

Average price

$314
Provider with most accurate pricing for Washington, D.C. (WAS)-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Norfolk flights.
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From Maryland to Chesapeake
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One-way flight from Maryland to Chesapeake
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Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Maryland to Chesapeake

Cheapest flights from Maryland to Chesapeake
Explore the most affordable flight options available from Maryland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2025.

This Frontier deal was found by Cheapflights users on 9/22. 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 10/710:22 amPHL - ORF
1 stop6h 27mFrontier
Sat 10/111:22 pmORF - PHL
1 stop5h 22mFrontier
Deal found 9/22$144
This Frontier deal was found by Cheapflights users on 9/22. 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.
Wed 10/159:14 pmPHL - ORF
1 stop11h 48mFrontier
Thu 10/164:14 pmORF - PHL
1 stop8h 45mFrontier
Deal found 9/22$154
This Booking.com deal was found by Cheapflights users on 9/22. 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 10/38:10 amPHL - ORF
1 stop9h 40mFrontier
Sun 10/55:47 pmORF - PHL
1 stop13h 48mFrontier
Deal found 9/22$156
This Priceline deal was found by Cheapflights users on 9/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:15 amPHL - ORF
1 stop6h 09mFrontier
Mon 10/612:19 pmORF - PHL
1 stop6h 22mFrontier
Deal found 9/21$164
This Frontier deal was found by Cheapflights users on 9/22. 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.
Wed 10/159:14 pmPHL - ORF
1 stop11h 48mFrontier
Sun 10/194:14 pmORF - PHL
1 stop8h 45mFrontier
Deal found 9/22$172
This Booking.com deal was found by Cheapflights users on 9/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/125:20 amPHL - ORF
1 stop9h 34mFrontier
Sun 10/199:47 amORF - PHL
1 stop21h 43mFrontier
Deal found 9/20$176
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Fri 11/78:19 amDCA - ORF
Nonstop1h 01mAmerican Airlines
Sun 11/96:00 amORF - DCA
Nonstop0h 59mAmerican Airlines
Deal found 9/22$179
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Thu 10/168:30 amIAD - ORF
Nonstop1h 07mUnited Airlines
Mon 10/207:59 pmORF - IAD
Nonstop1h 04mUnited Airlines
Deal found 9/23$179
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 11/78:19 amDCA - ORF
Nonstop1h 01mAmerican Airlines
Fri 11/146:00 amORF - DCA
Nonstop0h 59mAmerican Airlines
Deal found 9/23$180
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Fri 10/1010:00 pmDCA - ORF
Nonstop1h 00mAmerican Airlines
Sun 10/1210:17 amORF - DCA
Nonstop1h 04mAmerican Airlines
Deal found 9/21$184
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/108:30 amIAD - ORF
Nonstop1h 07mUnited Airlines
Mon 10/137:59 pmORF - IAD
Nonstop1h 04mUnited Airlines
Deal found 9/22$184
This American Airlines deal was found by Cheapflights users on 9/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:59 pmDCA - ORF
Nonstop1h 02mAmerican Airlines
Tue 10/75:48 amORF - DCA
Nonstop1h 05mAmerican Airlines
Deal found 9/20$189

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland 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 September 23, 2025.
Use the filters below to find and compare flights from Maryland to Chesapeake that are best for you.

Fly from

Maryland

Fly to

Chesapeake

Route

Depart

Return

Price

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 10/15

9:14 pm-9:02 am

1 stop11h 48m

Norfolk

Thu 10/16

4:14 pm-12:59 am

1 stop8h 45m

$154

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Fri 10/3

5:15 am-11:24 am

1 stop6h 09m

Norfolk

Sun 10/5

5:47 pm-11:38 am

1 stop17h 51m

$156

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Sun 10/12

5:20 am-2:54 pm

1 stop9h 34m

Norfolk

Sun 10/19

9:47 am-7:30 am

1 stop21h 43m

$176

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Fri 11/7

8:19 am-9:20 am

Nonstop1h 01m

Norfolk

Sun 11/9

6:00 am-6:59 am

Nonstop0h 59m

$179

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Thu 10/16

8:30 am-9:37 am

Nonstop1h 07m

Norfolk

Mon 10/20

7:59 pm-9:03 pm

Nonstop1h 04m

$179

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Fri 10/17

8:25 am-9:48 am

Nonstop1h 23m

Norfolk

Sat 10/18

6:00 am-7:05 am

Nonstop1h 05m

$179

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Thu 10/23

8:30 am-9:37 am

Nonstop1h 07m

Norfolk

Sat 10/25

7:59 pm-9:04 pm

Nonstop1h 05m

$179

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Sat 10/18

12:54 pm-2:01 pm

Nonstop1h 07m

Norfolk

Sun 10/19

7:35 pm-8:45 pm

Nonstop1h 10m

$179

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Fri 10/17

8:30 am-9:37 am

Nonstop1h 07m

Norfolk

Sat 10/18

7:59 pm-9:04 pm

Nonstop1h 05m

$179

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Thu 12/18

8:40 am-9:55 am

Nonstop1h 15m

Norfolk

Fri 12/26

6:00 am-7:06 am

Nonstop1h 06m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/23

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Best time to book a flight from Maryland to Chesapeake

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

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

Currently, January is the cheapest month in which you can book a flight from Maryland to Chesapeake (average of $281). Flying from Maryland to Chesapeake in March is currently the most expensive (average of $351). 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 MD to C6E?

Find hourly flight availability from Maryland 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 September 23, 2025.

When flying from Maryland 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.

Weekly flight availability from Maryland to Chesapeake

Explore weekly flight availability from Maryland to Chesapeake. 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 September 23, 2025.

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

Related info for your journey

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

  • How long is the flight from Maryland to Chesapeake?

    There are many flights that can get you from Maryland to Chesapeake in 1h 01m. Fly via Frontier, American Airlines, or United Airlines to get the fastest option. The distance between Maryland and Chesapeake is about 143 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $72 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $97 and $134, respectively.

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

    The most popular flight routes from Maryland to Chesapeake are Philadelphia - Norfolk, Washington, D.C. Dulles Intl - Norfolk and Baltimore/Washington - Norfolk.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Maryland to Chesapeake (average of $281). Flying from Maryland to Chesapeake in March is currently the most expensive (average of $351). 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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Alternative routes for Maryland to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Maryland to Chesapeake

Discover the top airline that operate flights from Maryland 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 September 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$368FlexibilityNo cancel feeOn-time63%

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