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Chesapeake

$65+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — RIC
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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Cheap 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 April 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/119:25 pm
BWI
-
ORF
1 stop13h 46m
Frontier
Mon 5/1812:06 pm
ORF
-
BWI
1 stop19h 37m
Frontier
Deal found 3/27$122
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Wed 4/295:49 pm
BWI
-
ORF
1 stop16h 43m
Frontier
Wed 5/612:06 pm
ORF
-
BWI
1 stop10h 51m
Frontier
Deal found 3/30$134
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Wed 4/296:20 am
IAD
-
ORF
1 stop28h 12m
Frontier
Wed 5/612:06 pm
ORF
-
IAD
1 stop5h 21m
Frontier
Deal found 3/30$134
This Frontier deal was found by Cheapflights users on 3/31. 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.
Sat 5/210:38 pm
PHL
-
ORF
1 stop10h 40m
Frontier
Thu 5/79:12 pm
ORF
-
PHL
1 stop11h 42m
Frontier
Deal found 3/31$140
This Expedia deal was found by Cheapflights users on 3/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:05 am
PHL
-
ORF
1 stop5h 27m
Frontier
Thu 5/1412:06 pm
ORF
-
PHL
1 stop10h 04m
Frontier
Deal found 3/28$160
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Tue 6/97:35 pm
IAD
-
ORF
1 stop15h 51m
Frontier
Tue 6/2312:21 pm
ORF
-
IAD
1 stop10h 56m
Frontier
Deal found 3/30$164
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Tue 6/27:37 pm
IAD
-
ORF
1 stop15h 34m
Frontier
Wed 6/2412:21 pm
ORF
-
IAD
1 stop5h 20m
Frontier
Deal found 3/29$165
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 6/18:47 pm
IAD
-
ORF
1 stop14h 24m
Frontier
Tue 6/2312:21 pm
ORF
-
IAD
1 stop10h 56m
Frontier
Deal found 3/29$166
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 5/79:13 pm
BWI
-
ORF
1 stop13h 58m
Frontier
Mon 5/1112:06 pm
ORF
-
BWI
1 stop19h 37m
Frontier
Deal found 3/31$168
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Sat 5/25:45 pm
BWI
-
ORF
1 stop15h 33m
Frontier
Wed 5/612:06 pm
ORF
-
BWI
1 stop10h 51m
Frontier
Deal found 3/27$169
This Frontier deal was found by Cheapflights users on 3/30. 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.
Fri 5/2912:59 pm
PHL
-
ORF
1 stop7h 18m
Frontier
Sun 5/319:12 pm
ORF
-
PHL
1 stop11h 42m
Frontier
Deal found 3/30$180
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Sat 5/308:47 pm
IAD
-
ORF
1 stop14h 24m
Frontier
Tue 6/2312:21 pm
ORF
-
IAD
1 stop10h 56m
Frontier
Deal found 3/29$180

Find flight deals from Maryland to Chesapeake

Keep the following information in mind while searching for Maryland to Chesapeake flight deals. Data was last updated April 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$134
(Kiwi.com)

One-way from

$65
(Kiwi.com)

Popular in

February

Cheapest in

June

Average price

$294
Provider with most accurate pricing for Washington, D.C. (WAS)-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Norfolk flights.
Search Deals
From Maryland to Chesapeake
Search Deals
One-way flight from Maryland to Chesapeake
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 1, 2026.
Use the filters below to find and compare flights from Maryland to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Fri 5/15

9:00 pm-10:06 pm

Nonstop1h 06m

Norfolk

Sun 5/17

6:00 am-6:59 am

Nonstop0h 59m

$239

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Mon 6/22

8:30 am-9:39 am

Nonstop1h 09m

Norfolk

Sat 6/27

6:05 am-7:07 am

Nonstop1h 02m

$239

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Fri 5/8

10:40 pm-11:50 pm

Nonstop1h 10m

Norfolk

Mon 5/11

7:46 pm-9:05 pm

Nonstop1h 19m

$239

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Fri 5/22

10:35 pm-11:44 pm

Nonstop1h 09m

Norfolk

Mon 5/25

6:05 am-7:07 am

Nonstop1h 02m

$239

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Wed 4/29

8:55 pm-9:55 pm

Nonstop1h 00m

Norfolk

Wed 5/6

6:50 am-7:55 am

Nonstop1h 05m

$247

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Fri 5/8

10:10 am-8:17 pm

2 stops10h 07m

Norfolk

Mon 5/11

12:06 pm-7:43 am

1 stop19h 37m

$258

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Thu 4/23

5:00 am-8:35 am

1 stop3h 35m

Norfolk

Mon 4/27

6:00 am-9:20 am

1 stop3h 20m

$259

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Sat 5/9

8:10 pm-9:16 pm

Nonstop1h 06m

Norfolk

Mon 5/25

6:00 am-6:59 am

Nonstop0h 59m

$280

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Fri 4/24

5:40 pm-11:06 pm

1 stop5h 26m

Norfolk

Sun 4/26

6:00 am-6:59 am

Nonstop0h 59m

$291

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Thu 5/7

9:09 am-10:16 am

Nonstop1h 07m

Norfolk

Mon 5/11

6:09 pm-10:37 pm

1 stop4h 28m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 60 resultsSorted by cheapest first
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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 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 April 1, 2026.

It’s typically best to fly out from Maryland to Chesapeake in the evening. Doing so could potentially save you 48% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Maryland to Chesapeake. Price data was last updated on March 28, 2026.

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

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

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. Fly via American Airlines, United Airlines, or Southwest to get the fastest option. The distance between Maryland and Chesapeake is about 159 mi. Most flights are nonstop.

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

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

  • What are the cheapest flights from Maryland to Chesapeake?

    On average you can expect to pay $484 for a flight from Maryland to Chesapeake. The cheapest flight overall is $201 while the most popular route, (Washington, D.C. Dulles Intl - Norfolk) is currently priced at $216.

  • 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.

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.
Dallas/Fort Worth to Dulles Intl flights
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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 April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$307FlexibilityNo cancel feeOn-time63%

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