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Chesapeake

$86+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — RIC
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
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 June 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/12. 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 8/67:07 pm
BWI
-
ORF
1 stop16h 08m
Frontier
Mon 8/1012:10 pm
ORF
-
BWI
1 stop19h 16m
Frontier
Deal found 6/12$183
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/49:32 pm
BWI
-
ORF
1 stop13h 43m
Frontier
Sat 7/1112:16 pm
ORF
-
BWI
1 stop6h 17m
Frontier
Deal found 6/9$192
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/79:37 pm
BWI
-
ORF
1 stop13h 38m
Frontier
Tue 7/1412:10 pm
ORF
-
BWI
1 stop19h 16m
Frontier
Deal found 6/9$193
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/117:21 pm
BWI
-
ORF
1 stop15h 54m
Frontier
Tue 7/1412:10 pm
ORF
-
BWI
1 stop11h 07m
Frontier
Deal found 6/11$195
This Frontier deal was found by Cheapflights users on 6/12. 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 8/2512:54 pm
PHL
-
ORF
1 stop8h 07m
Frontier
Wed 9/212:21 pm
ORF
-
PHL
1 stop6h 42m
Frontier
Deal found 6/12$210
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/17:27 pm
BWI
-
ORF
1 stop15h 59m
Frontier
Wed 7/2212:10 pm
ORF
-
BWI
1 stop11h 07m
Frontier
Deal found 6/7$211
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/14:35 pm
PHL
-
ORF
1 stop18h 51m
Frontier
Sat 7/412:06 pm
ORF
-
PHL
1 stop7h 11m
Frontier
Deal found 6/10$211
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/14:30 pm
PHL
-
ORF
1 stop18h 45m
Frontier
Sat 8/812:16 pm
ORF
-
PHL
1 stop7h 04m
Frontier
Deal found 6/10$212
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/274:40 pm
PHL
-
ORF
1 stop18h 35m
Frontier
Mon 8/312:10 pm
ORF
-
PHL
1 stop19h 05m
Frontier
Deal found 6/12$213
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/279:37 pm
BWI
-
ORF
1 stop13h 38m
Frontier
Mon 8/312:10 pm
ORF
-
BWI
1 stop19h 16m
Frontier
Deal found 6/12$214
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Sun 8/234:35 pm
PHL
-
ORF
1 stop18h 51m
Frontier
Fri 8/2812:21 pm
ORF
-
PHL
1 stop6h 56m
Frontier
Deal found 6/12$215
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/18:57 pm
IAD
-
ORF
1 stop14h 29m
Frontier
Wed 7/2212:10 pm
ORF
-
IAD
1 stop10h 45m
Frontier
Deal found 6/7$215

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 June 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$183
(Kiwi.com)

One-way from

$86
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$493
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. 13% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 12, 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

Sat 7/11

8:15 pm-9:20 pm

Nonstop1h 05m

Norfolk

Tue 7/14

11:07 am-12:19 pm

Nonstop1h 12m

$239

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Thu 7/2

10:35 pm-11:44 pm

Nonstop1h 09m

Norfolk

Tue 7/7

6:05 am-7:07 am

Nonstop1h 02m

$239

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Sat 7/11

8:25 am-9:34 am

Nonstop1h 09m

Norfolk

Tue 7/14

6:05 am-7:07 am

Nonstop1h 02m

$239

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Sat 7/25

5:00 am-8:24 am

1 stop3h 24m

Norfolk

Mon 7/27

5:42 pm-6:55 pm

Nonstop1h 13m

$249

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Wed 7/1

8:30 am-9:39 am

Nonstop1h 09m

Norfolk

Wed 7/22

6:05 am-7:07 am

Nonstop1h 02m

$249

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Fri 7/17

6:59 am-11:08 am

1 stop4h 09m

Norfolk

Fri 7/31

6:00 am-6:59 am

Nonstop0h 59m

$259

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Wed 6/24

8:30 am-9:39 am

Nonstop1h 09m

Norfolk

Sun 6/28

10:45 am-11:45 am

Nonstop1h 00m

$279

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Tue 8/25

1:05 pm-2:15 pm

Nonstop1h 10m

Norfolk

Sat 8/29

7:59 pm-8:55 pm

Nonstop0h 56m

$284

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Sat 7/25

10:35 pm-11:44 pm

Nonstop1h 09m

Norfolk

Sun 7/26

6:05 am-7:07 am

Nonstop1h 02m

$309

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Sat 7/11

10:35 pm-11:44 pm

Nonstop1h 09m

Norfolk

Sat 7/18

10:40 am-11:43 am

Nonstop1h 03m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/7

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 June 12, 2026.

It’s typically best to fly out from Maryland to Chesapeake in the morning. Doing so could potentially save you 32% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

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 June 8, 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.

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 05m. Fly via American Airlines, United Airlines, or JetBlue 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 most popular routes from Maryland to Chesapeake?

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

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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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Los Angeles to Reagan-National flights
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Miami to Reagan-National flights
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Minneapolis to Reagan-National flights
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Hobby to Raleigh flights
Seattle to Raleigh flights
Austin to Reagan-National 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 June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$325FlexibilityNo cancel feeOn-time63%

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