HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$50+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — RIC
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maryland to Chesapeake with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 5, 2026.

This Mytrip deal was found by Cheapflights users on 2/2. 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.
Tue 2/248:06 am
PHL
-
ORF
1 stop10h 20m
Spirit Airlines
Tue 3/37:31 pm
ORF
-
PHL
1 stop13h 13m
Spirit Airlines
Deal found 2/2$127
This Mytrip deal was found by Cheapflights users on 2/2. 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.
Wed 2/186:00 am
PHL
-
ORF
1 stop12h 26m
Spirit Airlines
Thu 2/197:31 pm
ORF
-
PHL
1 stop13h 13m
Spirit Airlines
Deal found 2/2$129
This Mytrip deal was found by Cheapflights users on 2/4. 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.
Tue 3/36:20 am
BWI
-
ORF
1 stop12h 06m
Spirit Airlines
Tue 3/107:31 pm
ORF
-
BWI
1 stop13h 35m
Spirit Airlines
Deal found 2/4$133
This Mytrip deal was found by Cheapflights users on 2/4. 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.
Wed 3/410:06 am
BWI
-
ORF
1 stop8h 20m
Spirit Airlines
Wed 3/117:31 pm
ORF
-
BWI
1 stop13h 43m
Spirit Airlines
Deal found 2/4$134
This Mytrip deal was found by Cheapflights users on 2/2. 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.
Tue 2/176:00 am
PHL
-
ORF
1 stop12h 26m
Spirit Airlines
Thu 2/197:31 pm
ORF
-
PHL
1 stop13h 13m
Spirit Airlines
Deal found 2/2$134
This Mytrip deal was found by Cheapflights users on 2/3. 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.
Wed 3/48:06 am
PHL
-
ORF
1 stop10h 20m
Spirit Airlines
Wed 3/117:31 pm
ORF
-
PHL
1 stop13h 08m
Spirit Airlines
Deal found 2/3$136
This Mytrip deal was found by Cheapflights users on 2/3. 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.
Wed 2/1810:06 am
BWI
-
ORF
1 stop8h 20m
Spirit Airlines
Thu 2/197:31 pm
ORF
-
BWI
1 stop13h 35m
Spirit Airlines
Deal found 2/3$137
This Mytrip deal was found by Cheapflights users on 2/3. 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.
Tue 3/108:06 am
PHL
-
ORF
1 stop10h 20m
Spirit Airlines
Mon 3/308:41 pm
ORF
-
PHL
1 stop11h 58m
Spirit Airlines
Deal found 2/3$137
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
PHL
-
ORF
1 stop12h 26m
Spirit Airlines
Thu 3/128:41 pm
ORF
-
PHL
1 stop11h 58m
Spirit Airlines
Deal found 2/3$142
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/29:04 pm
BWI
-
ORF
1 stop21h 22m
Multiple Airlines
Tue 3/107:31 pm
ORF
-
BWI
1 stop13h 35m
Multiple Airlines
Deal found 2/3$143
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/22:25 pm
PHL
-
ORF
1 stop28h 01m
Multiple Airlines
Mon 3/97:31 pm
ORF
-
PHL
1 stop27h 19m
Multiple Airlines
Deal found 2/2$143
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 2/2310:59 pm
PHL
-
ORF
1 stop13h 06m
Multiple Airlines
Wed 2/257:31 pm
ORF
-
PHL
1 stop13h 19m
Multiple Airlines
Deal found 2/4$144

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 February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$127
(Mytrip)

One-way from

$50
(Travelocity)

Popular in

March

Cheapest in

June

Average price

$259
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. 16% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 5, 2026.
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 2/18

8:06 am-6:26 pm

1 stop10h 20m

Norfolk

Thu 2/19

7:31 pm-8:44 am

1 stop13h 13m

$129

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Wed 3/4

10:06 am-6:26 pm

1 stop8h 20m

Norfolk

Wed 3/11

7:31 pm-9:14 am

1 stop13h 43m

$134

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Tue 3/3

12:30 pm-6:26 pm

1 stop29h 56m

Norfolk

Tue 3/10

7:31 pm-9:06 am

1 stop13h 35m

$142

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Mon 3/2

9:04 pm-6:26 pm

1 stop21h 22m

Norfolk

Tue 3/10

7:31 pm-9:06 am

1 stop13h 35m

$143

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 2/23

8:28 pm-12:05 pm

1 stop15h 37m

Norfolk

Tue 2/24

7:31 pm-9:53 am

1 stop14h 22m

$145

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Wed 2/18

6:50 pm-10:51 am

1 stop16h 01m

Norfolk

Thu 2/19

7:31 pm-8:41 am

1 stop13h 10m

$147

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Wed 2/18

9:00 am-6:26 pm

1 stop9h 26m

Norfolk

Thu 2/19

11:46 am-11:50 pm

2 stops12h 04m

$147

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 2/23

5:30 am-10:42 am

1 stop5h 12m

Norfolk

Tue 2/24

1:02 pm-6:47 pm

1 stop5h 45m

$148

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Mon 3/9

5:31 am-10:55 am

1 stop5h 24m

Norfolk

Wed 3/11

7:31 pm-8:41 am

1 stop13h 10m

$149

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Mon 2/23

5:30 am-10:42 am

1 stop5h 12m

Norfolk

Thu 2/26

11:46 am-6:11 pm

1 stop6h 25m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 60 results
1
2
3
...
6

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 February 5, 2026.

It’s typically best to fly out from Maryland to Chesapeake in the evening. Doing so could potentially save you 34% 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 January 31, 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 03m. Fly via Spirit Airlines, Frontier, or United Airlines to get the fastest option. The distance between Maryland and Chesapeake is about 157 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.

  • What are the cheapest flights from Maryland to Chesapeake?

    On average you can expect to pay $298 for a flight from Maryland to Chesapeake. The cheapest flight overall is $154 while the most popular route, (Philadelphia - Norfolk) is currently priced at $144.

  • 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
Los Angeles to Reagan-National flights
Dallas/Fort Worth to Reagan-National flights
Atlanta to Dulles Intl flights
Los Angeles to Dulles Intl flights
Boston to Dulles Intl flights
LaGuardia to Raleigh flights
Orlando to Dulles Intl flights
Hobby to Reagan-National flights
O'Hare Intl to Dulles Intl flights
Boston to Reagan-National flights
O'Hare Intl to Reagan-National flights
Boston to Raleigh flights
Seattle to Reagan-National flights
Newark to Greensboro flights
Seattle to Dulles Intl flights
John F Kennedy Intl to Raleigh flights
Hobby to Dulles Intl flights
San Francisco to Reagan-National flights
Orlando to Reagan-National flights
Atlanta to Reagan-National flights
San Francisco to Dulles Intl flights
Newark to Raleigh flights
Fort Lauderdale to Dulles Intl flights
Miami to Dulles Intl flights
John F Kennedy Intl to Greensboro flights
George Bush Intcntl to Dulles Intl flights
George Bush Intcntl to Reagan-National flights
Detroit to Dulles Intl flights
Austin to Dulles Intl flights
Ontario to Dulles Intl flights
Tampa to Dulles Intl flights
Detroit to Reagan-National flights
Tampa to Reagan-National flights
Denver to Reagan-National flights
Denver to Dulles Intl flights
Minneapolis to Dulles Intl flights
O'Hare Intl to Raleigh flights
LaGuardia to Reagan-National flights
Austin to Reagan-National flights
Boston to Richmond flights
Los Angeles to Raleigh flights
LaGuardia to Greensboro flights
Minneapolis to Reagan-National flights
Sky Harbor Intl to Dulles Intl flights
Denver to Raleigh flights
Atlanta to Raleigh flights
Miami to Reagan-National flights
Newark to Dulles Intl flights
Dallas/Fort Worth to Raleigh flights

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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$281FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights