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Chesapeake

$79+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — RIC
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
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 August 1, 2025.

Round-trip from

$176
(FlightHub)

One-way from

$79
(FlightHub)

Popular in

March

Cheapest in

February

Average price

$239
From Maryland to Chesapeake
Search Deals
One-way flight from Maryland to Chesapeake
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Highest demand for flights based on searches. 11% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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.
Sat 8/232:06 pmPHL - ORF
1 stop8h 28mSpirit Airlines
Wed 8/275:30 amORF - PHL
1 stop6h 00mSpirit Airlines
Deal found 8/1$160
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/265:11 pmBWI - ORF
1 stop5h 23mSpirit Airlines
Tue 9/25:30 amORF - BWI
1 stop9h 16mSpirit Airlines
Deal found 7/31$176
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/288:19 amDCA - ORF
Nonstop1h 00mAmerican Airlines
Thu 9/45:30 amORF - DCA
Nonstop1h 06mAmerican Airlines
Deal found 7/31$177
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2612:50 pmIAD - ORF
Nonstop1h 04mUnited Airlines
Tue 9/26:15 amORF - IAD
Nonstop1h 00mUnited Airlines
Deal found 7/31$177
This Frontier deal was found by Cheapflights users on 7/30. 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 9/195:15 amPHL - ORF
1 stop6h 09mFrontier
Sun 9/215:47 pmORF - PHL
1 stop7h 05mFrontier
Deal found 7/30$178
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/218:10 amBWI - ORF
Nonstop1h 00mSouthwest
Mon 8/253:00 pmORF - BWI
Nonstop1h 00mSouthwest
Deal found 7/31$186
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/277:58 amBWI - ORF
1 stop4h 00mAmerican Airlines
Wed 9/38:00 amORF - BWI
1 stop5h 56mAmerican Airlines
Deal found 7/30$187
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:15 pmDCA - ORF
1 stop4h 15mUnited Airlines
Sat 9/276:00 amORF - DCA
1 stop4h 28mUnited Airlines
Deal found 7/29$199
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2710:25 amIAD - ORF
1 stop6h 17mAmerican Airlines
Wed 9/36:00 amORF - IAD
1 stop4h 07mAmerican Airlines
Deal found 7/30$251
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/263:15 pmDCA - ORF
1 stop6h 10mSouthwest
Thu 8/286:15 pmORF - DCA
1 stop5h 10mSouthwest
Deal found 7/30$258
This Orbitz deal was found by Cheapflights users on 7/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/235:45 amPHL - ORF
1 stop10h 40mMultiple Airlines
Sun 8/314:12 pmORF - PHL
1 stop8h 37mMultiple Airlines
Deal found 7/30$262
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:20 pmPHL - ORF
1 stop15h 34mAmerican Airlines
Sat 11/83:15 pmORF - PHL
Nonstop1h 12mAmerican Airlines
Deal found 7/29$269

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 August 1, 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

Sat 8/23

2:06 pm-10:34 pm

1 stop8h 28m

Norfolk

Wed 8/27

5:30 am-11:30 am

1 stop6h 00m

$160

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Tue 8/26

5:11 pm-10:34 pm

1 stop5h 23m

Norfolk

Tue 9/2

5:30 am-2:46 pm

1 stop9h 16m

$176

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Thu 8/28

8:19 am-9:19 am

Nonstop1h 00m

Norfolk

Thu 9/4

5:30 am-6:36 am

Nonstop1h 06m

$177

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Tue 8/26

12:50 pm-1:54 pm

Nonstop1h 04m

Norfolk

Tue 9/2

6:15 am-7:15 am

Nonstop1h 00m

$177

PhiladelphiaNorfolk

PHL - ORF

PHLORF

Philadelphia

Fri 9/19

5:15 am-11:24 am

1 stop6h 09m

Norfolk

Sun 9/21

5:47 pm-12:52 am

1 stop7h 05m

$178

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Thu 8/21

8:10 am-9:10 am

Nonstop1h 00m

Norfolk

Mon 8/25

3:00 pm-4:00 pm

Nonstop1h 00m

$186

BaltimoreNorfolk

BWI - ORF

BWIORF

Baltimore/Washington

Wed 8/27

7:58 am-11:58 am

1 stop4h 00m

Norfolk

Wed 9/3

8:00 am-1:56 pm

1 stop5h 56m

$187

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Tue 9/23

7:15 pm-11:30 pm

1 stop4h 15m

Norfolk

Sat 9/27

6:00 am-10:28 am

1 stop4h 28m

$199

Washington, D.C.Norfolk

DCA - ORF

DCAORF

Washington, D.C. Reagan-National

Thu 8/28

6:30 am-5:50 pm

2 stops11h 20m

Norfolk

Thu 9/4

10:25 am-5:00 pm

1 stop6h 35m

$249

Washington, D.C.Norfolk

IAD - ORF

IADORF

Washington, D.C. Dulles Intl

Wed 8/27

10:25 am-4:42 pm

1 stop6h 17m

Norfolk

Wed 9/3

6:00 am-10:07 am

1 stop4h 07m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 34 results
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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 August 1, 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.

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated August 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Maryland to Chesapeake to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    $79 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $89 and $89, respectively.

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

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

  • What are the cheapest flights from Maryland to Chesapeake?

    On average you can expect to pay $327 for a flight from Maryland to Chesapeake. The cheapest flight overall is $48 while the most popular route, (Baltimore/Washington - Norfolk) is currently priced at $184.

  • 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 2 airlines flying from Maryland to Chesapeake

Discover the top 2 airlines 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$127Average$366FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$213Average$338FlexibilityNo cancel feeOn-time71%

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