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Chesapeake

$137+ Cheap flights from Midland (MAF) 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — RIC
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
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Cheap flight deals from Midland to Chesapeake

Keep the following information in mind while searching for Midland to Chesapeake flight deals. Data was last updated October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$543
(Southwest)

One-way from

$137
(American Airlines)
Provider with most accurate pricing for Midland Intl-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Midland Intl-Norfolk flights.
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From Midland Intl to Chesapeake
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One-way flight from Midland Intl to Chesapeake
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Find flight deals from Midland to Chesapeake

Cheapest flights from Midland to Chesapeake
Explore the most affordable flight options available from Midland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2025.

This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/201:20 pmMAF - ORF
2 stops7h 40mSouthwest
Mon 12/13:25 pmORF - MAF
2 stops9h 55mSouthwest
Deal found 10/2$543
This American Airlines deal was found by Cheapflights users on 10/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:00 amMAF - ORF
1 stop4h 59mAmerican Airlines
Mon 12/17:06 pmORF - MAF
1 stop5h 49mAmerican Airlines
Deal found 10/2$699
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/162:01 pmMAF - ORF
1 stop8h 41mUnited Airlines
Mon 10/207:59 pmORF - MAF
2 stops27h 14mUnited Airlines
Deal found 10/1$712
This American Airlines deal was found by Cheapflights users on 10/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/182:32 pmMAF - ORF
1 stop7h 10mAmerican Airlines
Sun 11/307:06 pmORF - MAF
1 stop5h 49mAmerican Airlines
Deal found 10/2$751
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/610:00 amMAF - ORF
1 stop7h 10mSouthwest
Tue 10/72:55 pmORF - MAF
2 stops10h 10mSouthwest
Deal found 10/1$820

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midland 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 October 2, 2025.
Use the filters below to find and compare flights from Midland to Chesapeake that are best for you.

Fly from

Midland

Fly to

Chesapeake

Route

Depart

Return

Price

MidlandNorfolk

MAF - ORF

MAFORF

Midland Intl

Thu 11/20

1:20 pm-10:00 pm

2 stops7h 40m

Norfolk

Mon 12/1

3:25 pm-12:20 am

2 stops9h 55m

$543

MidlandNorfolk

MAF - ORF

MAFORF

Midland Intl

Thu 11/20

5:00 am-10:59 am

1 stop4h 59m

Norfolk

Mon 12/1

7:06 pm-11:55 pm

1 stop5h 49m

$699

MidlandNorfolk

MAF - ORF

MAFORF

Midland Intl

Thu 10/16

2:01 pm-11:42 pm

1 stop8h 41m

Norfolk

Mon 10/20

7:59 pm-10:13 pm

2 stops27h 14m

$712

MidlandNorfolk

MAF - ORF

MAFORF

Midland Intl

Tue 11/18

2:32 pm-10:42 pm

1 stop7h 10m

Norfolk

Sun 11/30

7:06 pm-11:55 pm

1 stop5h 49m

$751

MidlandNorfolk

MAF - ORF

MAFORF

Midland Intl

Tue 12/2

4:31 pm-10:43 pm

1 stop5h 12m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

Best time to book a flight from Midland to Chesapeake

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

What is the cheapest time of day to fly from MAF to C6E?

Find hourly flight availability from Midland 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 October 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Midland to Chesapeake as you normally would.

Related info for your journey

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

  • What airport do you fly from for flights from Midland to Chesapeake?

    If you book a flight to Chesapeake from Midland, you will be flying from Midland Intl, which is the city’s only airport. Midland Intl (MAF) is located 8.2 mi from the center of Midland. There are 0 flights from Midland Intl to Chesapeake per day from 1 airline.

  • How long is the flight from Midland to Chesapeake?

    Airlines like Southwest, American Airlines, and United Airlines fly from Midland to Chesapeake in about 4h 59m. The time it takes to get you to your destination can typically vary by up to 3h 42m. The distance from Midland to Chesapeake is about 1515 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Midland to Chesapeake (average of $281). Flying from Midland 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.

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Top airline flying from Midland to Chesapeake

Discover the top airline that operate flights from Midland 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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$381Average$492FlexibilityNo cancel feeOn-time71%

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