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Chesapeake

$310+ Cheap flights from Des Moines (DSM) to Chesapeake, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — RIC
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Des Moines to Chesapeake

Cheapest flights from Des Moines to Chesapeake
Explore the most affordable flight options available from Des Moines to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/313:14 pmDSM - ORF
2 stops7h 27mUnited Airlines
Sun 1/45:15 pmORF - DSM
1 stop5h 25mUnited Airlines
Deal found 12/16$408
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/316:40 amDSM - ORF
1 stop4h 42mAmerican Airlines
Sun 1/47:23 amORF - DSM
1 stop6h 31mAmerican Airlines
Deal found 12/16$453
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:16 pmDSM - ORF
1 stop7h 13mDelta
Wed 12/318:00 amORF - DSM
1 stop5h 28mDelta
Deal found 12/17$503
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Fri 12/193:14 pmDSM - ORF
2 stops7h 27mUnited Airlines
Wed 12/316:30 amORF - DSM
1 stop5h 20mUnited Airlines
Deal found 12/16$543
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/232:07 pmDSM - ORF
1 stop6h 24mAmerican Airlines
Mon 12/297:03 amORF - DSM
1 stop7h 18mAmerican Airlines
Deal found 12/15$577
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/233:45 pmDSM - ORF
1 stop21h 21mMultiple Airlines
Mon 12/292:04 pmORF - DSM
2 stops34h 06mMultiple Airlines
Deal found 12/15$604
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/232:07 pmDSM - ORF
1 stop6h 24mAmerican Airlines
Fri 12/266:00 amORF - DSM
1 stop7h 26mAmerican Airlines
Deal found 12/16$617
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/238:00 amDSM - ORF
1 stop5h 10mUnited Airlines
Fri 12/2611:41 amORF - DSM
2 stops10h 59mUnited Airlines
Deal found 12/16$622

Find flight deals from Des Moines to Chesapeake

Keep the following information in mind while searching for Des Moines to Chesapeake flight deals. Data was last updated December 18, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$310
(American Airlines)

Popular in

April

Cheapest in

August

Average price

$482
Provider with most accurate pricing for Des Moines-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Des Moines-Norfolk flights.
Search Deals
From Des Moines to Chesapeake
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Des Moines 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 December 18, 2025.
Use the filters below to find and compare flights from Des Moines to Chesapeake that are best for you.

Fly from

Des Moines

Fly to

Chesapeake

Route

Depart

Return

Price

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 1/15

4:25 pm-11:10 pm

1 stop5h 45m

Norfolk

Sun 1/18

3:06 pm-10:11 pm

1 stop8h 05m

$310

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 1/14

6:10 am-4:45 pm

2 stops9h 35m

Norfolk

Wed 1/21

12:45 pm-9:10 pm

2 stops9h 25m

$327

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Sat 1/24

6:24 am-12:19 pm

1 stop4h 55m

Norfolk

Sun 2/1

5:35 am-9:41 am

1 stop5h 06m

$352

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Sat 1/24

5:01 pm-10:32 pm

1 stop4h 31m

Norfolk

Sun 2/1

7:26 pm-11:08 pm

1 stop4h 42m

$352

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 2/11

8:35 am-8:30 pm

2 stops10h 55m

Norfolk

Sun 2/15

1:05 pm-9:20 pm

1 stop9h 15m

$354

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 2/11

11:30 am-11:27 pm

2 stops10h 57m

Norfolk

Sun 2/15

6:20 am-2:27 pm

2 stops9h 07m

$359

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Fri 1/9

8:00 am-2:25 pm

1 stop5h 25m

Norfolk

Mon 1/12

4:45 pm-9:50 pm

1 stop6h 05m

$379

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Fri 1/30

7:40 am-4:10 pm

1 stop7h 30m

Norfolk

Fri 2/6

7:26 pm-11:08 pm

1 stop4h 42m

$387

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Fri 1/30

1:35 pm-10:55 pm

1 stop8h 20m

Norfolk

Sun 2/1

10:05 am-2:33 pm

1 stop5h 28m

$387

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 1/1

3:14 pm-9:01 pm

1 stop4h 47m

Norfolk

Mon 1/5

11:41 am-9:40 pm

2 stops10h 59m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 11 results
1
2

Best time to book a flight from Des Moines to Chesapeake

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

What is the cheapest month to book a flight from Des Moines to Chesapeake?

Currently, September is the cheapest month in which you can book a flight from Des Moines to Chesapeake (average of $208). Flying from Des Moines to Chesapeake in January is currently the most expensive (average of $329). 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.

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 December 18, 2025.
Read through reviews of airlines operating flights from Des Moines to Chesapeake, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,091 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Des Moines 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 Des Moines to Chesapeake?

    Des Moines (DSM), located 3.6 mi from the city center, is the airport you fly out of when you book flights from Des Moines to Chesapeake. 3 airlines have flights from Des Moines to Chesapeake on a regular basis. Booking flights from Des Moines to Chesapeake should not be difficult; the airport handles an average of 0 outbound flights to Chesapeake per day.

  • How long is the flight from Des Moines to Chesapeake?

    A quick flight from Des Moines to Chesapeake can take about 4h 55m. American Airlines provides one of the quickest options available for as low as $352. Airlines will cover a distance of 985 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 Des Moines to Chesapeake that include hotel bookings?

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

  • How can I find direct flights from Des Moines to Chesapeake?

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

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

    Yes. Cheapflights offers flight deals from Des Moines 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 Des Moines to Chesapeake?

    Currently, September is the cheapest month in which you can book a flight from Des Moines to Chesapeake (average of $208). Flying from Des Moines to Chesapeake in January is currently the most expensive (average of $329). 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 Des Moines to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Des Moines to Chesapeake

Discover the top 3 airlines that operate flights from Des Moines 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$384FlexibilityNo cancel feeOn-time71%
DeltaCheapest$237Average$378FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$259Average$449FlexibilityNo cancel feeOn-time69%

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