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Chesapeake

$132+ Cheap flights from Des Moines (DSM) 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — RIC
Apr 27 — May 41
Mon 4/27
Mon 5/4
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 March 28, 2026.

This Delta deal was found by Cheapflights users on 3/25. 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.
Wed 4/155:45 pm
DSM
-
ORF
1 stop4h 10m
Delta
Wed 4/225:50 am
ORF
-
DSM
1 stop6h 15m
Delta
Deal found 3/25$263
This United Airlines deal was found by Cheapflights users on 3/23. 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 5/67:05 pm
DSM
-
ORF
1 stop4h 54m
United Airlines
Sat 5/95:14 pm
ORF
-
DSM
1 stop5h 11m
United Airlines
Deal found 3/23$290
This United Airlines deal was found by Cheapflights users on 3/25. 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 4/233:31 pm
DSM
-
ORF
1 stop4h 37m
United Airlines
Wed 4/296:11 am
ORF
-
DSM
2 stops9h 14m
United Airlines
Deal found 3/25$295
This Delta deal was found by Cheapflights users on 3/24. 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.
Thu 4/235:45 am
DSM
-
ORF
1 stop4h 29m
Delta
Sat 4/2512:45 pm
ORF
-
DSM
1 stop5h 17m
Delta
Deal found 3/24$317
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/107:45 am
DSM
-
ORF
1 stop8h 54m
Multiple Airlines
Sun 5/179:12 pm
ORF
-
DSM
2 stops26h 45m
Multiple Airlines
Deal found 3/27$319
This United Airlines deal was found by Cheapflights users on 3/25. 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.
Sat 5/26:15 am
DSM
-
ORF
2 stops9h 47m
United Airlines
Mon 5/46:00 am
ORF
-
DSM
1 stop5h 37m
United Airlines
Deal found 3/25$322
This Southwest deal was found by Cheapflights users on 3/26. 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.
Wed 6/105:20 am
DSM
-
ORF
1 stop4h 25m
Southwest
Mon 6/157:15 pm
ORF
-
DSM
1 stop5h 15m
Southwest
Deal found 3/26$335
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/62:02 pm
DSM
-
ORF
1 stop4h 39m
American Airlines
Sat 5/97:32 am
ORF
-
DSM
1 stop4h 58m
American Airlines
Deal found 3/27$337
This United Airlines deal was found by Cheapflights users on 3/26. 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 4/171:10 pm
DSM
-
ORF
1 stop6h 58m
United Airlines
Mon 4/205:05 pm
ORF
-
DSM
1 stop5h 27m
United Airlines
Deal found 3/26$344
This United Airlines deal was found by Cheapflights users on 3/25. 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.
Mon 6/16:50 pm
DSM
-
ORF
1 stop4h 51m
United Airlines
Wed 6/34:57 pm
ORF
-
DSM
1 stop7h 19m
United Airlines
Deal found 3/25$345
This United Airlines deal was found by Cheapflights users on 3/25. 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 4/158:20 am
DSM
-
ORF
2 stops14h 12m
United Airlines
Wed 4/225:05 pm
ORF
-
DSM
1 stop7h 12m
United Airlines
Deal found 3/25$348

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 March 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$263
(Delta)

One-way from

$132
(Delta)

Popular in

April

Cheapest in

September

Average price

$397
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
One-way flight from Des Moines to Chesapeake
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 28, 2026.
Use the filters below to find and compare flights from Des Moines to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Sat 5/9

5:35 am-10:50 am

1 stop4h 15m

Norfolk

Wed 5/13

6:25 pm-10:10 pm

1 stop4h 45m

$290

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 5/20

6:00 am-1:38 pm

1 stop6h 38m

Norfolk

Sat 5/30

8:18 pm-12:17 am

1 stop4h 59m

$290

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 5/6

7:05 pm-12:59 am

1 stop4h 54m

Norfolk

Sat 5/9

5:14 pm-9:25 pm

1 stop5h 11m

$290

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Mon 5/11

6:41 pm-12:48 am

1 stop5h 07m

Norfolk

Mon 5/18

4:39 pm-10:32 pm

1 stop6h 53m

$317

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Mon 6/1

6:50 pm-12:41 am

1 stop4h 51m

Norfolk

Wed 6/3

10:45 am-7:25 pm

2 stops9h 40m

$350

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Sat 5/9

6:15 am-2:25 pm

1 stop7h 10m

Norfolk

Wed 5/13

6:00 am-10:37 am

1 stop5h 37m

$370

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Fri 5/8

6:41 pm-12:48 am

1 stop5h 07m

Norfolk

Fri 5/15

6:26 pm-10:32 pm

1 stop5h 06m

$389

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 5/20

11:40 am-11:50 pm

2 stops11h 10m

Norfolk

Sat 5/30

8:00 am-4:15 pm

1 stop9h 15m

$399
Cheapest one-way

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Wed 4/29

2:44 pm-8:49 pm

1 stop5h 05m

$132

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 4/23

3:31 pm-9:08 pm

1 stop4h 37m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 16 resultsSorted by cheapest first
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 February is currently the most expensive (average of $379). 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.

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

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 March 28, 2026.
Read through reviews of airlines operating flights from Des Moines to Chesapeake, such as Delta,United Airlines, andAmerican 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
8,356 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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
8,356 reviews
Delta
7.9
Good
8,356 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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
9,499 reviews
Delta
7.9
Good
8,356 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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
7.1
Good
11,520 reviews
Delta
7.9
Good
8,356 reviews

Boarding

8.1

Comfort

7.9

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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 15m. Southwest provides one of the quickest options available for as low as $290. 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 February is currently the most expensive (average of $379). 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

Browse thousands of different options on Cheapflights for your next trip

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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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$195Average$406FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$236Average$431FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$392FlexibilityNo cancel feeOn-time71%

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