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Chesapeake

$107+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — RIC
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap 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 July 30, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$107
(Mytrip)

Popular in

April

Cheapest in

August

Average price

$492
From Des Moines to Chesapeake
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One-way flight from Des Moines to Chesapeake
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Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 30, 2025.

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.
Sat 9/133:46 pmDSM - ORF
1 stop5h 15mAmerican Airlines
Sat 9/206:01 pmORF - DSM
1 stop4h 57mAmerican Airlines
Deal found 7/30$234
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/43:15 pmDSM - ORF
2 stops7h 13mUnited Airlines
Thu 11/66:30 amORF - DSM
1 stop5h 00mUnited Airlines
Deal found 7/30$312
This Southwest deal was found by Cheapflights users on 7/28. 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 10/2311:45 amDSM - ORF
2 stops10h 40mSouthwest
Wed 10/292:55 pmORF - DSM
2 stops7h 55mSouthwest
Deal found 7/28$362
This Mytrip deal was found by Cheapflights users on 7/28. 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 7/3011:00 amDSM - ORF
3 stops28h 25mMultiple Airlines
Sat 8/25:50 amORF - DSM
2 stops12h 26mMultiple Airlines
Deal found 7/28$774
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:44 amDSM - ORF
2 stops11h 34mDelta
Sat 9/206:44 amORF - DSM
2 stops11h 58mDelta
Deal found 7/30$1,765

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 July 30, 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

Sat 9/13

3:46 pm-10:01 pm

1 stop5h 15m

Norfolk

Sat 9/20

6:01 pm-9:58 pm

1 stop4h 57m

$234

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Tue 11/4

3:15 pm-11:28 pm

2 stops7h 13m

Norfolk

Thu 11/6

6:30 am-10:30 am

1 stop5h 00m

$312

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 10/23

11:45 am-11:25 pm

2 stops10h 40m

Norfolk

Wed 10/29

2:55 pm-9:50 pm

2 stops7h 55m

$362

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Sat 9/13

5:44 am-6:18 pm

2 stops11h 34m

Norfolk

Sat 9/20

6:44 am-5:42 pm

2 stops11h 58m

$1,765

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 8/7

8:30 am-5:04 pm

1 stop7h 34m

$107

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Mon 10/20

5:56 pm-11:18 pm

1 stop4h 22m

$119

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Tue 9/9

11:35 am-11:30 pm

2 stops10h 55m

$124

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 9/11

6:00 am-2:51 pm

1 stop7h 51m

$184

Des MoinesNorfolk

DSM - ORF

DSMORF

Des Moines

Thu 8/7

6:30 am-10:35 pm

2 stops15h 05m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, January is the cheapest month in which you can book a flight from Des Moines to Chesapeake (average of $281). Flying from Des Moines 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 DSM to C6E?

Find hourly flight availability from Des Moines 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 July 30, 2025.

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

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 July 30, 2025.
Read through reviews of airlines operating flights from Des Moines to Chesapeake, such as Southwest, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

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
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

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
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

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
4,241 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

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.
Allegiant Air
7.2
Good
703 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

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 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.

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

    The cheapest airlines for a one-way flight from Des Moines to Chesapeake are Allegiant Air ($107), Delta ($119), and American Airlines ($184).

  • 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, January is the cheapest month in which you can book a flight from Des Moines to Chesapeake (average of $281). Flying from Des Moines 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 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$236Average$366FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$237Average$412FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$276Average$378FlexibilityNo cancel feeOn-time71%

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