$125+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — RIC
Jul 14 — Jul 211
Round-trip
1 adult, Economy
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Find cheap flights from Des Moines to Chesapeake with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Des Moines to Chesapeake
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Best
Last-minute
One-way
Cheapest flights from Des Moines to ChesapeakeExplore 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 June 14, 2026.
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 June 14, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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 8/46:10 am
DSM
- ORF
1 stop4h 55m
Southwest
Wed 8/126:15 pm
ORF
- DSM
1 stop4h 40m
Southwest
Deal found 6/9![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 6/11. 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 9/165:44 am
DSM
- ORF
1 stop7h 10m
Delta
Mon 9/212:24 pm
ORF
- DSM
1 stop5h 51m
Delta
Deal found 6/11![Delta logo]()
$273
This United Airlines deal was found by Cheapflights users on 6/11. 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 9/166:29 am
DSM
- ORF
2 stops6h 46m
United Airlines
Mon 9/215:02 pm
ORF
- DSM
1 stop5h 26m
United Airlines
Deal found 6/11![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 10/55:25 pm
DSM
- ORF
1 stop5h 08m
Delta
Wed 10/74:27 pm
ORF
- DSM
1 stop7h 02m
Delta
Deal found 6/10![Delta logo]()
$290
This Delta deal was found by Cheapflights users on 6/11. 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.
Mon 10/56:45 pm
DSM
- ORF
1 stop4h 48m
Delta
Sat 10/105:50 am
ORF
- DSM
1 stop4h 34m
Delta
Deal found 6/11![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 6/10. 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 9/166:10 am
DSM
- ORF
2 stops10h 10m
Southwest
Mon 9/211:55 pm
ORF
- DSM
2 stops9h 15m
Southwest
Deal found 6/10![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 6/10. 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 10/54:30 pm
DSM
- ORF
1 stop4h 10m
Southwest
Wed 10/712:45 pm
ORF
- DSM
2 stops10h 05m
Southwest
Deal found 6/10![Southwest logo]()
$310
This American Airlines deal was found by Cheapflights users on 6/12. 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 9/1711:00 am
DSM
- ORF
1 stop7h 29m
American Airlines
Tue 9/226:15 am
ORF
- DSM
1 stop6h 49m
American Airlines
Deal found 6/12![American Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 6/12. 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 9/178:00 am
DSM
- ORF
1 stop6h 13m
United Airlines
Tue 9/226:02 am
ORF
- DSM
2 stops9h 18m
United Airlines
Deal found 6/12![United Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/13:20 pm
DSM
- ORF
1 stop5h 21m
United Airlines
Wed 9/26:02 am
ORF
- DSM
1 stop5h 24m
United Airlines
Deal found 6/9![United Airlines logo]()
$343
Best flights from Des Moines to ChesapeakeDiscover carefully curated flight deals from Des Moines to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 14, 2026.
Discover carefully curated flight deals from Des Moines to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 14, 2026.
This United Airlines deal was found by Cheapflights users on 6/11. 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 9/16:00 am
DSM
- ORF
1 stop7h 17m
United Airlines
Wed 9/25:02 pm
ORF
- DSM
1 stop5h 21m
United Airlines
Deal found 6/11![United Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 6/13. 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 7/45:34 pm
DSM
- ORF
1 stop4h 55m
Delta
Wed 7/82:41 pm
ORF
- DSM
1 stop5h 34m
Delta
Deal found 6/13![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sat 7/253:35 pm
DSM
- ORF
1 stop5h 00m
Southwest
Sat 8/16:35 pm
ORF
- DSM
1 stop5h 20m
Southwest
Deal found 6/10![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 6/12. 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 7/411:40 am
DSM
- ORF
1 stop7h 04m
Delta
Tue 7/72:41 pm
ORF
- DSM
1 stop5h 34m
Delta
Deal found 6/12![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 6/11. 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 7/310:24 am
DSM
- ORF
1 stop4h 48m
Delta
Tue 7/75:15 am
ORF
- DSM
1 stop6h 30m
Delta
Deal found 6/11![Delta logo]()
$369
Last-minute flights from Des Moines to ChesapeakeDiscover last-minute flight deals from Des Moines to Chesapeake. Data last updated June 14, 2026 and is based on user searches.
Discover last-minute flight deals from Des Moines to Chesapeake. Data last updated June 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/12. 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 7/411:40 am
DSM
- ORF
1 stop7h 04m
Delta
Tue 7/72:41 pm
ORF
- DSM
1 stop5h 34m
Delta
Deal found 6/12![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sat 7/41:15 pm
DSM
- ORF
1 stop4h 20m
Southwest
Wed 7/87:00 pm
ORF
- DSM
1 stop4h 50m
Southwest
Deal found 6/10![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 6/11. 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 7/48:00 am
DSM
- ORF
1 stop4h 54m
United Airlines
Tue 7/710:45 am
ORF
- DSM
2 stops11h 37m
United Airlines
Deal found 6/11![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 6/11. 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 7/45:34 pm
DSM
- ORF
1 stop4h 55m
Delta
Wed 7/82:41 pm
ORF
- DSM
1 stop5h 34m
Delta
Deal found 6/11![Delta logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Thu 7/95:08 pm
DSM
- ORF
1 stop17h 11m
Multiple Airlines
Tue 7/149:34 pm
ORF
- DSM
2 stops37h 33m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 6/12. 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 7/95:32 pm
DSM
- ORF
1 stop5h 00m
Delta
Tue 7/146:17 pm
ORF
- DSM
1 stop5h 12m
Delta
Deal found 6/12![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/95:00 am
DSM
- ORF
2 stops7h 49m
American Airlines
Tue 7/146:46 pm
ORF
- DSM
1 stop6h 15m
American Airlines
Deal found 6/12![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 6/9. 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 7/114:47 pm
DSM
- ORF
1 stop6h 37m
Delta
Wed 7/156:17 pm
ORF
- DSM
1 stop5h 12m
Delta
Deal found 6/9![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 6/9. 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 7/145:20 am
DSM
- ORF
1 stop4h 45m
Southwest
Tue 7/217:00 pm
ORF
- DSM
1 stop4h 50m
Southwest
Deal found 6/9![Southwest logo]()
$355
This Delta deal was found by Cheapflights users on 6/11. 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 7/176:37 pm
DSM
- ORF
1 stop5h 08m
Delta
Tue 7/216:05 am
ORF
- DSM
1 stop4h 40m
Delta
Deal found 6/11![Delta logo]()
$381
This Southwest deal was found by Cheapflights users on 6/11. 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.
Fri 7/174:40 pm
DSM
- ORF
2 stops6h 00m
Southwest
Tue 7/217:00 pm
ORF
- DSM
1 stop4h 50m
Southwest
Deal found 6/11![Southwest logo]()
$386
One-way flights from Des Moines to ChesapeakeSearch for one-way flight options from Des Moines to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 14, 2026.
Search for one-way flight options from Des Moines to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 14, 2026.
This Southwest deal was found by Cheapflights users on 6/12. 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 8/46:10 am
DSM
- ORF
1 stop4h 55m
Southwest
Deal found 6/12![Southwest logo]()
$125
This United Airlines deal was found by Cheapflights users on 6/11. 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 8/241:10 pm
DSM
- ORF
1 stop7h 31m
United Airlines
Deal found 6/11![United Airlines logo]()
$159
This Southwest deal was found by Cheapflights users on 6/11. 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 7/285:20 am
DSM
- ORF
1 stop4h 45m
Southwest
Deal found 6/11![Southwest logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Mon 8/248:38 pm
DSM
- ORF
2 stops23h 23m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sat 7/113:35 pm
DSM
- ORF
1 stop5h 00m
Southwest
Deal found 6/9![Southwest logo]()
$191
This United Airlines deal was found by Cheapflights users on 6/11. 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 7/288:00 am
DSM
- ORF
3 stops14h 44m
United Airlines
Deal found 6/11![United Airlines logo]()
$228
This United Airlines deal was found by Cheapflights users on 6/12. 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 8/48:00 am
DSM
- ORF
3 stops14h 44m
United Airlines
Deal found 6/12![United Airlines logo]()
$241
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/206:50 pm
DSM
- ORF
1 stop5h 07m
United Airlines
Deal found 6/10![United Airlines logo]()
$290
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 June 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (Southwest) |
One-way from | $125 (Southwest) |
Popular in | March |
Cheapest in | August |
Average price | $452 |
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 June 14, 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
Cheapest round-trip
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Tue 9/1
6:00 am-2:17 pm
1 stop7h 17m
Norfolk
Wed 9/2
5:02 pm-9:23 pm
1 stop5h 21m
$343
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Sat 7/4
5:34 pm-11:29 pm
1 stop4h 55m
Norfolk
Wed 7/8
2:41 pm-7:15 pm
1 stop5h 34m
$359
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Sat 7/4
11:40 am-7:44 pm
1 stop7h 04m
Norfolk
Tue 7/7
2:41 pm-7:15 pm
1 stop5h 34m
$359
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Fri 7/3
10:24 am-4:12 pm
1 stop4h 48m
Norfolk
Tue 7/7
5:15 am-10:45 am
1 stop6h 30m
$369
Quickest round-trip
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Sat 7/25
3:35 pm-9:35 pm
1 stop5h 00m
Norfolk
Sat 8/1
6:35 pm-10:55 pm
1 stop5h 20m
$404
Cheapest one-way
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Mon 8/24
1:10 pm-9:41 pm
1 stop7h 31m
$159
Quickest one-way
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Tue 7/28
5:20 am-11:05 am
1 stop4h 45m
$178
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Tue 8/4
11:23 am-11:44 pm
2 stops11h 21m
$183
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Sat 7/11
3:35 pm-9:35 pm
1 stop5h 00m
$191
Des MoinesNorfolk
DSM - ORF
DSMORF
Des Moines
Tue 7/28
8:00 am-11:44 pm
3 stops14h 44m
$228
Showing 1-10 of 13 resultsSorted by cheapest first
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.
DSM-ORF
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
DSM-C6E
DSM-ORF
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 June 14, 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.
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Comfort
7.8
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Complete your trip
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Alternative routes for Des Moines to Chesapeake
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Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Des Moines to Chesapeake by cabin class
Find flights from Des Moines to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Des Moines and Chesapeake flights
Browse other Des Moines and Chesapeake flight options. Last updated on June 14, 2026.
Other flights from Des Moines
Browse through other flights departing from Des Moines. Flights are based on user searches made on Cheapflights and were last updated on June 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Des Moines to Chesapeake flights
Consider these flights traveling from Des Moines to Chesapeake.
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 June 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$195 | Average$436 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$216 | Average$409 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$466 | FlexibilityNo cancel fee | On-time69% |