$66+ Cheap flights from Philadelphia (PHL) 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — RIC
Sep 30 — Oct 71
Round-trip
1 adult, Economy
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Find cheap flights from Philadelphia 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 Philadelphia to Chesapeake
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Best
Last-minute
One-way
Cheapest flights from Philadelphia to ChesapeakeExplore the most affordable flight options available from Philadelphia to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 31, 2026.
Explore the most affordable flight options available from Philadelphia to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:32 pm -
1 stop19h 12m
Sat 10/173:50 pm -
1 stop7h 21m
Deal found 8/30![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:32 pm -
1 stop18h 57m
Thu 10/11:18 pm -
1 stop10h 00m
Deal found 8/26![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:32 pm -
1 stop18h 57m
Sat 9/194:45 pm -
1 stop6h 33m
Deal found 8/26![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:30 am -
1 stop6h 25m
Sat 10/173:50 pm -
1 stop7h 21m
Deal found 8/28![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/288:41 am -
1 stop27h 48m
Mon 10/58:03 pm -
2 stops35h 13m
Deal found 8/29![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 9/128:41 am -
1 stop7h 09m
Sat 9/194:45 pm -
1 stop6h 33m
Deal found 8/27![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:32 pm -
1 stop18h 57m
Mon 9/218:03 pm -
2 stops35h 13m
Deal found 8/26![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:41 am -
2 stops13h 48m
Sat 10/173:50 pm -
1 stop7h 21m
Deal found 8/30![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:00 am -
1 stop16h 43m
Sat 10/33:47 pm -
1 stop7h 31m
Deal found 8/28![Multiple Airlines logo]()
$193
Best flights from Philadelphia to ChesapeakeDiscover carefully curated flight deals from Philadelphia to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
Discover carefully curated flight deals from Philadelphia to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:15 am -
1 stop11h 49m
Sun 10/251:19 pm -
1 stop18h 02m
Deal found 8/26![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:45 pm -
2 stops22h 05m
Mon 9/217:43 pm -
1 stop13h 47m
Deal found 8/26![Frontier logo]()
$321
This United Airlines deal was found by Cheapflights users on 8/29. 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 11/257:40 pm -
1 stop4h 04m
Sat 11/286:15 am -
1 stop3h 34m
Deal found 8/29![United Airlines logo]()
$443
This American Airlines deal was found by Cheapflights users on 8/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:45 pm -
Nonstop1h 15m
Sun 10/256:27 am -
Nonstop1h 13m
Deal found 8/26![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/30. 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.
Sat 9/127:40 pm -
1 stop4h 03m
Wed 9/161:00 pm -
1 stop6h 31m
Deal found 8/30![United Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 8/30. 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.
Thu 9/103:05 pm -
1 stop3h 47m
Sun 9/136:10 pm -
2 stops20h 10m
Deal found 8/30![United Airlines logo]()
$680
This United Airlines deal was found by Cheapflights users on 8/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:15 am -
1 stop3h 27m
Sun 10/116:00 am -
2 stops17h 30m
Deal found 8/28![United Airlines logo]()
$701
This United Airlines deal was found by Cheapflights users on 8/31. 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 9/287:30 pm -
1 stop4h 18m
Mon 10/57:59 pm -
1 stop3h 31m
Deal found 8/31![United Airlines logo]()
$733
Last-minute flights from Philadelphia to ChesapeakeDiscover last-minute flight deals from Philadelphia to Chesapeake. Data last updated August 31, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Chesapeake. Data last updated August 31, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 9/128:41 am -
1 stop7h 09m
Sat 9/194:45 pm -
1 stop6h 33m
Deal found 8/27![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:32 pm -
1 stop18h 57m
Sat 9/194:45 pm -
1 stop6h 33m
Deal found 8/26![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:32 pm -
1 stop18h 57m
Mon 9/218:03 pm -
2 stops35h 13m
Deal found 8/26![Multiple Airlines logo]()
$190
This Frontier deal was found by Cheapflights users on 8/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:15 am -
1 stop11h 33m
Thu 9/171:18 pm -
1 stop10h 00m
Deal found 8/26![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 8/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:15 am -
1 stop11h 33m
Sat 10/33:47 pm -
1 stop7h 31m
Deal found 8/29![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:32 pm -
1 stop18h 57m
Thu 10/11:18 pm -
1 stop10h 00m
Deal found 8/26![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/288:41 am -
1 stop27h 48m
Mon 10/58:03 pm -
2 stops35h 13m
Deal found 8/29![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:59 pm -
1 stop26h 30m
Sun 10/41:18 pm -
1 stop17h 58m
Deal found 8/30![Multiple Airlines logo]()
$201
One-way flights from Philadelphia to ChesapeakeSearch for one-way flight options from Philadelphia to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
Search for one-way flight options from Philadelphia to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 9/2612:40 pm -
1 stop23h 49m
Deal found 8/27![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 9/3012:40 pm -
1 stop23h 49m
Deal found 8/31![Frontier logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:22 pm -
1 stop19h 27m
Deal found 8/26![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:32 pm -
1 stop21h 19m
Deal found 8/30![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Sat 10/312:40 pm -
1 stop23h 49m
Deal found 8/31![Frontier logo]()
$82
This Frontier deal was found by Cheapflights users on 8/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:37 am -
1 stop8h 11m
Deal found 8/27![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:22 pm -
1 stop21h 33m
Deal found 8/26![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:40 pm -
2 stops23h 35m
Deal found 8/30![Multiple Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Fri 9/255:32 pm -
1 stop22h 18m
Deal found 8/27![Frontier logo]()
$99
Find flight deals from Philadelphia to Chesapeake
Keep the following information in mind while searching for Philadelphia to Chesapeake flight deals. Data was last updated August 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Kiwi.com) |
One-way from | $66 (Kiwi.com) |
Popular in | July |
Cheapest in | November |
Average price | $497 |
Cheapflights Fare Finder
Customize your flight search to find flights from Philadelphia 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 7,457,451 searches. Data last updated August 31, 2026.
Use the filters below to find and compare flights from Philadelphia to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Thu 10/22
8:15 am-8:04 pm
1 stop11h 49m
Norfolk
Sun 10/25
1:19 pm-7:21 am
1 stop18h 02m
$288
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Fri 9/18
5:45 pm-3:50 pm
2 stops22h 05m
Norfolk
Mon 9/21
7:43 pm-9:30 am
1 stop13h 47m
$321
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Wed 11/25
7:40 pm-11:44 pm
1 stop4h 04m
Norfolk
Sat 11/28
6:15 am-9:49 am
1 stop3h 34m
$443
Quickest round-trip
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Thu 10/22
3:45 pm-5:00 pm
Nonstop1h 15m
Norfolk
Sun 10/25
6:27 am-7:40 am
Nonstop1h 13m
$511
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Sat 9/12
7:40 pm-11:43 pm
1 stop4h 03m
Norfolk
Wed 9/16
1:00 pm-7:31 pm
1 stop6h 31m
$537
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Thu 9/10
3:05 pm-6:52 pm
1 stop3h 47m
Norfolk
Sun 9/13
6:10 pm-2:20 pm
2 stops20h 10m
$680
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Fri 10/9
6:15 am-9:42 am
1 stop3h 27m
Norfolk
Sun 10/11
6:00 am-11:30 pm
2 stops17h 30m
$701
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Mon 9/28
7:30 pm-11:48 pm
1 stop4h 18m
Norfolk
Mon 10/5
7:59 pm-11:30 pm
1 stop3h 31m
$733
Cheapest one-way
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Tue 9/29
12:40 pm-12:15 pm
2 stops23h 35m
$103
PhiladelphiaNorfolk
PHL Philadelphia - ORF Norfolk
PHLORF
Philadelphia
Fri 9/25
10:10 am-6:48 pm
1 stop8h 38m
$110
Showing 1-10 of 14 resultsSorted by cheapest first
Best time to book a flight from Philadelphia to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Philadelphia with our price prediction graph.
PHL-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 Philadelphia to Chesapeake
PHL-C6E
PHL-ORF
What is the cheapest time of day to fly from PHL to C6E?
Find hourly flight availability from Philadelphia 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 August 31, 2026.
When flying from Philadelphia to Chesapeake, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 23% versus a flight in the evening.
Weekly flight availability from Philadelphia to Chesapeake
Explore weekly flight availability from Philadelphia to Chesapeake. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 31, 2026.
The most flights from PHL to C6E are scheduled on a Monday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Philadelphia to Chesapeake?
Airfare is below average for this route at the moment.
Philadelphia to Chesapeake flights typically cost between $409 and $753 in October.The cheapest round-trip price found within the last 5 days was $127 on Frontier (Oct 7-Oct 17).
What is the cheapest day to fly from Philadelphia to Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from Philadelphia to Chesapeake. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Philadelphia to Chesapeake flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 August 31, 2026.
Peruse reviews from past customers who have flown with American Airlines from Philadelphia to Chesapeake to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Entertainment
6.8
Food
6.4
Overall
7.1
Crew
7.9
Comfort
7.2
Reviews
1 / 20
8.0
Excellentameenah,Feb 2024
PHL - DFW
Boarding
7.5
Entertainment
6.8
Food
6.4
Overall
7.1
Crew
7.9
Comfort
7.2
Reviews
1 / 20
8.0
Excellentameenah,Feb 2024
PHL - DFW
Related info for your journey
Find useful and relevant information for your journey from Philadelphia to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Philadelphia 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.
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Find flights from Philadelphia to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Philadelphia and Chesapeake flights
Browse other Philadelphia and Chesapeake flight options. Last updated on August 31, 2026.
Other flights from Philadelphia
Browse through other flights departing from Philadelphia. Flights are based on user searches made on Cheapflights and were last updated on August 31, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Philadelphia to Chesapeake flights
Consider these flights traveling from Philadelphia to Chesapeake.
Top airline flying from Philadelphia to Chesapeake
Discover the top airline that operate flights from Philadelphia 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 7,457,451 searches. Data last updated August 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$346 | Average$526 | FlexibilityNo cancel fee | On-time71% |