$123+ Cheap flights from Madison to Pensacola (MSN - PNS)
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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PNS
May 11 — May 181
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Pensacola 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Madison to Pensacola
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Cheapest flights from Madison to PensacolaExplore the most affordable flight options available from Madison to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
Explore the most affordable flight options available from Madison to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 5/126:30 am
MSN
- PNS
1 stop6h 39m
United Airlines
Sat 5/235:29 pm
PNS
- MSN
1 stop4h 58m
United Airlines
Deal found 4/10![United Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/126:00 am
MSN
- PNS
2 stops8h 54m
American Airlines
Sat 5/235:22 pm
PNS
- MSN
1 stop5h 45m
American Airlines
Deal found 4/8![American Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/27:10 am
MSN
- PNS
1 stop7h 08m
American Airlines
Sat 5/96:57 pm
PNS
- MSN
1 stop4h 58m
American Airlines
Deal found 4/7![American Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:18 am
MSN
- PNS
2 stops8h 54m
American Airlines
Sat 5/165:07 am
PNS
- MSN
2 stops9h 26m
American Airlines
Deal found 4/9![American Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 5/125:43 am
MSN
- PNS
1 stop4h 56m
Delta
Mon 5/186:01 pm
PNS
- MSN
1 stop4h 43m
Delta
Deal found 4/9![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 4/6. 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 5/162:33 pm
MSN
- PNS
2 stops8h 43m
Delta
Thu 5/284:35 pm
PNS
- MSN
1 stop6h 09m
Delta
Deal found 4/6![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 4/6. 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 10/71:45 pm
MSN
- PNS
2 stops9h 42m
Delta
Tue 10/135:45 pm
PNS
- MSN
1 stop4h 49m
Delta
Deal found 4/6![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 5/55:30 am
MSN
- PNS
1 stop4h 32m
Delta
Mon 5/116:01 pm
PNS
- MSN
1 stop4h 43m
Delta
Deal found 4/6![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 7/217:00 am
MSN
- PNS
2 stops8h 16m
Delta
Mon 8/39:22 am
PNS
- MSN
2 stops8h 37m
Delta
Deal found 4/9![Delta logo]()
$304
Best flights from Madison to PensacolaDiscover carefully curated flight deals from Madison to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
Discover carefully curated flight deals from Madison to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
This Delta deal was found by Cheapflights users on 4/10. 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.
Wed 10/71:45 pm
MSN
- PNS
2 stops9h 42m
Delta
Tue 10/135:45 pm
PNS
- MSN
1 stop4h 49m
Delta
Deal found 4/10![Delta logo]()
$280
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/512:18 pm
MSN
- PNS
2 stops9h 41m
United Airlines
Mon 5/115:56 pm
PNS
- MSN
1 stop4h 58m
United Airlines
Deal found 4/6![United Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 4/9. 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 5/1611:04 am
MSN
- PNS
1 stop7h 19m
Delta
Thu 5/216:00 am
PNS
- MSN
1 stop4h 16m
Delta
Deal found 4/9![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 4/6. 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 4/221:25 pm
MSN
- PNS
2 stops9h 58m
Delta
Sat 5/28:04 am
PNS
- MSN
2 stops9h 30m
Delta
Deal found 4/6![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 4/10. 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.
Fri 7/244:36 pm
MSN
- PNS
1 stop6h 54m
Delta
Tue 7/284:21 pm
PNS
- MSN
1 stop6h 17m
Delta
Deal found 4/10![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 4/9. 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.
Fri 7/319:32 am
MSN
- PNS
2 stops10h 34m
Delta
Sun 8/96:00 am
PNS
- MSN
1 stop4h 22m
Delta
Deal found 4/9![Delta logo]()
$351
Last-minute flights from Madison to PensacolaDiscover last-minute flight deals from Madison to Pensacola. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Pensacola. Data last updated April 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 4/256:36 pm
MSN
- PNS
1 stop14h 19m
Multiple Airlines
Wed 4/296:36 am
PNS
- MSN
1 stop11h 20m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 4/256:36 pm
MSN
- PNS
1 stop14h 19m
Multiple Airlines
Thu 4/309:18 pm
PNS
- MSN
2 stops35h 50m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/27:10 am
MSN
- PNS
1 stop7h 08m
American Airlines
Sat 5/96:57 pm
PNS
- MSN
1 stop4h 58m
American Airlines
Deal found 4/7![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/58:10 am
MSN
- PNS
1 stop4h 59m
United Airlines
Mon 5/115:56 pm
PNS
- MSN
1 stop4h 58m
United Airlines
Deal found 4/6![United Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:18 am
MSN
- PNS
2 stops8h 54m
American Airlines
Sat 5/165:07 am
PNS
- MSN
2 stops9h 26m
American Airlines
Deal found 4/9![American Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 5/126:30 am
MSN
- PNS
1 stop6h 39m
United Airlines
Sat 5/235:29 pm
PNS
- MSN
1 stop4h 58m
United Airlines
Deal found 4/10![United Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/126:00 am
MSN
- PNS
2 stops8h 54m
American Airlines
Sat 5/235:22 pm
PNS
- MSN
1 stop5h 45m
American Airlines
Deal found 4/8![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 5/125:43 am
MSN
- PNS
1 stop4h 56m
Delta
Mon 5/186:01 pm
PNS
- MSN
1 stop4h 43m
Delta
Deal found 4/9![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 4/6. 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 5/162:33 pm
MSN
- PNS
2 stops8h 43m
Delta
Thu 5/284:35 pm
PNS
- MSN
1 stop6h 09m
Delta
Deal found 4/6![Delta logo]()
$299
One-way flights from Madison to PensacolaSearch for one-way flight options from Madison to Pensacola. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
Search for one-way flight options from Madison to Pensacola. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:36 pm
MSN
- PNS
1 stop27h 02m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$123
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 5/195:29 pm
MSN
- PNS
1 stop5h 47m
Delta
Deal found 4/6![Delta logo]()
$146
This United Airlines deal was found by Cheapflights users on 4/9. 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.
Sat 5/99:55 am
MSN
- PNS
2 stops12h 04m
United Airlines
Deal found 4/9![United Airlines logo]()
$191
This Delta deal was found by Cheapflights users on 4/7. 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 4/305:30 am
MSN
- PNS
1 stop6h 25m
Delta
Deal found 4/7![Delta logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 4/1710:10 am
MSN
- PNS
3 stops46h 45m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 4/1711:35 am
MSN
- PNS
1 stop6h 37m
American Airlines
Deal found 4/8![American Airlines logo]()
$401
Find flight deals from Madison to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Pensacola (PNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (American Airlines) |
One-way from | $123 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $324 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Pensacola 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 April 11, 2026.
Use the filters below to find and compare flights from Madison to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Wed 10/7
1:45 pm-11:27 pm
2 stops9h 42m
Pensacola
Tue 10/13
5:45 pm-10:34 pm
1 stop4h 49m
$280
Quickest round-trip
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Sat 5/16
11:04 am-6:23 pm
1 stop7h 19m
Pensacola
Thu 5/21
6:00 am-10:16 am
1 stop4h 16m
$294
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Tue 5/5
12:18 pm-9:59 pm
2 stops9h 41m
Pensacola
Mon 5/11
5:56 pm-10:54 pm
1 stop4h 58m
$307
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Wed 4/22
1:25 pm-11:23 pm
2 stops9h 58m
Pensacola
Sat 5/2
8:04 am-5:34 pm
2 stops9h 30m
$326
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Fri 7/24
4:36 pm-11:30 pm
1 stop6h 54m
Pensacola
Tue 7/28
4:21 pm-10:38 pm
1 stop6h 17m
$346
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Fri 7/31
9:32 am-8:06 pm
2 stops10h 34m
Pensacola
Sun 8/9
6:00 am-10:22 am
1 stop4h 22m
$351
Cheapest one-way
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Sat 5/9
5:29 pm-11:16 pm
1 stop5h 47m
$146
Quickest one-way
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Tue 5/19
7:50 am-12:42 pm
1 stop4h 52m
$146
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Tue 5/19
5:29 pm-11:16 pm
1 stop5h 47m
$146
MadisonPensacola
MSN - PNS
MSNPNS
Madison Truax Field
Sat 5/9
9:18 am-6:12 pm
2 stops8h 54m
$151
Sorted by cheapest first
Compare providers for flights from Madison to Pensacola
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Pensacola in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Madison with our price prediction graph.
MSN-PNS
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 Madison to Pensacola
How far ahead should I book a flight from Madison to Pensacola?
Use this chart to determine the optimal time to book a round-trip flight from Madison to Pensacola. Price data was last updated on April 9, 2026.
To ensure you get the cheapest price possible for a flight from Madison to Pensacola, you should look to book at least 23 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Madison to Pensacola?
Currently, November is the cheapest month in which you can book a flight from Madison to Pensacola (average of $104). Flying from Madison to Pensacola in March is currently the most expensive (average of $250). 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 Madison to Pensacola?
Reviews of airlines servicing Pensacola
Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated April 11, 2026.
Read through reviews of airlines operating flights from Madison to Pensacola, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Related info for your journey
Find useful and relevant information for your journey from Madison to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Navarre
Foley
Navarre Beach
Perdido Key
Warrington
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Madison and Pensacola flights
Browse other Madison and Pensacola flight options. Last updated on April 11, 2026.
Other flights from Madison
Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on April 11, 2026.
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Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Madison to Pensacola
Discover the top 3 airlines that operate flights from Madison to Pensacola. 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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$223 | Average$353 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$318 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$290 | Average$363 | FlexibilityNo cancel fee | On-time69% |