$171+ Cheap flights from San Diego to Madison (SAN - MSN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Madison 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 San Diego to Madison
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Cheapest flights from San Diego to MadisonExplore the most affordable flight options available from San Diego to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
Explore the most affordable flight options available from San Diego to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:25 am -
1 stop10h 50m
Thu 10/18:00 pm -
1 stop5h 51m
Deal found 9/6![Frontier logo]()
$330
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/76:15 am -
1 stop5h 42m
Sat 10/105:00 am -
1 stop9h 34m
Deal found 9/3![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/86:15 am -
1 stop5h 42m
Tue 10/1311:37 am -
1 stop8h 16m
Deal found 9/3![American Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 9/2. 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 11/51:29 pm -
1 stop8h 44m
Sun 11/85:00 am -
1 stop9h 39m
Deal found 9/2![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/3012:39 pm -
2 stops8h 28m
Mon 11/25:00 am -
1 stop6h 27m
Deal found 9/3![United Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 9/5. 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 10/246:40 am -
1 stop6h 24m
Tue 10/276:25 am -
2 stops8h 31m
Deal found 9/5![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 9/6. 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.
Thu 12/176:15 am -
1 stop9h 29m
Tue 12/227:51 pm -
1 stop5h 59m
Deal found 9/6![Delta logo]()
$371
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
1 stop10h 50m
Sun 9/278:00 pm -
1 stop21h 58m
Deal found 9/3![Frontier logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/4. 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 10/24:11 pm -
1 stop5h 48m
Sun 10/45:10 am -
2 stops8h 25m
Deal found 9/4![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 9/3. 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 9/1211:54 am -
1 stop7h 36m
Thu 9/171:30 pm -
1 stop7h 05m
Deal found 9/3![Delta logo]()
$386
Best flights from San Diego to MadisonDiscover carefully curated flight deals from San Diego to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
Discover carefully curated flight deals from San Diego to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/1910:40 am -
1 stop6h 26m
Wed 9/235:00 am -
2 stops8h 35m
Deal found 9/4![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 9/6. 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 10/73:30 pm -
1 stop5h 27m
Sun 10/117:00 am -
1 stop9h 20m
Deal found 9/6![Delta logo]()
$511
This United Airlines deal was found by Cheapflights users on 9/2. 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 10/172:07 pm -
1 stop6h 28m
Mon 10/195:10 am -
2 stops8h 25m
Deal found 9/2![United Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 9/2. 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 10/276:50 am -
1 stop6h 17m
Sat 10/316:25 am -
1 stop7h 02m
Deal found 9/2![United Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/72:24 pm -
2 stops7h 35m
Tue 10/135:00 am -
1 stop6h 32m
Deal found 9/3![United Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/184:11 pm -
1 stop5h 48m
Tue 9/225:00 am -
1 stop6h 05m
Deal found 9/2![United Airlines logo]()
$529
Last-minute flights from San Diego to MadisonDiscover last-minute flight deals from San Diego to Madison. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Madison. Data last updated September 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/3. 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 9/1211:54 am -
1 stop7h 36m
Thu 9/171:30 pm -
1 stop7h 05m
Deal found 9/3![Delta logo]()
$386
This American Airlines deal was found by Cheapflights users on 9/3. 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 9/231:10 pm -
1 stop9h 07m
Tue 9/2911:37 am -
1 stop9h 14m
Deal found 9/3![American Airlines logo]()
$394
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
1 stop10h 50m
Sun 9/278:00 pm -
1 stop21h 58m
Deal found 9/3![Frontier logo]()
$374
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:25 am -
1 stop10h 50m
Thu 10/18:00 pm -
1 stop5h 51m
Deal found 9/6![Frontier logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/4. 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 10/24:11 pm -
1 stop5h 48m
Sun 10/45:10 am -
2 stops8h 25m
Deal found 9/4![United Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/76:15 am -
1 stop5h 42m
Sat 10/105:00 am -
1 stop9h 34m
Deal found 9/3![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/86:15 am -
1 stop5h 42m
Tue 10/1311:37 am -
1 stop8h 16m
Deal found 9/3![American Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/5. 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 10/246:40 am -
1 stop6h 24m
Tue 10/276:25 am -
2 stops8h 31m
Deal found 9/5![United Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/301:12 pm -
1 stop9h 00m
Mon 11/25:00 am -
1 stop9h 39m
Deal found 9/3![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/3012:39 pm -
2 stops8h 28m
Mon 11/25:00 am -
1 stop6h 27m
Deal found 9/3![United Airlines logo]()
$364
One-way flights from San Diego to MadisonSearch for one-way flight options from San Diego to Madison. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options from San Diego to Madison. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Expedia deal was found by Cheapflights users on 9/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
1 stop10h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$171
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:54 pm -
1 stop24h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$172
This Expedia deal was found by Cheapflights users on 9/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:25 am -
1 stop10h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 9/289:03 pm -
3 stops34h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 9/4. 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.
Sun 9/2710:46 pm -
1 stop7h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 9/2712:37 pm -
2 stops44h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$253
Find flight deals from San Diego to Madison
Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Madison (MSN). 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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $330 (Frontier) |
One-way from | $171 (Expedia) |
Popular in | November |
Cheapest in | May |
Average price | $496 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Madison 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 September 7, 2026.
Use the filters below to find and compare flights from San Diego to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Thu 9/24
6:25 am-7:15 pm
1 stop10h 50m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$171
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Sun 9/27
6:25 am-7:15 pm
1 stop10h 50m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$180
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Sat 9/26
5:54 pm-7:15 pm
2 stops23h 21m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$222
Quickest round-trip
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Mon 9/28
6:40 am-3:04 pm
1 stop6h 24m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$248
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Fri 10/2
10:46 pm-8:14 am
1 stop7h 28m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$248
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Tue 9/22
6:25 am-9:53 am
3 stops25h 28m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$258
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Tue 9/22
6:35 am-8:13 pm
1 stop11h 38m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$277
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Sat 9/26
6:25 am-5:20 pm
3 stops32h 55m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$286
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Sat 9/19
10:40 am-7:06 pm
1 stop6h 26m
Madison Truax Field
Wed 9/23
5:00 am-11:35 am
2 stops8h 35m
$434
San DiegoMadison
SAN San Diego - MSN Madison Truax Field
SANMSN
San Diego
Sat 10/17
2:07 pm-10:35 pm
1 stop6h 28m
Madison Truax Field
Mon 10/19
5:10 am-11:35 am
2 stops8h 25m
$436
Showing 1-10 of 14 resultsSorted by cheapest first
Compare providers for flights from San Diego to Madison
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 San Diego to Madison in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Diego-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Diego-Madison 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 San Diego-Madison 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 San Diego to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from San Diego with our price prediction graph.
SAN-MSN
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 San Diego to Madison
What is the cheapest month to book a flight from San Diego to Madison?
Currently, May is the cheapest month in which you can book a flight from San Diego to Madison (average of $203). Flying from San Diego to Madison in November is currently the most expensive (average of $522). 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 San Diego to Madison?
Airfare is below average for this route at the moment.
San Diego to Madison flights typically cost between $404 and $604 in September.The cheapest round-trip price found within the last 5 days was $330 on Frontier (Sep 27-Oct 1).
Reviews of airlines servicing Madison
Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated September 7, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from San Diego to Madison 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.
Comfort
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Comfort
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Comfort
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Comfort
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Comfort
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Related info for your journey
Find useful and relevant information for your journey from San Diego to Madison. 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 Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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San Diego and Madison flights
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Browse through other flights departing from San Diego. Flights are based on user searches made on Cheapflights and were last updated on September 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from San Diego to Madison
Discover the top 4 airlines that operate flights from San Diego to Madison. 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 September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$145 | Average$303 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$203 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$282 | Average$478 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$514 | FlexibilityNo cancel fee | On-time71% |