$203+ Cheap flights from San Jose, CA to Madison (SJC - 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from San Jose 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 Jose to Madison
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Cheapest flights from San Jose to MadisonExplore the most affordable flight options available from San Jose to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from San Jose to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Delta deal was found by Cheapflights users on 10/24. 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 12/106:30 am -
1 stop8h 00m
Sun 12/135:30 am -
1 stop8h 25m
Deal found 10/24![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/107:15 pm -
2 stops10h 59m
Sun 12/137:15 am -
1 stop7h 00m
Deal found 10/21![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/23. 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 11/136:30 am -
1 stop7h 55m
Sun 11/156:30 am -
1 stop7h 01m
Deal found 10/23![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 10/21. 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 11/257:00 am -
2 stops12h 17m
Tue 12/12:50 pm -
1 stop7h 49m
Deal found 10/21![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 10/24. 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 11/136:30 am -
1 stop7h 55m
Mon 11/161:24 pm -
2 stops10h 48m
Deal found 10/24![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 10/20. 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 11/236:11 pm -
2 stops13h 07m
Tue 12/15:30 am -
2 stops13h 53m
Deal found 10/20![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 10/23. 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 11/412:57 pm -
1 stop8h 06m
Fri 11/1311:35 am -
1 stop9h 36m
Deal found 10/23![Delta logo]()
$427
Best flights from San Jose to MadisonDiscover carefully curated flight deals from San Jose to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from San Jose to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Delta deal was found by Cheapflights users on 10/21. 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 12/106:30 am -
2 stops12h 59m
Sun 12/135:30 am -
2 stops13h 53m
Deal found 10/21![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 10/20. 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 11/266:20 am -
2 stops14h 30m
Tue 12/11:26 pm -
2 stops9h 13m
Deal found 10/20![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 10/23. 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 11/136:30 am -
1 stop7h 55m
Sun 11/156:30 am -
1 stop7h 01m
Deal found 10/23![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 10/24. 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 11/138:40 pm -
2 stops11h 29m
Mon 11/161:24 pm -
2 stops10h 48m
Deal found 10/24![Delta logo]()
$425
This Delta deal was found by Cheapflights users on 10/20. 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 11/246:20 am -
1 stop5h 30m
Tue 12/15:30 am -
2 stops13h 53m
Deal found 10/20![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 10/20. 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 11/277:00 am -
2 stops12h 13m
Tue 12/15:30 am -
2 stops13h 53m
Deal found 10/20![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 10/20. 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 11/232:57 pm -
2 stops17h 22m
Wed 12/22:50 pm -
1 stop7h 49m
Deal found 10/20![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 10/20. 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 11/257:00 am -
2 stops12h 17m
Wed 12/26:32 am -
2 stops11h 00m
Deal found 10/20![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 10/24. 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 11/66:34 pm -
2 stops12h 13m
Sun 11/86:00 am -
2 stops10h 27m
Deal found 10/24![Delta logo]()
$504
Last-minute flights from San Jose to MadisonDiscover last-minute flight deals from San Jose to Madison. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Madison. Data last updated October 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/23. 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 11/412:57 pm -
1 stop8h 06m
Fri 11/1311:35 am -
1 stop9h 36m
Deal found 10/23![Delta logo]()
$427
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/1312:58 pm -
1 stop6h 29m
Sun 11/225:37 pm -
1 stop8h 17m
Deal found 10/20![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/20. 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 11/136:30 am -
1 stop7h 55m
Sun 11/226:30 am -
2 stops11h 09m
Deal found 10/20![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 10/23. 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 11/136:30 am -
1 stop7h 55m
Sun 11/156:30 am -
1 stop7h 01m
Deal found 10/23![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 10/24. 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 11/136:30 am -
1 stop7h 55m
Mon 11/161:24 pm -
2 stops10h 48m
Deal found 10/24![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 10/20. 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 11/236:11 pm -
2 stops13h 07m
Tue 12/15:30 am -
2 stops13h 53m
Deal found 10/20![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 10/20. 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 11/246:20 am -
1 stop5h 30m
Wed 12/22:50 pm -
1 stop7h 49m
Deal found 10/20![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 10/20. 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 11/257:00 am -
2 stops12h 17m
Wed 12/22:50 pm -
1 stop7h 49m
Deal found 10/20![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 10/21. 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 11/266:20 am -
2 stops14h 30m
Tue 12/11:26 pm -
2 stops9h 13m
Deal found 10/21![Delta logo]()
$389
One-way flights from San Jose to MadisonSearch for one-way flight options from San Jose to Madison. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from San Jose to Madison. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 1/1212:58 pm -
3 stops50h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$203
This American Airlines deal was found by Cheapflights users on 10/23. 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 1/1212:58 pm -
1 stop7h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![American Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 10/20. 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 11/257:00 am -
2 stops10h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/112:40 pm -
3 stops24h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 11/2312:59 pm -
1 stop6h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![American Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 10/21. 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 11/256:30 am -
1 stop9h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/234:15 pm -
3 stops22h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 10/302:41 pm -
3 stops23h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$375
Find flight deals from San Jose to Madison
Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $379 (Delta) |
One-way from | $203 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $571 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose 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 October 25, 2026.
Use the filters below to find and compare flights from San Jose to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Tue 1/12
12:58 pm-5:20 pm
3 stops50h 22m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$209
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Wed 11/25
1:00 pm-10:50 pm
1 stop7h 50m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$294
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Tue 1/12
12:03 pm-10:01 pm
1 stop7h 58m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$294
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 10/30
2:41 pm-4:18 pm
3 stops23h 37m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$381
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Thu 12/10
6:30 am-9:29 pm
2 stops12h 59m
Madison Truax Field
Sun 12/13
5:30 am-5:23 pm
2 stops13h 53m
$389
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Thu 11/26
6:20 am-10:50 pm
2 stops14h 30m
Madison Truax Field
Tue 12/1
1:26 pm-8:39 pm
2 stops9h 13m
$389
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 11/13
6:30 am-4:25 pm
1 stop7h 55m
Madison Truax Field
Sun 11/15
6:30 am-11:31 am
1 stop7h 01m
$399
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 11/13
8:40 pm-10:09 am
2 stops11h 29m
Madison Truax Field
Mon 11/16
1:24 pm-10:12 pm
2 stops10h 48m
$425
Quickest round-trip
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Mon 11/30
6:20 am-1:50 pm
1 stop5h 30m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$434
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Wed 11/25
6:06 pm-10:24 am
2 stops14h 18m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$438
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from San Jose 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 Jose to Madison in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Jose, California-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Jose, California-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 Jose, California-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 Jose to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from San Jose with our price prediction graph.
SJC-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 Jose to Madison
What is the cheapest month to book a flight from San Jose, California to Madison?
Currently, March is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $309). Flying from San Jose, California to Madison in December is currently the most expensive (average of $790). 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 Jose, California to Madison?
Airfare is below average for this route at the moment.
San Jose, California to Madison flights typically cost between $583 and $834 in December.The cheapest round-trip price found within the last 5 days was $379 on Delta (Dec 10-Dec 13).
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 October 25, 2026.
Read through reviews of airlines operating flights from San Jose to Madison, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
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 Jose 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 Jose and Madison flights
Browse other San Jose and Madison flight options. Last updated on October 25, 2026.
Other flights from San Jose
Browse through other flights departing from San Jose. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
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Top 3 airlines flying from San Jose to Madison
Discover the top 3 airlines that operate flights from San Jose 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 October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$348 | Average$585 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$380 | Average$571 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$380 | Average$754 | FlexibilityNo cancel fee | On-time69% |