$314+ Cheap flights from Madison (MSN) to San José (SJO)
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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Oct 25 — Nov 11
Round-trip
1 adult, Economy
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Find cheap flights from Madison to San José 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 San José
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Cheapest flights from Madison to San JoséExplore the most affordable flight options available from Madison to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2026.
Explore the most affordable flight options available from Madison to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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.
Tue 12/811:45 am -
1 stop10h 32m
Sat 12/197:00 am -
1 stop9h 26m
Deal found 9/23![Delta logo]()
$650
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Mon 10/194:21 pm -
2 stops20h 39m
Mon 10/261:00 pm -
1 stop8h 32m
Deal found 9/21![American Airlines logo]()
$669
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:38 pm -
1 stop18h 29m
Sun 11/2212:37 am -
1 stop10h 04m
Deal found 9/24![American Airlines logo]()
$670
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:09 pm -
2 stops17h 58m
Sun 11/153:54 pm -
2 stops16h 16m
Deal found 9/24![American Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 9/20. 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.
Thu 12/314:33 pm -
2 stops18h 02m
Mon 3/17:45 am -
2 stops15h 06m
Deal found 9/20![American Airlines logo]()
$675
This American Airlines deal was found by Cheapflights users on 9/22. 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 12/87:08 pm -
2 stops19h 41m
Sat 12/196:07 am -
2 stops13h 20m
Deal found 9/22![American Airlines logo]()
$678
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Wed 10/2811:44 am -
1 stop27h 16m
Sat 10/311:00 pm -
1 stop8h 32m
Deal found 9/23![American Airlines logo]()
$682
This American Airlines deal was found by Cheapflights users on 9/21. 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 11/56:38 pm -
1 stop18h 29m
Thu 11/122:07 pm -
1 stop9h 52m
Deal found 9/21![American Airlines logo]()
$701
Best flights from Madison to San JoséDiscover carefully curated flight deals from Madison to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
Discover carefully curated flight deals from Madison to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
This Avianca deal was found by Cheapflights users on 9/25. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/168:22 am -
2 stops14h 53m
Sat 1/235:35 am -
2 stops12h 16m
Deal found 9/25![Multiple Airlines logo]()
$648
This Delta deal was found by Cheapflights users on 9/20. 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 12/89:55 am -
2 stops12h 22m
Sat 12/193:55 pm -
2 stops17h 18m
Deal found 9/20![Delta logo]()
$655
This American Airlines deal was found by Cheapflights users on 9/23. 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 2/812:37 pm -
1 stop23h 53m
Mon 3/12:46 pm -
1 stop20h 10m
Deal found 9/23![American Airlines logo]()
$672
This United Airlines deal was found by Cheapflights users on 9/22. 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 1/166:09 pm -
1 stop18h 06m
Tue 1/269:05 am -
1 stop10h 51m
Deal found 9/22![United Airlines logo]()
$780
This Delta deal was found by Cheapflights users on 9/21. 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.
Sat 1/162:00 pm -
1 stop8h 05m
Tue 1/267:05 am -
1 stop9h 29m
Deal found 9/21![Delta logo]()
$699
This American Airlines deal was found by Cheapflights users on 9/20. 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 1/85:33 am -
2 stops14h 21m
Sun 1/176:00 am -
2 stops17h 24m
Deal found 9/20![American Airlines logo]()
$742
This Delta deal was found by Cheapflights users on 9/22. 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 1/162:00 pm -
1 stop8h 05m
Mon 1/257:05 am -
2 stops13h 40m
Deal found 9/22![Delta logo]()
$729
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/76:40 am -
2 stops11h 36m
Fri 1/151:15 am -
2 stops19h 48m
Deal found 9/20![United Airlines logo]()
$805
This United Airlines deal was found by Cheapflights users on 9/22. 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 11/96:10 am -
1 stop13h 43m
Thu 11/1211:28 pm -
2 stops17h 34m
Deal found 9/22![United Airlines logo]()
$805
Last-minute flights from Madison to San JoséDiscover last-minute flight deals from Madison to San José. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to San José. Data last updated September 25, 2026 and is based on user searches.
This deal was found by Cheapflights users on 9/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:17 am -
1 stop7h 40m
Fri 10/91:00 pm -
1 stop8h 32m
Deal found 9/22![American Airlines logo]()
$975
This Delta deal was found by Cheapflights users on 9/22. 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 9/295:50 am -
1 stop7h 04m
Fri 10/91:25 pm -
2 stops28h 41m
Deal found 9/22![Delta logo]()
$963
This American Airlines deal was found by Cheapflights users on 9/22. 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 9/306:00 am -
2 stops15h 07m
Fri 10/93:01 pm -
2 stops16h 10m
Deal found 9/22![American Airlines logo]()
$760
This American Airlines deal was found by Cheapflights users on 9/20. 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.
Thu 10/15:51 pm -
2 stops19h 08m
Tue 10/136:00 am -
2 stops16h 39m
Deal found 9/20![American Airlines logo]()
$781
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/16:00 am -
2 stops15h 07m
Fri 10/96:00 am -
2 stops14h 16m
Deal found 9/22![American Airlines logo]()
$824
This Delta deal was found by Cheapflights users on 9/20. 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 10/15:50 am -
1 stop7h 04m
Tue 10/131:25 pm -
1 stop8h 37m
Deal found 9/20![Delta logo]()
$951
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Mon 10/194:21 pm -
2 stops20h 39m
Mon 10/261:00 pm -
1 stop8h 32m
Deal found 9/21![American Airlines logo]()
$669
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:15 am -
2 stops11h 38m
Sat 10/3111:28 pm -
2 stops12h 31m
Deal found 9/23![United Airlines logo]()
$675
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Wed 10/2811:44 am -
1 stop27h 16m
Sat 10/311:00 pm -
1 stop8h 32m
Deal found 9/23![American Airlines logo]()
$682
One-way flights from Madison to San JoséSearch for one-way flight options from Madison to San José. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
Search for one-way flight options from Madison to San José. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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 1/209:26 am -
2 stops12h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 9/23. 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 1/227:55 pm -
2 stops26h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 9/23. 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.
Mon 1/251:45 pm -
2 stops23h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 9/23. 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.
Tue 1/267:55 pm -
2 stops26h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 9/24. 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.
Sat 2/205:50 pm -
2 stops28h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1711:44 am -
1 stop11h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/255:00 am -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/192:45 pm -
1 stop21h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![United Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 1/2212:37 pm -
1 stop23h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/195:47 pm -
1 stop29h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Wed 9/307:00 am -
2 stops14h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![American Airlines logo]()
$408
This FlightHub deal was found by Cheapflights users on 9/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/175:45 pm -
3 stops38h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Avianca logo]()
$417
Find flight deals from Madison to San José
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to San José (SJO). 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 25, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $635 (American Airlines) |
One-way from | $314 (Delta) |
Popular in | December |
Cheapest in | July |
Average price | $724 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to San José 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 25, 2026.
Use the filters below to find and compare flights from Madison to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Thu 1/21
11:11 am-10:05 pm
1 stop10h 54m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$314
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Mon 3/15
5:45 pm-11:15 am
1 stop18h 30m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$314
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Wed 1/20
9:26 am-10:05 pm
2 stops12h 39m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$314
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Wed 2/17
6:30 am-8:39 pm
2 stops14h 09m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$314
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Sun 1/24
9:26 am-10:05 pm
2 stops12h 39m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$314
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Mon 3/15
7:05 pm-12:46 pm
2 stops18h 41m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Mon 2/22
7:55 pm-10:05 pm
2 stops26h 10m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Thu 2/18
7:55 pm-10:05 pm
2 stops26h 10m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Wed 2/17
7:55 pm-10:05 pm
2 stops26h 10m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Fri 1/22
7:55 pm-10:05 pm
2 stops26h 10m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Madison to San José
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 San José in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-San José flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Madison-San José flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Madison-San José flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-San José flights, Cheapflights users trust Ovago the most. Ovago 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-San José 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 San José
Have a flexible travel schedule? Discover the best time to fly to San José from Madison with our price prediction graph.
MSN-SJO
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 San José
Reviews of airlines servicing San José
Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated September 25, 2026.
Read through reviews of airlines operating flights from Madison to San José, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Overall
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Overall
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Madison to San José. 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 San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
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Madison and San José flights
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Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on September 25, 2026.
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Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 25, 2026.
Top 2 airlines flying from Madison to San José
Discover the top 2 airlines that operate flights from Madison to San José. 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 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$476 | Average$705 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$539 | Average$885 | FlexibilityNo cancel fee | On-timeN/A |