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Flights from Madison to Puerto Rico (MSN to PR)

Discover alternate routes & cheap one way flights from Madison to Puerto Rico (MSN to PR) within a departure date range.

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  • USD 426
    United Airlines
    8:48am - 8:38pm
    Sun May 19th
    10h 50m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 3552 Depart at 8:48am from Madison (MSN) Fly for 1h 7m Arrive at 9:55am in Chicago (ORD)

    Layover in Chicago for 0h 50m

    Sun May 19th 2024 United Airlines · UA 1788 Depart at 10:45am from Chicago (ORD) Fly for 2h 55m Arrive at 1:40pm in Houston (IAH)

    Layover in Houston for 1h 25m

    Sun May 19th 2024 United Airlines · UA 1914 Depart at 3:05pm from Houston (IAH) Fly for 4h 33m Arrive at 8:38pm in San Juan (SJU)

  • USD 426
    United Airlines
    6:30am - 8:38pm
    Sun May 19th
    13h 8m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 691 Depart at 6:30am from Madison (MSN) Fly for 1h 2m Arrive at 7:32am in Chicago (ORD)

    Layover in Chicago for 1h 13m

    Sun May 19th 2024 United Airlines · UA 2672 Depart at 8:45am from Chicago (ORD) Fly for 2h 57m Arrive at 11:42am in Houston (IAH)

    Layover in Houston for 3h 23m

    Sun May 19th 2024 United Airlines · UA 1914 Depart at 3:05pm from Houston (IAH) Fly for 4h 33m Arrive at 8:38pm in San Juan (SJU)

  • USD 426
    United Airlines
    6:30am - 8:38pm
    Sun May 19th
    13h 8m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 691 Depart at 6:30am from Madison (MSN) Fly for 1h 2m Arrive at 7:32am in Chicago (ORD)

    Layover in Chicago for 3h 13m

    Sun May 19th 2024 United Airlines · UA 1788 Depart at 10:45am from Chicago (ORD) Fly for 2h 55m Arrive at 1:40pm in Houston (IAH)

    Layover in Houston for 1h 25m

    Sun May 19th 2024 United Airlines · UA 1914 Depart at 3:05pm from Houston (IAH) Fly for 4h 33m Arrive at 8:38pm in San Juan (SJU)

  • USD 475
    United Airlines
    12:11pm - 11:57pm
    Sun May 19th
    10h 46m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 5371 Depart at 12:11pm from Madison (MSN) Fly for 1h 3m Arrive at 1:14pm in Chicago (ORD)

    Layover in Chicago for 1h 50m

    Sun May 19th 2024 United Airlines · UA 2184 Depart at 3:04pm from Chicago (ORD) Fly for 2h 26m Arrive at 6:30pm in New York (EWR)

    Layover in New York for 1h 28m

    Sun May 19th 2024 United Airlines · UA 1543 Depart at 7:58pm from New York (EWR) Fly for 3h 59m Arrive at 11:57pm in San Juan (SJU)

  • USD 475
    United Airlines
    12:11pm - 11:57pm
    Sun May 19th
    10h 46m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 5371 Depart at 12:11pm from Madison (MSN) Fly for 1h 3m Arrive at 1:14pm in Chicago (ORD)

    Layover in Chicago for 0h 55m

    Sun May 19th 2024 United Airlines · UA 2654 Depart at 2:09pm from Chicago (ORD) Fly for 2h 27m Arrive at 5:36pm in New York (EWR)

    Layover in New York for 2h 22m

    Sun May 19th 2024 United Airlines · UA 1543 Depart at 7:58pm from New York (EWR) Fly for 3h 59m Arrive at 11:57pm in San Juan (SJU)

  • USD 478
    United Airlines
    6:30am - 2:42pm
    Sun May 19th
    7h 12m
    Madison (MSN) → San Juan (SJU)
    1 Stop

    Sun May 19th 2024 United Airlines · UA 691 Depart at 6:30am from Madison (MSN) Fly for 1h 2m Arrive at 7:32am in Chicago (ORD)

    Layover in Chicago for 1h 20m

    Sun May 19th 2024 United Airlines · UA 1996 Depart at 8:52am from Chicago (ORD) Fly for 4h 50m Arrive at 2:42pm in San Juan (SJU)

  • USD 480
    United Airlines
    8:48am - 11:57pm
    Sun May 19th
    14h 9m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 3552 Depart at 8:48am from Madison (MSN) Fly for 1h 7m Arrive at 9:55am in Chicago (ORD)

    Layover in Chicago for 3h 10m

    Sun May 19th 2024 United Airlines · UA 1258 Depart at 1:05pm from Chicago (ORD) Fly for 2h 25m Arrive at 4:30pm in New York (EWR)

    Layover in New York for 3h 28m

    Sun May 19th 2024 United Airlines · UA 1543 Depart at 7:58pm from New York (EWR) Fly for 3h 59m Arrive at 11:57pm in San Juan (SJU)

  • USD 670
    United AirlinesSilver Airways
    6:00am - 6:35pm
    Sun May 19th
    11h 35m
    Madison (MSN) → San Juan (SJU)
    2 Stops

    Sun May 19th 2024 United Airlines · UA 1789 Depart at 6:00am from Madison (MSN) Fly for 2h 13m Arrive at 9:13am in New York (EWR)

    Layover in New York for 1h 58m

    Sun May 19th 2024 United Airlines · UA 1529 Depart at 11:11am from New York (EWR) Fly for 4h 5m Arrive at 3:16pm in Saint Thomas (STT)

    Layover in Saint Thomas for 2h 44m

    Sun May 19th 2024 Silver Airways · 3M 123 Depart at 6:00pm from Saint Thomas (STT) Fly for 0h 35m Arrive at 6:35pm in San Juan (SJU)

  • USD 739
    United Airlines
    5:35pm - 2:42pm
    Sun May 19th
    20h 7m
    Madison (MSN) → San Juan (SJU)
    1 Stop

    Sun May 19th 2024 United Airlines · UA 5563 Depart at 5:35pm from Madison (MSN) Fly for 1h 4m Arrive at 6:39pm in Chicago (ORD)

    Layover in Chicago for 14h 13m

    Mon May 20th 2024 United Airlines · UA 1996 Depart at 8:52am from Chicago (ORD) Fly for 4h 50m Arrive at 2:42pm in San Juan (SJU)

  • USD 739
    United Airlines
    12:11pm - 2:42pm
    Sun May 19th
    25h 31m
    Madison (MSN) → San Juan (SJU)
    1 Stop

    Sun May 19th 2024 United Airlines · UA 5371 Depart at 12:11pm from Madison (MSN) Fly for 1h 3m Arrive at 1:14pm in Chicago (ORD)

    Layover in Chicago for 19h 38m

    Mon May 20th 2024 United Airlines · UA 1996 Depart at 8:52am from Chicago (ORD) Fly for 4h 50m Arrive at 2:42pm in San Juan (SJU)

@sarahbb1
Sarah Belizaire
@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

@eyupitsjohn
John Ford
@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

@andy_travels
Andy Travels
@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

@travelwitbender
Travel With Bender
@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Explore Flight Options

Cheap Flight Search Tips

Tips to help you find the cheapest flights from Madison to Puerto Rico (MSN to PR).

  • Book 45-90 days before your departure date.
  • Fly during weekdays (Monday-Thursday).
  • Airfare Sales: Airlines sometimes offer huge discounts and since we take a bottom-up approach these flights will appear first in the results, so check back regularly because they don't usually last long.

Why I Built FlightList

❝As someone who works remotely & travels frequently, I always book one way flights and I'm flexible on my departure dates. I look for the best deals. Most sites require you to enter a specific departure date and clutter the page with uneccessary options, images and ads. I want something simple and minimal which allows me to search by departure date range & display a list of flights with the ability to filter according to my needs. So, I built FlightList to solve my own problem & help other travelers who may have the same frustration. It's how I imagine a flight booking site should be.❞

- Hans Desjarlais, Founder & Creator Hans Desjarlais