Cheap Flights To Madison 2026

Madison Flights as Low as $171

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
United
Sat, Oct 10 - Wed, Oct 14
COU
Columbia Regional
PWM
Portland Intl. Jetport
$408
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct 10 from Columbia Regional to Portland Intl. Jetport, returning Wed, Oct 14, priced at $408 found 2 days ago
Delta
Wed, Sep 30 - Sun, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$409
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sun, Oct 4, priced at $409 found 1 day ago
Delta
Tue, Nov 3 - Tue, Nov 17
DFW
Dallas-Fort Worth Intl.
PWM
Portland Intl. Jetport
$411
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 3 from Dallas-Fort Worth Intl. to Portland Intl. Jetport, returning Tue, Nov 17, priced at $411 found 1 day ago
Delta
Southwest Airlines
Delta
Tue, Oct 6 - Wed, Oct 14
ILM
Wilmington Intl.
PWM
Portland Intl. Jetport
$509
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 6 from Wilmington Intl. to Portland Intl. Jetport, returning Wed, Oct 14, priced at $509 found 1 day ago
JetBlue Airways

Madison Flights

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to Madison. AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. AARP Travel features their members-only discount with the best rates from Expedia, giving members the best price in travel, guaranteed. AARP members pay no booking fees on flights, and often receive exclusive rates on car rentals and hotels.

Once you've got your trip scheduled, we'll show you a full list of deals for your route. Don't forget to look at flights to alternative airports nearby, which can help you score a lower airfare rate.

Airport Transportation

Once you've got your flight scheduled to Madison with AARP Travel, you may want to book a rental car so you can get around on your own. You can book Madison car rentals under our cars tab and hop into the car as soon as you step outside. If you would prefer public transportation, check out the Metropolitan Transit System bus, or if there's trolleys or Amtrak stations nearby.

Things to Do in Madison

If you aren't sure where to start, we can help you with that too. Not to worry—there's so many things to do in this city. Madison has so much to do, and we can help you get started.

If you're looking for some fun activities to do in Madison, make sure you look at our "Things to Do in Madison" page for excursions and activities for the whole family.

Book Your Hotel in Madison

Madison has accommodation options in the area, make sure you check out our hotel listings tab for some great recommendations from past visitors. Remember that you will get the best price out there when you book with us.

Book Your Madison Trip Today

Whether you are heading out on a business trip, exploring a place you have never been before or are bringing the family on the annual holiday, we have the perfect getaway waiting for you. There is no better time than now to start booking that next trip. Book one of our flights today.