Cheap flights from Portland (PDX) to Madison (MSN)

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Lowest round trip fares by airline from Portland and Madison

Cheapest prices ( One Way, $502 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Madison

Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd, Madison, WI, 53704
The price is $55 per night from Jul 5 to Jul 6
Stay at this business-friendly motel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Motel 6 Madison, WI - East
Econo Lodge Madison

Econo Lodge Madison

2 out of 5
4726 E Washington Ave, Madison, WI, 53704
The price is $54 per night from Jun 26 to Jun 27
Stay at this hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the WiFi and the helpful staff in our reviews. Popular attractions ...
3.4/5 (5 reviews)
"Friendly staff"

Reviewed on Aug 17, 2021

Econo Lodge Madison
Red Roof Inn Madison, WI

Red Roof Inn Madison, WI

2 out of 5
4830 Hayes Road, Madison, WI, 53704
The price is $59 per night from Jul 5 to Jul 6
Stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the comfy beds and the overall value ...
3.3/5 (3 reviews)
"found a long black hair on a towel and I’m blonde. The air conditioning was poor so it was very hot in the room."

Reviewed on Jul 4, 2018

Red Roof Inn Madison, WI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Portland to Madison

Origin Portland
Destination Madison
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Portland to Madison

Are you ready to book your flight, but feeling nervous about paying too much if the price drops? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus a $50 CheapCash bonus, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Madison Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Madison vacation that you can't get when you book flights and hotel separately.

Relax in Madison With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Portland to Madison by signing up for exclusive email deals.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.