$293 Cheap flight deals from Madison (MSN) to Southwest Washington (PDX)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Madison to Southwest Washington

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 26 - Sat, Oct 10
MSN
Dane County Regional
PDX
Portland Intl.
$629 Roundtrip, found 10 hours ago
$629
Roundtrip
found 10 hours ago
Select Alaska Airlines flight, departing Sat, Sep 26 from Dane County Regional to Portland Intl., returning Sat, Oct 10, priced at $629 found 10 hours ago

Airfares from $293 One Way, $351 Round Trip from Madison to Southwest Washington

Prices starting at $351 for return flights and $293 for one-way flights to Southwest Washington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Aug 11 - Sat, Aug 14
MSN
Madison
PDX
Portland
$351 Roundtrip, found 2 days ago
$351
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Aug 11 from Madison to Portland, returning Sat, Aug 14, priced at $351 found 2 days ago
Wed, Jul 14 - Tue, Jul 20
MSN
Madison
PDX
Portland
$365 Roundtrip, found 2 days ago
$365
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 14 from Madison to Portland, returning Tue, Jul 20, priced at $365 found 2 days ago
Tue, Oct 13 - Tue, Oct 20
MSN
Madison
PDX
Portland
$370 Roundtrip, found 5 days ago
$370
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 13 from Madison to Portland, returning Tue, Oct 20, priced at $370 found 5 days ago
Fri, Nov 6 - Mon, Nov 9
MSN
Madison
PDX
Portland
$384 Roundtrip, found 10 hours ago
$384
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Madison to Portland, returning Mon, Nov 9, priced at $384 found 10 hours ago
Tue, Oct 13 - Tue, Oct 20
MSN
Madison
PDX
Portland
$395 Roundtrip, found 5 days ago
$395
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 13 from Madison to Portland, returning Tue, Oct 20, priced at $395 found 5 days ago

Southwest Washington economy flight packages

Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel
3.0-star property

Mark Spencer Hotel

9.2/10 Wonderful! (2,416 reviews)

Oct 29 - Nov 1

3 night stay

Madison (MSN) to Portland (PDX)

United • Non-stop roundtrip • Coach
Price was $719, price is now $588 per person
$588
per person
found 23 hours ago
Large comfortable room.

Reviewed on Sep 20, 2026

Mediterranean Inn
3.0-star property

Mediterranean Inn

9.4/10 Exceptional! (6,014 reviews)

Nov 13 - Nov 16

3 night stay

Madison (MSN) to Seattle (SEA)

American Airlines • Non-stop roundtrip • Coach
Price was $751, price is now $596 per person
$596
per person
found 23 hours ago
Excellent location; 2 blocks from Seattle Center. Room was clean; bathroom excellent. Carpet old and mattress needed changed.

Reviewed on Sep 20, 2026

The State Hotel
4.0-star property

The State Hotel

9.4/10 Exceptional! (1,376 reviews)

Nov 13 - Nov 16

3 night stay

Madison (MSN) to Seattle (SEA)

American Airlines • Non-stop roundtrip • Coach
Price was $860, price is now $705 per person
$705
per person
found 23 hours ago

Don't see what you're looking for?
See all available trips from Madison to Southwest Washington
View all trips

More About Flying To Southwest Washington from Madison

Route Information for Flights from Madison to Southwest Washington

Origin Airport IATA Code
MSN
Destination Airport IATA Code
PDX
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Madison to Southwest Washington

Orbitz On-the-Go is your one-stop shop for discount vacation air travel. Our cutting-edge mobile tools leave you time to pack for the trip. Shop our sales on domestic flights from Madison to Southwest Washington.

Best Bargains Anywhere

Cheap vacations start at Orbitz On-the-Go. Find the best deals on international flights from Madison to Southwest Washington.

Complete Travel Planning

Your phone becomes a full-service vacation travel agency with Orbitz mobile phone apps. From reservations to arrivals, every detail is in the palm of your hand. Book budget flights from Madison to Southwest Washington; add a car and hotel, share your itinerary and keep up with changes. Orbitz apps cover all the bases for you.

Totally Stress-Free

Free Alerts from Orbitz On-the-Go keep your vacation free from worry. Free Alerts updates you the moment any changes occur. You’ll always have the most current flight, gate and baggage claim details. So sit back and enjoy your low fare on Madison to Southwest Washington flights.

More Miles Faster = Maximum Value

Orbitz On-the-Go securely stores your frequent flier and loyalty program information. Watch your miles add up when you book discount Madison to Southwest Washington flights with Orbitz. Make your vacation mileage-friendly with low cost air tickets on Madison to Southwest Washington flights. Orbitz is your destination for vacation value.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.