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Cheap flights from Oregon to Madison from $209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Madison departing on 6/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Oregon to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:35 pm - 7:14 pm
PDX
-
MSN
28h 39m
1 stop
Frontier Logo
7:59 pm - 4:46 pm
MSN
-
PDX
22h 47m
1 stop
$261Frontier
Sat, May 23 - Sun, May 31
Frontier Logo
5:42 pm - 7:09 pm
PDX
-
MSN
23h 27m
1 stop
Frontier Logo
7:59 pm - 4:57 pm
MSN
-
PDX
22h 58m
1 stop
$281Frontier
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
11:59 pm - 10:40 am
PDX
-
MSN
8h 41m
1 stop
American Airlines Logo
11:29 am - 6:59 pm
MSN
-
PDX
9h 30m
1 stop
$321American Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
7:00 am - 2:53 pm
PDX
-
MSN
5h 53m
1 stop
United Airlines Logo
10:49 am - 5:43 pm
MSN
-
PDX
8h 54m
2 stops
$326United Airlines
Tue, Sep 1 - Sat, Sep 5
Delta Logo
3:25 pm - 9:57 pm
BOI
-
MSN
5h 32m
1 stop
Delta Logo
9:00 am - 2:03 pm
MSN
-
BOI
6h 03m
1 stop
$329Delta
Tue, Sep 22 - Wed, Sep 30
Delta Logo
7:30 pm - 8:20 am
BOI
-
MSN
11h 50m
2 stops
Delta Logo
9:00 am - 2:03 pm
MSN
-
BOI
6h 03m
1 stop
$334Delta
Mon, Sep 21 - Sat, Sep 26
American Airlines Logo
3:30 pm - 12:19 am
PDX
-
MSN
6h 49m
1 stop
American Airlines Logo
6:42 pm - 11:47 pm
MSN
-
PDX
7h 05m
1 stop
$349American Airlines
Thu, Jun 4 - Sun, Jun 7
United Airlines Logo
12:25 pm - 10:42 pm
EUG
-
MSN
8h 17m
1 stop
United Airlines Logo
6:30 am - 11:13 am
MSN
-
EUG
6h 43m
1 stop
$349United Airlines
Wed, Sep 9 - Tue, Sep 15
Alaska Airlines Logo
12:30 pm - 7:45 am
MFR
-
MSN
17h 15m
2 stops
Alaska Airlines Logo
12:55 pm - 12:04 am
MSN
-
MFR
13h 09m
2 stops
$566Alaska Airlines
Sat, Jun 27 - Thu, Jul 2
Alaska Airlines Logo
7:35 pm - 7:45 am
MFR
-
MSN
10h 10m
2 stops
Alaska Airlines Logo
2:55 pm - 12:04 am
MSN
-
MFR
11h 09m
2 stops
$594Alaska Airlines
Fri, Jun 26 - Thu, Jul 2

Frontier flights from Oregon to Madison

Our best Frontier deals on Oregon to Madison flight tickets
Frontier
May 23
PDX12:35 pmPortland
28h 39m
1 stop
MSN7:14 pmMadison Truax Field
May 31
MSN7:59 pmMadison Truax Field
22h 47m
1 stop
PDX4:46 pmPortland
$261
Frontier
Aug 26
PDX5:42 pmPortland
23h 27m
1 stop
MSN7:09 pmMadison Truax Field
Aug 30
MSN7:59 pmMadison Truax Field
22h 58m
1 stop
PDX4:57 pmPortland
$281
Frontier
Jul 4
PDX12:26 pmPortland
28h 44m
1 stop
MSN7:10 pmMadison Truax Field
Jul 12
MSN7:59 pmMadison Truax Field
22h 54m
1 stop
PDX4:53 pmPortland
$409

Delta flights from Oregon to Madison

Our best Delta deals on Oregon to Madison flight tickets
Delta
Sep 22
BOI3:25 pmBoise Air Term. Gowen Fld
5h 32m
1 stop
MSN9:57 pmMadison Truax Field
Sep 30
MSN9:00 amMadison Truax Field
6h 03m
1 stop
BOI2:03 pmBoise Air Term. Gowen Fld
$329
Delta
Sep 21
BOI7:30 pmBoise Air Term. Gowen Fld
11h 50m
2 stops
MSN8:20 amMadison Truax Field
Sep 26
MSN9:00 amMadison Truax Field
6h 03m
1 stop
BOI2:03 pmBoise Air Term. Gowen Fld
$334
Delta
Sep 9
PDX11:39 amPortland
8h 18m
1 stop
MSN9:57 pmMadison Truax Field
Sep 13
MSN6:15 amMadison Truax Field
8h 39m
1 stop
PDX12:54 pmPortland
$335

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Madison 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, momondo users made 832,500 searches. Data last updated May 8, 2026.
Use the filters below to find and compare flights from Oregon to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 5/23

12:35 pm-7:14 pm

1 stop28h 39m

Madison Truax Field

Sun 5/31

7:59 pm-4:46 pm

1 stop22h 47m

$261

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 8/26

5:42 pm-7:09 pm

1 stop23h 27m

Madison Truax Field

Sun 8/30

7:59 pm-4:57 pm

1 stop22h 58m

$281

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 9/1

11:59 pm-10:40 am

1 stop8h 41m

Madison Truax Field

Sat 9/5

11:29 am-6:59 pm

1 stop9h 30m

$321

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 9/1

7:00 am-2:53 pm

1 stop5h 53m

Madison Truax Field

Sat 9/5

10:49 am-5:43 pm

2 stops8h 54m

$326
Quickest round-trip

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 9/22

3:25 pm-9:57 pm

1 stop5h 32m

Madison Truax Field

Wed 9/30

9:00 am-2:03 pm

1 stop6h 03m

$329

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Mon 9/21

7:30 pm-8:20 am

2 stops11h 50m

Madison Truax Field

Sat 9/26

9:00 am-2:03 pm

1 stop6h 03m

$334

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 6/4

3:30 pm-12:19 am

1 stop6h 49m

Madison Truax Field

Sun 6/7

6:42 pm-11:47 pm

1 stop7h 05m

$349

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Wed 9/9

12:25 pm-10:42 pm

1 stop8h 17m

Madison Truax Field

Tue 9/15

6:30 am-11:13 am

1 stop6h 43m

$349

MedfordMadison

MFR - MSN

MFRMSN

Medford

Sat 6/27

12:30 pm-7:45 am

2 stops17h 15m

Madison Truax Field

Thu 7/2

12:55 pm-12:04 am

2 stops13h 09m

$566

MedfordMadison

MFR - MSN

MFRMSN

Medford

Fri 6/26

7:35 pm-7:45 am

2 stops10h 10m

Madison Truax Field

Thu 7/2

2:55 pm-12:04 am

2 stops11h 09m

$594

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from Oregon to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Madison?

The month of June is, on average, the cheapest month to fly to Madison from Oregon, with most prices found around $130. If you’re not able to fly to Madison in June, then September is your next best option. Flight prices from Oregon to Madison during September average around $143.

What is the cheapest Oregon to Madison Truax Field flight route?

Fly from Portland to Madison Truax Field for the best Oregon - Madison Truax Field flight prices

How far in advance should I book a flight from Oregon to Madison?

You are more likely to see cheaper flights to Madison from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Madison for around $480 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madison from Oregon for as low as $274 on momondo.

Can stopping save me money on Oregon to Madison flights?

No. A direct flight is the cheapest option for a flight between Oregon to Madison.

Cheap Oregon to Madison flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Madison

Fastest flight time

4h 48m

Direct flights

None
The fastest flight from Oregon to Madison takes 4h 48m
There are no direct flights from Oregon to Madison. There are no popular flight routes from Oregon to Madison.
Search flight deals

Frequently asked questions about flying from Oregon to Madison

  • When did momondo last update prices for flights from Oregon to Madison Truax Field Airport?

    Prices for flights from Oregon to Madison Truax Field Airport refresh daily.

  • How many operators does momondo search for flights from Oregon to Madison Truax Field Airport?

  • How old do you have to be to fly from Oregon to Madison Truax Field Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oregon to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The necessary travel and health documents for your Madison Truax Field Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Oregon to Madison

Compare and see reviews for airlines that fly from Oregon to Madison with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $149Free CancellationRating
5.6
2,963 reviews
Search Frontier flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,456 reviews
Search Delta flights
American AirlinesPriceFrom $288Free CancellationRating
7.1
11,667 reviews
Search American Airlines flights
United AirlinesPriceFrom $308Free CancellationRating
7.4
9,693 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $379Free CancellationRating
7.9
12,342 reviews
Search Alaska Airlines flights

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Sun Prairie
Middleton
Fitchburg
Portage
Windsor
Cambridge
Oxford
Evansville

Why use momondo?

Why should I use momondo to find a flight deal from Oregon to Madison?

It is quick and easy to find Oregon to Madison flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Madison that suits you.

Can I find flights from Oregon to Madison with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Oregon to Madison flights to just show those with flexible booking policies.

How can momondo help me find flights from Oregon to Madison?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oregon to Madison.

I’m not ready to book a flight from Oregon to Madison right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Madison, momondo offers a useful price alert feature which will track prices for flights to Madison from Oregon and alert you when they change.

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