Cheap flights To Milwaukie (PDX) from $34

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Cheap Flights to Milwaukie from $34 One Way, $71 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Apr 18 - Tue, Apr 21
DEN
Denver Intl.
PDX
Portland Intl.
$71 Roundtrip, found 3 days ago
$71
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Denver Intl. to Portland Intl., returning Tue, Apr 21, priced at $71 found 3 days ago
Sat, Jul 11 - Thu, Jul 16
LAX
Los Angeles Intl.
PDX
Portland Intl.
$120 Roundtrip, found 3 hours ago
$120
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Jul 11 from Los Angeles Intl. to Portland Intl., returning Thu, Jul 16, priced at $120 found 3 hours ago
Wed, May 6 - Wed, May 6
SFO
San Francisco Intl.
PDX
Portland Intl.
$130 Roundtrip, found 4 days ago
$130
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, May 6 from San Francisco Intl. to Portland Intl., returning Wed, May 6, priced at $130 found 4 days ago
Fri, May 8 - Sun, May 10
BUR
Hollywood Burbank
PDX
Portland Intl.
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, May 8 from Hollywood Burbank to Portland Intl., returning Sun, May 10, priced at $144 found 1 day ago
Sat, Apr 18 - Sat, May 2
IAH
George Bush Intercontinental
PDX
Portland Intl.
$160 Roundtrip, found 4 days ago
$160
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Apr 18 from George Bush Intercontinental to Portland Intl., returning Sat, May 2, priced at $160 found 4 days ago
Tue, May 26 - Wed, May 27
BOS
Logan Intl.
PDX
Portland Intl.
$163 Roundtrip, found 6 days ago
$163
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, May 26 from Logan Intl. to Portland Intl., returning Wed, May 27, priced at $163 found 6 days ago
Thu, Apr 23 - Sun, Apr 26
SLC
Salt Lake City Intl.
PDX
Portland Intl.
$163 Roundtrip, found 2 hours ago
$163
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Apr 23 from Salt Lake City Intl. to Portland Intl., returning Sun, Apr 26, priced at $163 found 2 hours ago
Fri, May 8 - Mon, May 11
PHX
Sky Harbor Intl.
PDX
Portland Intl.
$166 Roundtrip, found 1 hour ago
$166
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 8 from Sky Harbor Intl. to Portland Intl., returning Mon, May 11, priced at $166 found 1 hour ago
Fri, Apr 17 - Thu, Apr 23
DFW
Dallas-Fort Worth Intl.
PDX
Portland Intl.
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Dallas-Fort Worth Intl. to Portland Intl., returning Thu, Apr 23, priced at $166 found 2 days ago
Fri, Apr 24 - Wed, Apr 29
MSP
Minneapolis - St. Paul Intl.
PDX
Portland Intl.
$166 Roundtrip, found 19 hours ago
$166
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Fri, Apr 24 from Minneapolis - St. Paul Intl. to Portland Intl., returning Wed, Apr 29, priced at $166 found 19 hours ago

Milwaukie Flight Information

Traveling To
Milwaukie
Destination Airport IATA Code
PDX
Number of Airlines Serving
Airlines
Frontier Airlines, Alaska Airlines, Southwest Airlines, American Airlines
Flight Price
$71
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Milwaukie economy flight packages

Price found within the past 48 hours. Click for updated prices.
SCP Depoe Bay
3.0-star property

SCP Depoe Bay

May 14 - May 18

4 night stay

Dallas (DFW) to Portland (PDX)

Delta • Non-stop roundtrip • Coach
Price was $768, price is now $621 per person
$621
per person
found 24 hours ago
Coast River Inn by OYO Seaside
2.0-star property

Coast River Inn by OYO Seaside

Apr 30 - May 4

4 night stay

Dallas (DFW) to Portland (PDX)

Southwest Airlines • Non-stop • Coach

Portland (PDX) to Dallas (DFW)

Alaska Airlines • Non-stop • Coach
Price was $886, price is now $716 per person
$716
per person
found 1 day ago
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Milwaukie premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
AC Hotel by Marriott Portland Downtown, OR
3.5-star property

AC Hotel by Marriott Portland Downtown, OR

9/10 Wonderful! (1,005 reviews)

May 7 - May 13

6 night stay

Chicago (ORD) to Portland (PDX)

United • Roundtrip • PremiumEconomy
Price was $1,275, price is now $1,050 per person
$1,050
per person
found 2 hours ago
Loved that it was block away from the river and walkable to downtown

Reviewed on Aug 27, 2025

Mark Spencer Hotel
3.0-star property

Mark Spencer Hotel

9.2/10 Wonderful! (2,056 reviews)

May 7 - May 13

6 night stay

Chicago (ORD) to Portland (PDX)

United • Roundtrip • PremiumEconomy
Price was $1,341, price is now $1,082 per person
$1,082
per person
found 2 hours ago
Love this hotel, the only issue is parking. Had to pay to park on the street. If you are traveling without a vehicle, it’s an absolutely beautiful place.

Reviewed on Aug 26, 2025

The Nines, a Luxury Collection Hotel, Portland
5.0-star property

The Nines, a Luxury Collection Hotel, Portland

9.2/10 Wonderful! (1,001 reviews)

May 7 - May 13

6 night stay

Chicago (ORD) to Portland (PDX)

United • Roundtrip • PremiumEconomy
Price was $1,433, price is now $1,166 per person
$1,166
per person
found 2 hours ago
Beautiful hotel with exceptional customer services and attention to detail. Their restaurants are 2 of the best in the city.

Reviewed on Oct 4, 2025

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Milwaukie first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel deLuxe
4.0-star property

Hotel deLuxe

8.6/10 Excellent! (1,018 reviews)

May 1 - May 7

6 night stay

Chicago (ORD) to Portland (PDX)

American Airlines • Roundtrip • FirstClass
Price was $1,350, price is now $1,164 per person
$1,164
per person
found 1 day ago
Love this elegant vintage hotel! Cozy bar and nice restaurant. we booked a suite to get a larger room.

Reviewed on Dec 8, 2025

The Nines, a Luxury Collection Hotel, Portland
5.0-star property

The Nines, a Luxury Collection Hotel, Portland

9.2/10 Wonderful! (1,001 reviews)

May 1 - May 7

6 night stay

Chicago (ORD) to Portland (PDX)

American Airlines • Roundtrip • FirstClass
Price was $1,550, price is now $1,279 per person
$1,279
per person
found 1 day ago
Beautiful hotel with exceptional customer services and attention to detail. Their restaurants are 2 of the best in the city.

Reviewed on Oct 4, 2025

Kimpton Riverplace Hotel by IHG
4.5-star property

Kimpton Riverplace Hotel by IHG

9.4/10 Exceptional! (1,003 reviews)

May 1 - May 7

6 night stay

Chicago (ORD) to Portland (PDX)

American Airlines • Roundtrip • FirstClass
Price was $1,595, price is now $1,381 per person
$1,381
per person
found 1 day ago
Loved the hotel room and it’s view but did not like that valet parking was the only option. It was expensive and we didn’t like waiting for our car when we were ready to go or come home and go to bed.

Reviewed on Sep 18, 2025

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Milwaukie

Orbitz is your one stop for guaranteed low prices on Milwaukie flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

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Frequently asked questions

Which airlines fly to Milwaukie?
You can select from 20 airlines that fly into Portland Intl. Airport (PDX), the primary airport in the city. Among all those options, you're sure to find a terrific deal. Here are some of the most well-known international airlines that'll get you to Milwaukie — and then discovering every corner of this city:

  • Air Canada - 51 flights to Milwaukie per month
  • Delta - 17 flights to Milwaukie per month
  • WestJet - 16 flights to Milwaukie per month

What is the best airport to fly to in Milwaukie?
Keep your eyes open for a rewarding flight deal to Portland Intl. Airport (PDX). It's the city's main terminal and is situated around 11 miles north of the center. Once you've grabbed your bags, it won't be long before you're taking in the best of Milwaukie.
How much is a flight to Milwaukie?
Travelers from far and wide scored return-flight deals ranging from $71 to $166 this week. Starting your trip from Los Angeles (LAX)? The best one-way tickets were $34.
How to book the cheapest flight to Milwaukie?
Using Orbitz, you'll find some of the most amazing flight deals around from a great range of airlines. But if you'd like to increase your chances of snapping up cheap flights to Milwaukie, here are a few tips to keep in mind:

  • Consider departing from or arriving at nearby airports for a cheaper fare. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list your options, if any.
  • If you're flexible with your plans, click on the 'Show flexible dates' link. You'll see the flight deals for the days either side of your chosen departure. Airfares often vary depending on what day of the week it is.
  • Hit 'Show options' to filter your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Lock in your fare as soon as you know your travel dates. While you can get lucky once in a while, airline tickets rarely get more affordable as your departure date approaches.
  • Bundle your flights, hotels and car rentals into a package deal and enjoy discounts. Save your dollars for things you're really excited about, like exploring Milwaukie.
  • Don't travel during peak seasons if you can. By steering clear of summer, school vacations and other popular dates, you can save loads on your airfares.

How long is a flight to Milwaukie?
Flight times vary depending on where you're taking off from. But to give you a sense of the average duration, have a peek at these top routes to Milwaukie:

  • Seattle, WA (SEA-Seattle - Tacoma Intl.) to Portland Intl. Airport (PDX) - 1 hour and 9 minutes
  • Denver, CO (DEN-Denver Intl.) to Portland Intl. Airport (PDX) - 2 hours and 45 minutes
  • Los Angeles, CA (LAX-Los Angeles Intl.) to Portland Intl. Airport (PDX) - 2 hours and 19 minutes

What is the best time to book a flight to Milwaukie?
Reserve your flights to Milwaukie in January. This is a great month for bargain prices, closely followed by February and August. Pick up cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Milwaukie?
If you're after inexpensive fares to Milwaukie, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), an unbeatable flight deal will be all yours.
What is the cheapest day of the week to fly to Milwaukie?
Everybody enjoys a great deal, so think about going early in the week for cheap flights to Milwaukie. Orbitz data from 2020 suggests you can pick up the best prices on flights departing on Mondays. Tuesdays are the next cheapest day, while Saturdays are likely to cost an arm and a leg. Many people like to start their vacation on weekends, so leave those Saturdays for checking in with friends.
What is the cheapest month to fly to Milwaukie?
Fly in August if you don't want to eat into your budget. Orbitz data shows that this is generally the best month for cheap flights to Milwaukie. June is when ticket prices are at their most expensive.
Which airlines allow free cancellation?
Flexible travel is more important than ever, that's why Orbitz lets you search for flights that won't slap on fees for amending your reservation. Enter your departure and arrival points, then select "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Milwaukie?
The secret to a comfortable flight is to prepare well. Listed below are some tips to help you get ready for your adventure:

  • Your travel documents are the most important things you'll need to take on your flight to Milwaukie. To avoid any confusion while checking in, make sure that the information displayed on your ticket is the same as on your government-issued photo ID.
  • Make time fly by even quicker on your short hop by packing the right stuff. Think yummy snacks, bottled water and entertainment. If you'd like your journey to Milwaukie to go nice and quietly, throw some noise-canceling headphones into your carry-on bag too.
  • No matter the weather outside, plane cabins can get cold. Take a light jacket on board to keep yourself comfortable.

How many direct flights are there to Milwaukie?
Currently, there are 453 direct flights each month to Milwaukie. When it comes to airlines that will take you there, you've got loads of choice. Alaska Airlines, Delta Air Lines and Southwest Airlines are some of the most sought-after. United Airlines, American Airlines and Spirit Airlines are other reliable carriers that provide nonstop services.
How do I get cheap first-class/business deals to Milwaukie?
Experienced travelers have mastered the art of finding business or first-class fares to Milwaukie that don't cost an arm and a leg. You can do the same with these useful tips:

  • Be flexible with your travel dates and hold out for deals on business or first-class airfares.
  • A lot of low-cost carriers these days offer quality business or premium-class seating without the hefty fees.
  • Take advantage of your airline's customer loyalty program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

How to get into Milwaukie from the airport?
Book a Portland Intl. Airport (PDX) car rental at Portland Intl. Airport (PDX) with one of the two reputable suppliers on-site, Dollar or Avis. Central Milwaukie is around 11 miles away to the south of PDX. After stepping off the plane, pick up your ride and get there easily and comfortably. Taxis and public transportation are two other popular ways to travel into the center. Spend some time exploring Milwaukie on foot, then venture out further afield with one of our Milwaukie car rentals conveniently located downtown.
What is the best time to go to Milwaukie?
If you want to soak up the culture of Milwaukie in the peak season, March, October and November are the best months to visit. June 20 signals the onset of summertime in the Northern Hemisphere and is a wonderful time to travel if you enjoy being outside. At this time, average daily temperatures usually range from 55 ºF to 80 ºF.

More to Explore

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.