$59 Cheap Flights to Milwaukie, OR

Flights to Milwaukie at a glance

Traveling to Milwaukie is straightforward; you can select from a variety of airlines, including full-service and budget options. Compare travel times to find the best fit for your budget and itinerary, making it easy to explore the city's renowned attractions and neighborhoods.

• Major airport near Milwaukie: Portland International Airport (PDX)
• Flights per week: 4,750+ flights arriving at Milwaukie airport
• Number of airlines that fly to Milwaukie: around 55+ carriers

Popular airport near Milwaukie

Milwaukie is a vibrant city that caters to families and outdoor enthusiasts alike, making it an ideal destination for vacations filled with culture and romance. Travelers are drawn to Milwaukie for its charming urban vibe and natural beauty, and it is conveniently connected by a major airport for easy access.

• Portland International Airport (PDX): Situated in Multnomah County, Oregon, approximately 10 miles from Milwaukie, this airport caters to both domestic and international travelers. It offers connections to over 240 domestic locations and more than 170 international destinations. Passengers can upgrade their experience with options such as first class, business class, and premium economy seating for enhanced comfort, depending on the airlines and specific routes. Major airlines operating here include Alaska Airlines, Delta, and American Airlines.

Top routes to Milwaukie

• Los Angeles (LAX) to Milwaukie (PDX), with one-way flight options from around $50
• Phoenix (PHX) to Milwaukie (PDX), with one-way tickets available from around $60
• Las Vegas (LAS) to Milwaukie (PDX), with one-way tickets available from around $50
• Denver (DEN) to Milwaukie (PDX), with one-way airfare from around $55
• Chicago (ORD/MDW) to Milwaukie (PDX), with one-way flight options from around $85

Cheapest routes to Milwaukie

• San Francisco (SFO) to Milwaukie (PDX), with affordable one-way prices from around $40
• Sacramento (SMF) to Milwaukie (PDX), with budget one-way fares from around $50
• San Jose (SJC/SJO) to Milwaukie (PDX), with budget one-way fares from around $50
• Oakland (OAK) to Milwaukie (PDX), with cheap one-way fares from around $50
• Las Vegas (LAS) to Milwaukie (PDX), with low one-way fares from around $50

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Milwaukie

• Alaska Airlines: Serving Portland International Airport (PDX), Alaska Airlines represents about 24% of arrivals to Milwaukie. The average fare for a one-way ticket is around $270, with premium cabin services that may include business and first class, depending on the route.
• Delta: Operating flights to Portland International Airport (PDX), Delta contributes approximately 18% of arrivals to Milwaukie. The average one-way fare is roughly $350, and premium cabin offerings may include premium economy and first class based on the specific route.
• United: Flying to Portland International Airport (PDX), United also accounts for around 18% of arrivals to Milwaukie. One-way fares average about $350, with premium cabin choices potentially including premium economy and first class, varying by route.
• American Airlines: Connecting to Portland International Airport (PDX), American Airlines makes up about 17% of arrivals to Milwaukie. The typical one-way fare is approximately $360, with first class available as a premium cabin service based on the route.
• Southwest Airlines: Operating flights into Portland International Airport (PDX), Southwest Airlines represents around 13% of arrivals to Milwaukie. Travelers can expect an average one-way fare of about $240.

Best time to fly to Milwaukie

The most popular months for travelers to fly to Milwaukie are January, March, and April, when peak temperatures in Milwaukie can reach up to 49.6°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 64.4°F and typically the lowest average one-way fare (around $210), roughly 8% cheaper than the yearly average. Looking for additional cheaper months to fly? October, May, and August offer average one-way fares of around $215, making them good options for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Milwaukie

Getting some of the best deals on flights to Milwaukie is all about timing and flexibility. Here are some key tips to help you save:

1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Milwaukie hotel and flight deals.
4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Milwaukie flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Milwaukie

Milwaukie welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Milwaukie efficiently:

• Public transportation: From Portland International Airport, several transport options are conveniently located nearby. Both the Portland International Airport Bus Stop, a bus station, and Portland International Airport Station, a metro station, are about 0.3 miles from the airport and can be reached on foot. For those needing train services, Portland Union Station, located approximately 9 miles away, is accessible by car.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Milwaukie, with private rides that can be arranged in advance.
• Car rental: Renting a car in Milwaukie is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Milwaukie on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in and around Milwaukie

• Lake Oswego: Located 2 miles drive away from Milwaukie, Lake Oswego is an inviting city perfect for family outings and outdoor adventures. The area boasts a charming shopping mall and a variety of educational opportunities. Highlights include Lewis and Clark College, which offers a modern campus vibe, and the scenic Tom McCall Waterfront Park, ideal for leisurely strolls and picnics. Don't miss the Oregon Museum of Science and Industry for a fascinating blend of culture and family-friendly activities, along with the beautiful local lake and urban parks for relaxation and recreation.
• Clackamas: Situated 4 miles drive away from Milwaukie, Clackamas caters to families, city explorers, and business travelers alike. This vibrant city features shopping centers and educational institutions, making it a great place to visit. Key attractions include the Oregon Health and Science University, a notable modern college, and the picturesque Clackamas River, perfect for outdoor enthusiasts looking to enjoy scenery and nature. The Oregon Museum of Science and Industry also extends its reach here, offering engaging experiences for all ages.
• Oak Grove: Oak Grove is located around the area of Milwaukie and is a delightful neighborhood for those seeking outdoor activities and family-friendly experiences. Visitors can enjoy easy access to hiking trails and educational venues. The neighborhood is home to urban parks and the nearby river, providing ample opportunities for relaxation and recreation. Notable points of interest include Lewis and Clark College, which enriches the local community, and Bike N Hike, an attraction that encourages exploration and adventure in the area.

Tips for short-haul flights to Milwaukie

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Maximize space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits carefully. This approach also allows you to bypass waits at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights might not provide in-flight entertainment. Download your favorite TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself engaged. Remember to fully charge your devices before you board.
• Arrive at the airport in plenty of time—even for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours before your departure, taking into account potential traffic and security lines.
• Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Milwaukie

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in opens, which is generally 24–48 hours before your flight. Some airlines may permit seat selection even earlier.
• Arrive at the airport in plenty of time—make sure to arrive at least 3 hours before departure for international flights to accommodate check-in, security, and immigration procedures.
• Relax at the airport—if you have some extra time, take the opportunity to browse the shops, find a coffee shop, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is typically free and available.
• Adjust to the new time zone mid-flight—begin synchronizing your body clock by setting your watch and adjusting your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Milwaukie

The cheapest day to fly

Get started finding a cheap flight to Milwaukie on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

December is the cheapest month to fly to Milwaukie. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Milwaukie. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Milwaukie, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Milwaukie

The lowest price for round-trip flights to Milwaukie in 2026 starts from $112, while one-way tickets start from from $59. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Milwaukie. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Milwaukie

Alaska Airlines, Southwest Airlines, Delta, United, American Airlines are just some of the airlines that can typically offer cheap tickets to Milwaukie. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Milwaukie and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Milwaukie, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Milwaukie. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Milwaukie plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Milwaukie

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Milwaukie.

Stopover savings

The cheapest tickets to Milwaukie are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Milwaukie. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Milwaukie for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Milwaukie. Simply download the free Expedia app to your smart device and activate Milwaukie flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Milwaukie. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.