How to get from Milwaukee to Portland: connecting flights, about 8h total

Flights from Milwaukee to Portland

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Best fares from Milwaukee to Portland

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $332 14 November 2026, with a connection Cheapest in the next 7 days $332 14 November, Sat Cheapest weekend departure $332 Sat, 14 November 2026 Cheapest month November 2026 tickets from $332

Where to connect

Options with one connection, fastest first

fastest, via Chicago: 8h
connection options: 4
straight-line distance: 1,715 mi (2,760 km)

fastest

Via Chicago

with the connection

Milwaukee to Chicago flight 1h 13m

Connection of about 3h

Chicago to Portland flight 3h 47m

Via Phoenix

8h 55m

with the connection

Milwaukee to Phoenix flight 3h 55m

Connection of about 3h Arrival: Phoenix Sky Harbor International. Departure to Portland: Phoenix Sky Harbor International, Phoenix-Mesa Gateway.

Phoenix to Portland flight 2h

Via San Francisco

10h 23m

with the connection

Milwaukee to San Francisco flight 6h 33m

Connection of about 3h Arrival: Metropolitan Oakland International, Norman Y. Mineta San Jose International, San Francisco International. Departure to Portland: Metropolitan Oakland International, Norman Y. Mineta San Jose International, San Francisco International.

San Francisco to Portland flight 50m

Via Los Angeles

10h 37m

with the connection

Milwaukee to Los Angeles flight 6h 5m

Connection of about 3h Arrival: Los Angeles International. Departure to Portland: Long Beach, Los Angeles International, Ontario International.

Los Angeles to Portland flight 1h 32m

One ticket or two

How the options are calculated and what to keep in mind at the connection

Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.

Nearest nonstop flights

The closest you can get without a connection

From Milwaukee to cities closest to Portland

Milwaukee to San Francisco San Francisco: 534 mi (860 km) from Portland, flight 6h 33m Milwaukee to Los Angeles Los Angeles: 825 mi (1,328 km) from Portland, flight 6h 5m Milwaukee to Phoenix Phoenix: 1,005 mi (1,617 km) from Portland, flight 3h 55m Milwaukee to Albuquerque Albuquerque: 1,106 mi (1,780 km) from Portland, flight 5h 30m Milwaukee to Chicago Chicago: 1,755 mi (2,824 km) from Portland, flight 1h 13m Milwaukee to Detroit Detroit: 1,964 mi (3,161 km) from Portland, flight 1h 13m from $299

To Portland from cities closest to Milwaukee

Chicago to Portland Chicago: 81 mi (131 km) from Milwaukee, flight 3h 47m from $183 Indianapolis to Portland Indianapolis: 244 mi (392 km) from Milwaukee, flight 8h 1m from $180 Minneapolis to Portland Minneapolis: 298 mi (480 km) from Milwaukee, flight 2h 50m from $157 Omaha to Portland Omaha: 429 mi (691 km) from Milwaukee, flight 6h 15m Kansas City to Portland Kansas City: 441 mi (710 km) from Milwaukee, flight 5h 55m from $266 Washington to Portland Washington: 634 mi (1,021 km) from Milwaukee, flight 5h 45m from $205

Frequently asked questions

Is there a nonstop flight from Milwaukee to Portland?

There are no nonstop flights in the schedule. You will need a connection, the fastest is via Chicago.

What is the fastest way to fly from Milwaukee to Portland?

Via Chicago: 1h 13m to the connection, 3h 47m after it, about 8h in total with 3h for the connection.

Which cities can you connect in between Milwaukee and Portland?

Chicago (8h total), Phoenix (8h 55m total), San Francisco (10h 23m total) and Los Angeles (10h 37m total).

How far is Portland from Milwaukee?

1,715 mi (2,760 km) in a straight line between the cities.

How much time should I allow for the connection?

The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.