$139 Cheap flight deals from Milwaukee (MKE) to Hillsboro (PDX)

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Airfares from $139 One Way, $301 Round Trip from Milwaukee to Hillsboro

Prices starting at $301 for return flights and $139 for one-way flights to Hillsboro were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 9 - Wed, May 13
MKE
Milwaukee
PDX
Portland
$301 Roundtrip, found 3 days ago
$301
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 9 from Milwaukee to Portland, returning Wed, May 13, priced at $301 found 3 days ago
Sat, May 9 - Wed, May 13
MKE
Milwaukee
PDX
Portland
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 9 from Milwaukee to Portland, returning Wed, May 13, priced at $309 found 3 days ago
Sat, May 9 - Wed, May 13
MKE
Milwaukee
PDX
Portland
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 9 from Milwaukee to Portland, returning Wed, May 13, priced at $309 found 3 days ago
Sat, May 9 - Wed, May 13
MKE
Milwaukee
PDX
Portland
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 9 from Milwaukee to Portland, returning Wed, May 13, priced at $309 found 3 days ago
Sat, May 9 - Wed, May 13
MKE
Milwaukee
PDX
Portland
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, May 9 from Milwaukee to Portland, returning Wed, May 13, priced at $309 found 3 days ago

Hillsboro economy flight packages

Price found within the past 48 hours. Click for updated prices.
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 15 - May 19

4 night stay

Milwaukee (MKE) to Portland (PDX)

Delta • Non-stop roundtrip • Coach
Price was $774, price is now $567 per person
$567
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

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 18 - May 23

5 night stay

Milwaukee (MKE) to Portland (PDX)

Delta • Non-stop • Coach

Portland (PDX) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
Price was $918, price is now $716 per person
$716
per person
found 4 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 18 - May 23

5 night stay

Milwaukee (MKE) to Portland (PDX)

Delta • Non-stop • Coach

Portland (PDX) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
Price was $910, price is now $716 per person
$716
per person
found 4 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

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More About Flying To Hillsboro from Milwaukee

Route Information for Flights from Milwaukee to Hillsboro

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

Milwaukee to Hillsboro

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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.