5 days in Portland Itinerary

5 days in Portland Itinerary

Created using Inspirock Portland journey maker

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Route & dates

5 days in Portland Itinerary

Start: Chicago
Fly:  6​h 45​min
1
Portland
— 3 nights
Fly:  6​h 45​min
End: Chicago

3
nights
Portland

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Change things up with these side-trips from Portland: Multnomah Falls (in Bridal Veil) and Cannon Beach (Haystack Rock, Ecola State Park, &more). And it doesn't end there: look for gifts at Powell's City of Books, meet the residents at Oregon Zoo, walk around Laurelhurst Park, and admire the natural beauty at Portland Japanese Garden.

For maps, topicsMoreInfo.option.ratings, where to stay, and tourist information, use the Portland trip planner.

Chicago to Portland is an approximately 7-hour flight. You can also drive; or take a train. The time zone difference when traveling from Chicago to Portland is minus 2 hours. Plan for somewhat warmer temperatures traveling from Chicago in March, with highs in Portland at 57°F and lows at 41°F. Cap off your sightseeing on the 31st (Tue) early enough to travel back home.

Things to do in Portland

Parks Nature Wildlife

Side Trips

Cannon Beach, Multnomah Falls, Columbia River Gorge National Scenic Area
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Portland Japanese Garden ©
Portland Japanese Garden

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