38 days in Salem & Chicago Itinerary

You'll find plenty of places to visit near Salem: Cellar Door Wine Tours (in Lafayette), Sokol Blosser Tasting Room & Winery (in Dundee) and McMinnville (Remy Wines & Evergreen Aviation & Space Museum).

To find out how to plan a trip to Salem, use our trip itinerary maker.

Portland to Salem is an approximately 1-hour car ride. You can also drive; or take a bus; or take a train. In March in Salem, expect temperatures between 58°F during the day and 39°F at night. Finish your sightseeing early on the 5th (Tue) to allow enough time to fly to Chicago.

Venture out of the city with trips to Cantigny Park (in Wheaton), South Bend (Grotto of Our Lady Lourdes & Basilica of the Sacred Heart) and The Grove (in Glenview). The adventure continues: explore the world behind art at The Art Institute of Chicago, take in panoramic vistas at 360 Chicago Observation Deck, observe the fascinating underwater world at Shedd Aquarium, and walk around Millennium Park.

For more things to do, ratings, reviews, and more tourist information, refer to the Chicago trip itinerary builder website.

You can fly from Salem to Chicago in 6 hours. Alternatively, you can drive; or do a combination of bus and train. The time zone difference moving from Pacific Standard Time (PST) to Central Standard Time (CST) is 2 hours. April in Chicago sees daily highs of 59°F and lows of 40°F at night. Finish up your sightseeing early on the 27th (Wed) so you can catch the flight back home.