11 days in Chicago, Vancouver & Seattle Itinerary

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Chicago is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, get a taste of the local shopping with The Magnificent Mile, engage your brain at Field Museum, and admire the striking features of Skydeck Chicago - Willis Tower.

To find where to stay, photos, more things to do, and more tourist information, read our Chicago trip itinerary app.

Use the Route module to find suitable travel options from your home destination to Chicago. In November, plan for daily highs up to 50°F, and evening lows to 35°F. Finish your sightseeing early on the 7th (Mon) so you can fly to Vancouver.

Vancouver is a city on the north bank of the Columbia River in the U.S. State of Washington, and the largest suburb of Portland, Oregon. On the 8th (Tue), take in the views from Vancouver Land Bridge, indulge your taste buds at Wine Dirt, and then stroll around Vancouver Waterfront. Get ready for a full day of sightseeing on the 9th (Wed): steep yourself in history at Columbia River Highway, take in the dramatic scenery at Multnomah Falls, and then take in the dramatic scenery at Ponytail Falls.

To see other places to visit, reviews, traveler tips, and more tourist information, go to the Vancouver trip planner.

Traveling by flight from Chicago to Vancouver takes 6 hours. Alternatively, you can drive; or take a train. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. Expect a daytime high around 53°F in November, and nighttime lows around 40°F. Finish up your sightseeing early on the 9th (Wed) so you can catch the flight to Seattle.

Nicknamed the "Emerald City" because of its abundant evergreen trees, Seattle is the cultural and business center of the Pacific Northwest, as well as a popular holiday destination.

Dedicate the 10th (Thu) to wine at some of the top wineries in the area. There's still lots to do: admire the masterpieces at Chihuly Garden and Glass, test your team's savvy at popular escape rooms, see the interesting displays at The Museum of Flight, and admire the natural beauty at Bellevue Botanical Garden.

To see traveler tips, other places to visit, and more tourist information, use the Seattle road trip app.

You can fly from Vancouver to Seattle in 2.5 hours. Other options are to drive; or take a train. November in Seattle sees daily highs of 53°F and lows of 42°F at night. Wrap up your sightseeing on the 13th (Sun) early enough to fly back home.