9 days in Chicago's North Shore Itinerary

9 days in Chicago's North Shore Itinerary

Created using Inspirock Chicago's North Shore journey planner

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Route & dates

9 days in Chicago's North Shore Itinerary

Start: Durham
Fly + Drive:  4​h 15​min
1
Skokie
— 3 nights
+2
Drive + Fly + Drive:  4​h 30​min
2
Wheeling
— 5 nights
bus + Fly:  8​h
End: Durham

3
nights
Skokie

Skokie ©
Skokie is a village in Cook County, Illinois, United States. Shop till you drop at Adagio Teas and Skokie Northshore Sculpture Park. Halim Time & Glass Museum and Block Museum of Art are good opportunities to explore the local culture. There's much more to do: get engrossed in the history at Evanston History Center, examine the collection at The American Toby Jug Museum, look for all kinds of wild species at Emily Oaks Nature Center, and stroll around Dawes Park.

To find traveler tips, ratings, and tourist information, use the Skokie travel route planning website .

Durham to Skokie is an approximately 4.5-hour combination of flight and car. You can also drive. The time zone difference when traveling from Durham to Skokie is minus 1 hour. Traveling from Durham in September, expect Skokie to be little chillier, temps between 77°F and 58°F. Finish your sightseeing early on the 15th (Sun) to allow enough time to travel to Wheeling.

Things to do in Skokie

Museums Parks Wildlife

Side Trips

Evanston, Gillson Park, Historic Wagner Farm
Highlights from your plan
Adagio Teas ©
Adagio Teas
Halim Time & Glass Museum ©
Halim Time & Glass Museum
Evanston History Center ©
Evanston History Center

5
nights
Wheeling

Wheeling ©
Wheeling is a city in Ohio and Marshall counties in the U.S. Step off the beaten path and head to Oglebay Institute Mansion Museum and Wheeling Heritage Trail System. Let the collections at Wheeling Artisan Center and B&O Building capture your imagination. There's still lots to do: look for gifts at Good Mansion Wines, take in the architecture and atmosphere at Cathedral of St. Joseph, make a trip to Artworks Around Town, and walk around Wheeling Park.

For maps, more things to do, reviews, and tourist information, you can read our Wheeling trip itinerary builder website .

Use the Route module to find suitable travel options from Skokie to Wheeling. Traveling from Skokie to Wheeling, you'll lose 1 hour due to the time zone difference. In September, plan for daily highs up to 77°F, and evening lows to 56°F. Wrap up your sightseeing on the 20th (Fri) early enough to travel back home.

Things to do in Wheeling

Museums Parks Outdoors
Highlights from your plan
Oglebay Mansion Museum ©
Oglebay Mansion Museum
Wheeling Artisan Center ©
Wheeling Artisan Center
Good Mansion Wines ©
Good Mansion Wines