14 days in Chicago's North Shore Itinerary

14 days in Chicago's North Shore Itinerary

Created using Inspirock Chicago's North Shore visit planner
©
Make it your trip
Fly
1
Wheeling
— 6 nights
+2
Drive to Pittsburgh International Airport, Fly to Chicago O'Hare International Airport, Drive to Skokie
2
Skokie
— 7 nights
Drive to Chicago O'Hare International Airport, Fly to Newark

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Wheeling — 6 nights

Wheeling is a city in Ohio and Marshall counties in the U.S. state of West Virginia. Wheeling is known for parks, casinos, and museums. Your trip includes some of its best attractions: enjoy some diversion at Oglebay Park, stop by Good Mansion Wines, get engrossed in the history at Oglebay Mansion Museum, and pause for some serene contemplation at Cathedral of St. Joseph.

To see traveler tips, ratings, and tourist information, refer to the Wheeling trip itinerary maker.

Newark to Wheeling is an approximately 3.5-hour flight. You can also drive; or do a combination of train and bus. Plan for a bit cooler nights when traveling from Newark in August since evenings lows in Wheeling dip to 62°F. Finish your sightseeing early on the 24th (Tue) to allow enough time to travel to Skokie.
Museums · Parks · Fun & Games · Trails

Skokie — 7 nights

Skokie is a village in Cook County, Illinois, United States. Skokie is known for museums, shopping, and nightlife. Your trip includes some of its best attractions: gain insight at Northwestern University, visit a coastal fixture at Grosse Point Lighthouse, explore the world behind art at Block Museum of Art, and experience rural life at Historic Wagner Farm.

For ratings, other places to visit, reviews, and more tourist information, you can read our Skokie trip builder site.

The Route module can help you plan travel from Wheeling to Skokie. You'll gain 1 hour traveling from Wheeling to Skokie due to the time zone difference. In August in Skokie, expect temperatures between 82°F during the day and 64°F at night. Finish your sightseeing early on the 31st (Tue) so you can travel back home.
Museums · Parks · Shopping · Historic Sites
Side Trips