5 days in Chicago, Oshkosh & Escanaba Itinerary

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

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Wichita to Chicago is an approximately 3.5-hour flight. You can also drive; or do a combination of bus and train. While traveling from Wichita, expect little chillier days and about the same nights in Chicago, ranging from highs of 71°F to lows of 52°F. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow enough time to drive to Oshkosh.

Oshkosh is a city in Winnebago County, Wisconsin, United States, located where the Fox River enters Lake Winnebago from the west. Kick off your visit on the 6th (Fri): hike along Menominee Park.

For traveler tips, photos, ratings, and other tourist information, refer to the Oshkosh trip itinerary maker app.

Traveling by car from Chicago to Oshkosh takes 3 hours. In May, daily temperatures in Oshkosh can reach 67°F, while at night they dip to 48°F. Cap off your sightseeing on the 7th (Sat) early enough to travel to Escanaba.

Escanaba is a port city in Delta County in the U.S. state of Michigan, located on the Escanaba River in the banana belt of the state's Upper Peninsula. Kick off your visit on the 7th (Sat): try to win big at Island Resort & Casino and then visit a coastal fixture at Sand Point Lighthouse. Here are some ideas for day two: get engrossed in the history at Delta County Historical Museum and then walk around Ludington Park.

For photos, maps, and more tourist information, use the Escanaba visit planner.

Drive from Oshkosh to Escanaba in 3 hours. Traveling from Oshkosh to Escanaba, you'll lose 1 hour due to the time zone difference. Traveling from Oshkosh in May, things will get slightly colder in Escanaba: highs are around 60°F and lows about 40°F. On the 9th (Mon), you're off to home.